欧美午夜精品久久久久免费视-亚洲国产精品无码久久久-鲁鲁狠狠狠7777一区二区-特黄aaaaaaa片免费视频

Welcome to LookChem.com Sign In|Join Free

CAS

  • or
4-Hydroxy-3-methoxybenzyl alcohol, also known as vanillyl alcohol, is a phenolic compound with a crystalline white to off-white powder form. It possesses a mild, sweet, balsamic, vanilla-like odor and is widely recognized for its use as a deodorant component, flavoring agent, and potential pharmacological applications.

498-00-0

Post Buying Request

498-00-0 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

498-00-0 Usage

Uses

Used in Deodorant Industry:
4-Hydroxy-3-methoxybenzyl alcohol is used as an active deodorant component for its ability to prevent the formation of body odor.
Used in Flavor and Fragrance Industry:
4-Hydroxy-3-methoxybenzyl alcohol is used as a flavoring agent, contributing to the sweet, creamy, and milky taste with a slightly powdery mouthfeel. It is particularly useful for enhancing vanilla, coconut, cream, and other dairy nuances in various products.
Used in Pharmaceutical Applications:
4-Hydroxy-3-methoxybenzyl alcohol has demonstrated neuro-protective effects through suppressing oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells. This makes it a potential candidate for the treatment of neurodegenerative diseases such as Parkinson's disease.
Used in Food Industry:
Vanillyl alcohol, as part of the phenolic group of compounds, is used as an oxidant in the food products, enhancing their flavor and quality.

Biochem/physiol Actions

Odor at 1.0%: sweet creamy, phenolic, vanilla and coconut-like with slight brown and coumarinic nuances.

References

Brune, I, et al. "Under the influence of the active deodorant ingredient 4-hydroxy-3-methoxybenzyl alcohol, the skin bacterium Corynebacterium jeikeium moderately responds with differential gene expression." Journal of Biotechnology 127.1(2006):21-33. Hsu, Lun Chung, Z. H. Wen, and K. Y. Lee. "Use of vanillyl alcohol for the treatment of Parkinson's disease." (2009). Kim, I. S., D. K. Choi, and H. J. Jung. "Neuroprotective effects of vanillyl alcohol in Gastrodia elata Blume through suppression of oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells." Molecules 16.7(2011):5349.

Check Digit Verification of cas no

The CAS Registry Mumber 498-00-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 8 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 498-00:
(5*4)+(4*9)+(3*8)+(2*0)+(1*0)=80
80 % 10 = 0
So 498-00-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3

498-00-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15160)  4-Hydroxy-3-methoxybenzyl alcohol, 98+%   

  • 498-00-0

  • 50g

  • 268.0CNY

  • Detail
  • Alfa Aesar

  • (A15160)  4-Hydroxy-3-methoxybenzyl alcohol, 98+%   

  • 498-00-0

  • 250g

  • 1152.0CNY

  • Detail
  • Alfa Aesar

  • (A15160)  4-Hydroxy-3-methoxybenzyl alcohol, 98+%   

  • 498-00-0

  • 1000g

  • 4219.0CNY

  • Detail
  • Aldrich

  • (175536)  4-Hydroxy-3-methoxybenzylalcohol  98%

  • 498-00-0

  • 175536-50G

  • 402.48CNY

  • Detail
  • Aldrich

  • (175536)  4-Hydroxy-3-methoxybenzylalcohol  98%

  • 498-00-0

  • 175536-250G

  • 1,477.71CNY

  • Detail

498-00-0Synthetic route

C32H36BO12(1-)*Na(1+)

C32H36BO12(1-)*Na(1+)

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With water100%
vanillin
121-33-5

vanillin

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With hydrogen In water at 70℃; Catalytic behavior;A 99.9%
B n/a
With hydrogen In water at 20 - 100℃; under 3750.38 Torr; for 1h; Kinetics; Reagent/catalyst; Temperature; Pressure; Autoclave;A 90.9%
B 9.1%
With 2 wt% Pd/C; hydrogen In water at 20 - 100℃; under 3750.38 Torr; for 1h; Kinetics; Reagent/catalyst; Autoclave;A 21.8%
B 78.3%
3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With whole cells of recombinant strain VA1 In aq. phosphate buffer at 30℃; for 24h; pH=7.4; Temperature; Microbiological reaction;99.2%
vanillin
121-33-5

vanillin

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol for 1h;98%
With aluminum oxide; zinc(II) tetrahydroborate In tetrahydrofuran at 20℃; for 0.08h; chemoselective reaction;97%
With water; nickel dichloride; zinc In N,N-dimethyl-formamide for 2h; Ambient temperature;95%
3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With sodium tetrahydroborate; Trimethyl borate; dimethyl sulfate In tetrahydrofuran at 20℃; for 1.5h;98%
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane for 4h; Ambient temperature;73%
With D-glucose In aq. phosphate buffer at 30℃; for 29h; pH=8; Enzymatic reaction;69%
With hydrogen In aq. phosphate buffer at 50℃; under 3750.38 Torr; for 24h; pH=2; Autoclave;
2-methoxy-4-((methoxymethoxy)methyl) phenol
1058649-06-1

2-methoxy-4-((methoxymethoxy)methyl) phenol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.025h; Microwave irradiation; chemoselective reaction;95%
phosphotungstic acid In ethanol for 4h; Heating;81%
2-((3-methoxy-4-((4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)oxy)benzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-((3-methoxy-4-((4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)oxy)benzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With silica gel In methanol at 60℃; for 3h; Inert atmosphere;95%
3-methoxy-4-(2-propenyloxy) benzenemethanol
86534-11-4

3-methoxy-4-(2-propenyloxy) benzenemethanol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 6h; deallylation; Heating;94%
4-((ethoxymethoxy)methyl)-2-methoxy phenol
1058649-10-7

4-((ethoxymethoxy)methyl)-2-methoxy phenol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0333333h; Microwave irradiation; chemoselective reaction;93%
phosphotungstic acid In ethanol for 3h; Heating;91%
2-methoxy-1-methoxymethoxy-4-methoxymethoxymethyl-benzene

2-methoxy-1-methoxymethoxy-4-methoxymethoxymethyl-benzene

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
bismuth(lll) trifluoromethanesulfonate In tetrahydrofuran; water at 20℃; for 0.5h;90%
vanillin
121-33-5

vanillin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

2-methoxy-4-methoxymethylphenol
5533-03-9

2-methoxy-4-methoxymethylphenol

Conditions
ConditionsYield
In methanol for 0.0833333h; Ambient temperature;A n/a
B 60%
(3,4-dimethoxyphenyl)methanol
93-03-8

(3,4-dimethoxyphenyl)methanol

A

3-hydroxy-4-methoxybenzyl alcohol
4383-06-6

3-hydroxy-4-methoxybenzyl alcohol

B

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With orcinol; Acetobacterium dehalogenans veratrol-O-demethylase; Desulfitobacterium hafniense methyltransferase dhaf4611 In aq. buffer at 35℃; for 24h; pH=6.5; Inert atmosphere; Enzymatic reaction; regioselective reaction;A 47%
B 53%
vanillin
121-33-5

vanillin

A

p-cresol
106-44-5

p-cresol

B

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

C

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 6.9%
B 52.3%
C 6.63%
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 6.9%
B 52.9%
C 6.9%
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 5.3%
B 49.9%
C 11.8%
vanillin
121-33-5

vanillin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

hydrovanilloin
4464-75-9, 5629-45-8

hydrovanilloin

Conditions
ConditionsYield
With ammonium chloride; magnesium at 20℃; for 3h; Irradiation;A 8%
B 51%
With sodium amalgam; ethanol man neutralisiert das Reaktionsprodukt mit H2SO4, filtriert und schuettelt das Filtrat mit Aether aus;
With sodium amalgam; water
With sodium amalgam; ethanol
vanillin
121-33-5

vanillin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

2-methoxy-phenol
90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With Ximenia american In aq. phosphate buffer; water at 30℃; for 72h; pH=7; Enzymatic reaction;A 51%
B n/a
With roots of Conium maculatum In water at 20℃; for 48h; Enzymatic reaction;A 27 %Chromat.
B 73 %Chromat.
4-benzyloxy-3-methoxybenzyl alcohol
33693-48-0

4-benzyloxy-3-methoxybenzyl alcohol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With Mortierella isabellina NRRL 1757 Ambient temperature;40%
Veratric acid
93-07-2

Veratric acid

A

4-(hydroxymethyl)benzene-1,2-diol
3897-89-0

4-(hydroxymethyl)benzene-1,2-diol

B

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

C

(3,4-dimethoxyphenyl)methanol
93-03-8

(3,4-dimethoxyphenyl)methanol

Conditions
ConditionsYield
With potassium hydroxide; samarium diiodide In tetrahydrofuran; water for 0.00194444h; Ambient temperature;A 4%
B 7%
C 28%
vanillin
121-33-5

vanillin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

Conditions
ConditionsYield
With Pseudomonas fluorescens B56 (IFO 12055) at 30℃; for 7h; Mechanism; growing conditions;
With sodium hydroxide; formaldehyd; silver
With sodium hydroxide; formaldehyd; silver
formaldehyd
50-00-0

formaldehyd

2-methoxy-phenol
90-05-1

2-methoxy-phenol

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

formaldehyd
50-00-0

formaldehyd

2-methoxy-phenol
90-05-1

2-methoxy-phenol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With sodium hydroxide
With sodium hydroxide
piperonol
495-76-1

piperonol

A

3-hydroxy-4-methoxybenzyl alcohol
4383-06-6

3-hydroxy-4-methoxybenzyl alcohol

B

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene for 3h; Heating; Title compound not separated from byproducts;
(+/-)-orientaline
20938-53-8

(+/-)-orientaline

A

1,2-didehydrocoripallinium ion
72142-82-6

1,2-didehydrocoripallinium ion

B

6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol
450-14-6

6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol

C

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

D

2,9-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10,11-triol

2,9-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10,11-triol

Conditions
ConditionsYield
With dihydrogen peroxide In methanol; water for 14h; Ambient temperature; ascorbate oxidase from Cucurbita pepo medullosa L., phosphate buffer pH 7.0;A n/a
B 29 mg
C 43 mg
D 62 mg
With dihydrogen peroxide In methanol; water for 14h; Product distribution; Ambient temperature; ascorbate oxidase from Cucurbita pepo medullosa L. or peroxidase from Nelumbo nucifera Gaertn.; phosphate buffer pH 7.0;A n/a
B 29 mg
C 43 mg
D 62 mg
Vanillylamin
1196-92-5

Vanillylamin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

C

vanillin
121-33-5

vanillin

Conditions
ConditionsYield
With Pseudomonas fluorescens B56 (IFO 12055) at 30℃; for 7h; Mechanism; effect of growing and non-growing conditions, effect of reaction times;
3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

A

2-hydroxy-3-methoxybenzyl alcohol
4383-05-5

2-hydroxy-3-methoxybenzyl alcohol

B

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
methyl 6-O-(4-hydroxy-3-methoxybenzyl)-α-D-glucopyranoside
75489-74-6

methyl 6-O-(4-hydroxy-3-methoxybenzyl)-α-D-glucopyranoside

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

methyl-alpha-D-glucopyranoside
97-30-3

methyl-alpha-D-glucopyranoside

Conditions
ConditionsYield
With benzoquinone N-chloroimine; water at 60℃; Rate constant; pH 1.1;
methyl 4-O-(4-hydroxy-3-methoxybenzyl)-α-D-glucopyranoside
69571-25-1

methyl 4-O-(4-hydroxy-3-methoxybenzyl)-α-D-glucopyranoside

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

methyl-alpha-D-glucopyranoside
97-30-3

methyl-alpha-D-glucopyranoside

Conditions
ConditionsYield
With benzoquinone N-chloroimine; water at 60℃; Rate constant; pH 1.1;
methanol
67-56-1

methanol

vanillin
121-33-5

vanillin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

2-methoxy-4-methoxymethylphenol
5533-03-9

2-methoxy-4-methoxymethylphenol

Conditions
ConditionsYield
for 0.0833333h; Ambient temperature;
vanillin
121-33-5

vanillin

acid

acid

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
elektrolytische Reduktion an Quecksilber-Kathoden;
vanillin
121-33-5

vanillin

alkali

alkali

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
elektrolytische Reduktion an Quecksilber-Kathoden;
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

vanillin
121-33-5

vanillin

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 40℃; for 8h; Catalytic behavior; Reagent/catalyst;100%
With palladium; oxygen; sodium hydrogencarbonate In water at 80℃; for 6h; Reagent/catalyst;100%
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 6h; Sealed tube; Irradiation;99%
methanol
67-56-1

methanol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

2-methoxy-4-methoxymethylphenol
5533-03-9

2-methoxy-4-methoxymethylphenol

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃;100%
toluene-4-sulfonic acid at 20℃;100%
With toluene-4-sulfonic acid99%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

butan-1-ol
71-36-3

butan-1-ol

4-(butoxymethyl)-2-methoxyphenol
82654-98-6

4-(butoxymethyl)-2-methoxyphenol

Conditions
ConditionsYield
With Sn-MCM-41 zeolite at 100℃; for 4h;100%
With titanium cation-exchanged montmorillonite (Ti4+-mont) at 30℃; for 5h; Inert atmosphere; chemoselective reaction;98%
With sulfated tungstate at 80℃; for 3h; Green chemistry; chemoselective reaction;83%
1-decanoic acid
334-48-5

1-decanoic acid

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Vanillyl decanoate

Vanillyl decanoate

Conditions
ConditionsYield
lipase PS-C "Amano" I In toluene at 40℃; for 22h; ceramic; Product distribution / selectivity;98%
Novozym 435 at 50℃; for 20 - 48h; Polyacrylate; Product distribution / selectivity;94.1%
Novozym 435 In hexane at 50℃; for 48h; Polyacrylate; Product distribution / selectivity;93.1%
2,5,8,11,14,17,20,23,26,29,32-undecaoxatetratriacontan-34-yl 4-methylbenzenesulfonate

2,5,8,11,14,17,20,23,26,29,32-undecaoxatetratriacontan-34-yl 4-methylbenzenesulfonate

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

C31H56O14

C31H56O14

Conditions
ConditionsYield
With potassium carbonate In acetone for 15h; Reflux;98%
ethanol
64-17-5

ethanol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

phenol, 4-(ethoxymethyl)-2-methoxy-
13184-86-6

phenol, 4-(ethoxymethyl)-2-methoxy-

Conditions
ConditionsYield
at 80℃; for 2h; Neat (no solvent);97%
propan-1-ol
71-23-8

propan-1-ol

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

vanillyl propyl ether

vanillyl propyl ether

Conditions
ConditionsYield
at 80℃; for 2h; Neat (no solvent);97%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

benzyl bromide
100-39-0

benzyl bromide

4-benzyloxy-3-methoxybenzyl alcohol
33693-48-0

4-benzyloxy-3-methoxybenzyl alcohol

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In toluene Heating;96%
With potassium carbonate In methanol Inert atmosphere; Reflux;70.3%
With 18-crown-6 ether; potassium carbonate for 9h; Reflux;
In methanol at 60℃; for 12h;
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

cyclohexanol
108-93-0

cyclohexanol

cyclohexyl 4-hydroxy-3-methoxybenzyl ether

cyclohexyl 4-hydroxy-3-methoxybenzyl ether

Conditions
ConditionsYield
96%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

allyl bromide
106-95-6

allyl bromide

3-methoxy-4-(2-propenyloxy) benzenemethanol
86534-11-4

3-methoxy-4-(2-propenyloxy) benzenemethanol

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;95%
With potassium carbonate In acetone at 60℃;93%
With potassium carbonate In acetone at 60℃;93%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
Stage #1: 4-hydroxymethyl-2-methoxyphenol With ammonium formate In ethanol; water at 22℃; for 0.166667h;
Stage #2: With formic acid In ethanol; water at 22℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; chemoselective reaction;
95%
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene for 3h; Heating;87%
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.166667h; Inert atmosphere;96 %Chromat.
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

isopropyl alcohol
67-63-0

isopropyl alcohol

vanillin isopropyl ether

vanillin isopropyl ether

Conditions
ConditionsYield
at 80℃; for 2h; Neat (no solvent);95%
With alumina at 180℃; under 11251.1 Torr; for 0.666667h; Microwave irradiation; Sealed tube;63%
Dimethoxymethane
109-87-5

Dimethoxymethane

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

2-methoxy-4-((methoxymethoxy)methyl) phenol
1058649-06-1

2-methoxy-4-((methoxymethoxy)methyl) phenol

Conditions
ConditionsYield
With 12-tungstophosphoric acid immobilized on [bmim][FeCl4] at 75 - 82℃; for 0.00833333h; Microwave irradiation;95%
With 1-butyl-3-methylimidazolium tetrachloroindate for 0.0416667h; Microwave irradiation; chemoselective reaction;94%
phosphotungstic acid at 20℃; for 2h;93%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

2-propynyl chloride
624-65-7

2-propynyl chloride

(3-methoxy-4-(prop-2-yn-1-yloxy)phenyl)methanol

(3-methoxy-4-(prop-2-yn-1-yloxy)phenyl)methanol

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone for 48h; Heating;94%
With potassium carbonate; potassium iodide In acetone for 48h; Heating / reflux;94%
2-methylfuran
534-22-5

2-methylfuran

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

C13H14O3
1224199-09-0

C13H14O3

Conditions
ConditionsYield
With pentafluorophenylboronic acid In toluene for 16h; Friedel-Crafts arylation; Reflux; Molecular sieve;94%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

aniline
62-53-3

aniline

N-(4-hydroxy-3-methoxybenzylidene)aniline
17696-53-6

N-(4-hydroxy-3-methoxybenzylidene)aniline

Conditions
ConditionsYield
With CeO2 nanorods anchored on mesoporous carbon; air In toluene at 80℃; under 760.051 Torr; for 2h;94%
With TiO2 supported on MIL-101 framework, modified with CdS nanocrystals and decorated with co-catalytic Ni nanoparticles (Ni/CdS/TiO2-MIL-101) In acetonitrile at 27℃; for 48h; Inert atmosphere; Irradiation;72 %Chromat.
With γ-iron(III) oxide In toluene at 80℃; under 760.051 Torr; for 8h;81.2 %Chromat.
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

2-phenyl-1-(2-thioxothiazolidin-3-yl)ethan-1-one
65439-58-9

2-phenyl-1-(2-thioxothiazolidin-3-yl)ethan-1-one

2-methoxy-4-hydroxymethylphenyl phenylacetate
94475-58-8

2-methoxy-4-hydroxymethylphenyl phenylacetate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 0.05h; Ambient temperature;93%
formaldehyde diethyl acetal
462-95-3

formaldehyde diethyl acetal

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

4-((ethoxymethoxy)methyl)-2-methoxy phenol
1058649-10-7

4-((ethoxymethoxy)methyl)-2-methoxy phenol

Conditions
ConditionsYield
phosphotungstic acid at 20℃; for 3h;93%
With 1-butyl-3-methylimidazolium tetrachloroindate for 0.0416667h; Microwave irradiation; chemoselective reaction;93%
With 12-tungstophosphoric acid immobilized on [bmim][FeCl4] at 75 - 82℃; for 0.00833333h; Microwave irradiation;93%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

propargyl bromide
106-96-7

propargyl bromide

(3-methoxy-4-(prop-2-yn-1-yloxy)phenyl)methanol

(3-methoxy-4-(prop-2-yn-1-yloxy)phenyl)methanol

Conditions
ConditionsYield
With potassium carbonate In acetone; toluene Reflux;93%
With tetrabutylammomium bromide; potassium carbonate In acetone Reflux;
With potassium carbonate; potassium iodide In acetone at 75℃; for 8h;
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

4-[bis(2,4,5-trimethoxyphenyl)methyl]-2-methoxyphenol

4-[bis(2,4,5-trimethoxyphenyl)methyl]-2-methoxyphenol

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate; iodosylbenzene In dichloromethane at 20℃; for 0.5h;92%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

acetyl chloride
75-36-5

acetyl chloride

4-acetoxymethyl-2-methoxyphenol
57404-55-4

4-acetoxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With calcium oxide In 2-methyltetrahydrofuran at 20℃; for 6h; Green chemistry; chemoselective reaction;91%
In tetrahydrofuran at 60℃; for 0.5h; Microwave irradiation;100 %Spectr.

498-00-0Relevant articles and documents

Hydrodeoxygenation of vanillin over carbon nanotube-supported Ru catalysts assembled at the interfaces of emulsion droplets

Yang, Xiaomin,Liang, Yu,Cheng, Yanyan,Song, Wei,Wang, Xiaofeng,Wang, Zichen,Qiu, Jieshan

, p. 28 - 31 (2014)

Carbon nanotube supported ruthenium catalysts, assembled at the water/oil interfaces, show excellent activity and selectivity for the hydrodeoxygenation of the bio-oil model compound of vanillin under mild conditions (1 MPa, 150 C). Based on a direct fluorescence image, the Ru/CNT catalysts are mainly distributed on the surface of the emulsion droplets, forming a Pickering emulsion. Simultaneous reaction and separation of the products are achieved in the constructed emulsions, which have great potential in the simplifications of the isolation and purification stages for bio-oil refining.

RETRACTED ARTICLE: Room-temperature hydrogenation of levulinic acid by uniform nano-TiO2 supported Ru catalysts

Li, Guoqiang,Yang, Huanhuan,Cheng, Mei,Hu, Wei,Tian, Lihong,Mao, Wuxiang,Nie, Renfeng

, p. 95 - 102 (2018)

Uniform TiO2 nanoparticles (NPs) is synthesized by a facile hydrothermal approach and used as support for Ru NPs. It is found that HF amount has a considerable influence in the size and uniformity of TiO2 NPs, and the optimized Ru/TiO2-0.4 is highly efficient for fast room-temperature hydrogenation of levulinic acid (LA) to γ-valerolactone (GVL) in water. For example, Ru/TiO2-0.4 Exhibits 5.1 times higher activity in comparison with commercial TiO2 supported Ru (Ru/TiO2-C), and affords 97.4% LA conversion and >99% GLV selectivity at 30 °C and 1 MPa H2 for 30 min. In particular, Ru/TiO2-0.4 can even reach 88.5% LA conversion at lower temperature to 10 °C. This catalyst is stable for recycle and also affords good conversion as well as high selectivity for hydrodeoxygenation (HDO) of biomass-derived vanillin, attributed to smaller sized TiO2 NPs, easier electron donation from TiO2 to Ru and higher reducibility of Ru species.

Highly dispersed nickel anchored on a N-doped carbon molecular sieve derived from metal-organic frameworks for efficient hydrodeoxygenation in the aqueous phase

Fan, Ruoyu,Fan, Ruoyu,Hu, Zhi,Hu, Zhi,Chen, Chun,Zhu, Xiaoguang,Zhang, Haimin,Zhang, Yunxia,Zhao, Huijun,Zhao, Huijun,Wang, Guozhong

, p. 6696 - 6699 (2020)

ZIF-8 was employed as a template to synthesize HD-Ni/N-CMS containing highly dispersed Ni at the atomic level anchored on a N-doped carbon molecular sieve for vanillin hydrodeoxygenation. The ZIF-8 structure was inherited and Ni-N bonds were formed by the coordination of Ni with N-rich defects, therefore it exhibited a high turnover frequency (1047.1 h-1) and good stability.

A short-chain dehydrogenase plays a key role in cellulosic D-lactic acid fermentability of Pediococcus acidilactici

Qiu, Zhongyang,Fang, Chun,Gao, Qiuqiang,Bao, Jie

, (2020)

Phenolic aldehydes from lignocellulose pretreatment are strong inhibitors of cell growth and metabolism of cellulosic lactic acid bacteria. Their low solubility and recalcitrance highly reduce the removal efficiency of various detoxification methods. This study shows a simultaneous conversion of phenolic aldehydes and fermentation of D-lactic acid by Pediococcus acidilactici using corn stover feedstock. Vanillin was found to be the strongest phenolic aldehyde inhibitor to P. acidilactici. The overexpression of a short-chain dehydrogenase encoded by the gene CGS9114_RS09725 from Corynebacterium glutamicum was identified to play a key role in D-lactic acid fermentability of P. acidilactici. The engineered P. acidilactici with the genome integration of CGS9114_RS09725 showed the accelerated vanillin reduction and improved cellulosic D-lactic acid production. This study reveals that vanillin conversion is crucial for D-lactic acid fermentation, and the direct expression of a specific vanillin reduction gene in lactic acid bacterium efficiently improves cellulosic D-lactic acid production.

Au/CNTs catalyst for highly selective hydrodeoxygenation of vanillin at the water/oil interface

Yang, Xiaomin,Liang, Yu,Zhao, Xu,Song, Yifan,Hu, Lianghai,Wang, Xiaofeng,Wang, Zichen,Qiu, Jieshan

, p. 31932 - 31936 (2014)

Au/CNTs assembled at the interfaces of a Pickering emulsion are reported, for the first time, exhibiting good catalytic activity and 100% selectivity for the hydrodeoxygenation of vanillin to p-creosol under mild reaction conditions. Simultaneous reaction and separation of the target products are achieved, which leads to substantial simplification of the separation and purification process for bio-oil upgrading.

Palladium nanoparticles stabilized with N-doped porous carbons derived from metal-organic frameworks for selective catalysis in biofuel upgrade: The role of catalyst wettability

Chen, Yu-Zhen,Cai, Guorui,Wang, Yanmei,Xu, Qiang,Yu, Shu-Hong,Jiang, Hai-Long

, p. 1212 - 1217 (2016)

Palladium nanoparticles were firstly stabilized with metal-organic framework-derived porous carbon for biofuel upgrade, where the catalyst wettability is crucial. The remarkable catalytic performance of Pd/NPC-ZIF-8 in water can be attributed to the well-dispersed and electron-rich Pd sites, high surface area and hierarchical pores, as well as the favorable hydrophilicity of NPC-ZIF-8.

Cobalt Nanoparticles Supported on Nitrogen-Doped Carbon: An Effective Non-Noble Metal Catalyst for the Upgrade of Biofuels

Jiang, Liang,Zhou, Peng,Liao, Chanjuan,Zhang, Zehui,Jin, Shiwei

, p. 959 - 964 (2018)

A new method has been developed for the deoxygenation of vanillin to produce 2-methoxy-4-methylphenol (MMP) as a promising liquid fuel over a heterogeneous non-noble metal catalyst. Cobalt nanoparticles supported on nitrogen-doped carbon (Co/N-C-600) exhibit high activity and stability for the deoxygenation of vanillin into MMP under mild conditions (150 °C, 10 bar H2). Nearly quantitative MMP yield is obtained in isopropanol after 8 h at 150 °C and 10 bar H2 pressure. According to the distribution of products with time, the deoxygenation of vanillin into MMP mainly proceeds through the hydrogenation of vanillin into vanillyl alcohol and the subsequent hydrogenolysis of vanillyl alcohol into MMP, of which the latter is the rate-determining step, owing to a much higher activation energy. Moreover, after being recycled several times, the loss of catalytic activity is negligible, which demonstrates that the Co/N-C-600 catalyst shows good resistance to deactivation.

Highly Dispersed Copper Nanoparticles Supported on Activated Carbon as an Efficient Catalyst for Selective Reduction of Vanillin

Fan, Ruoyu,Chen, Chun,Han, Miaomiao,Gong, Wanbing,Zhang, Haimin,Zhang, Yunxia,Zhao, Huijun,Wang, Guozhong

, (2018)

Highly dispersed copper nanoparticles (Cu NPs) supported on activated carbon (AC) are effectively synthesized by one-pot carbothermal method at temperature range of 400–700 °C. The X-ray diffraction, transmission electron microscopy, X-ray photoelectron spectroscopy, and Brunauer–Emmett–Teller analysis reveal that Cu NPs with diameters of 20–30 nm are evenly anchored in carbon matrix. The 15 wt%-Cu/AC-600 catalyst (derived at 600 °C) exhibits best bifunctional catalysis of aqueous-phase hydrodeoxygenation (HDO) and organic-phase transfer-hydrogenation reaction (THR) to selectively transform vanillin to 2-methoxy-4-methylphenol (MMP). In HDO of vanillin, the as-prepared catalyst achieves a 99.9% vanillin conversion and 93.2% MMP selectivity under 120 °C, 2.0 MPa H2 within 5 h. Meanwhile, near-quantitative vanillin conversion and 99.1% MMP selectivity are also obtained under 180 °C within 5 h in THR of vanillin by using 2-propanol as hydrogen donor. The transforming pathways of vanillin are also proposed: vanillin is transformed into MMP via intermediate of 4-hydroxymethyl-2-methoxyphenol in HDO case and by direct hydrogenolysis of vanillin in THR course. More importantly, the activity and the selectivity do not change after 5 cycles, indicating the catalyst has excellent stability. The Cu-based catalyst is relatively cheap and preparation method is facile, green, and easy scale-up, thus achieving a low-cost transformation of biomass to bio-oils and chemicals.

Surfactant-free Pd nanoparticles immobilized to a metal-organic framework with size- and location-dependent catalytic selectivity

Aijaz, Arshad,Zhu, Qi-Long,Tsumori, Nobuko,Akita, Tomoki,Xu, Qiang

, p. 2577 - 2580 (2015)

Surfactant-free Pd nanoparticles, immobilized to a metal-organic framework (MIL-101), have been used for the first time as highly active and durable catalysts in water for biomass refining (hydrodeoxygenation of vanillin, a typical compound of lignin) with metal nanoparticle size- and location-dependent catalytic activity and selectivity. This journal is

Click inspired synthesis of triazole-linked vanillin glycoconjugates

Dwivedi, Pratibha,Mishra, Kunj B.,Pritika,Mishra, Bhuwan B.,Tiwari, Vinod K.

, p. 61 - 70 (2017)

The 1,3-dipolar cycloaddition of deoxy-azido sugars 1 with alkyne derivatives of p-vanillin, 3-methoxy-4-(prop-2-ynyloxy)benzaldehyde (2) and 2-methoxy-1-(prop-2-ynyloxy)-4-((prop-2-ynyloxy)methyl)benzene) (4) to afford regioselective triazole-linked vanillinglycoconjugates 5 and 6 was investigated in the presence of CuI/DIPEA in dichloromethane. All the developed glycoconjugates were characterized on the basis of IR, NMR, and MS. [Figure not available: see fulltext.]

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 498-00-0