Product Name

  • Name

    4-Hydroxy-3-methoxybenzyl alcohol

  • EINECS 207-852-4
  • CAS No. 498-00-0
  • Article Data165
  • CAS DataBase
  • Density 1.226 g/cm3
  • Solubility Soluble in 95% ethanol (5 %), water, and oils.
  • Melting Point 110-117 ºC(lit.)
  • Formula C8H10O3
  • Boiling Point 313.1 ºC at 760 mmHg
  • Molecular Weight 154.166
  • Flash Point 143.2ºC
  • Transport Information
  • Appearance crystalline white to off-white powder
  • Safety 26-36
  • Risk Codes R36/37/38   
  • Molecular Structure Molecular Structure of 498-00-0 (4-Hydroxy-3-methoxybenzyl alcohol)
  • Hazard Symbols IrritantXi
  • Synonyms Vanillylalcohol (6CI,8CI);3-Methoxy-4-hydroxybenzyl alcohol;4-(Hydroxymethyl)-2-methoxyphenol;4-Hydroxy-3-methoxybenzenemethanol;NSC 3993;V 0018;V 0018 (alcohol);Vanillicalcohol;Vanillin alcohol;p-(Hydroxymethyl)guaiacol;Benzenemethanol,4-hydroxy-3-methoxy-;
  • PSA 49.69000
  • LogP 0.89310

Synthetic 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.

4-Hydroxy-3-methoxybenzyl alcohol Chemical Properties

IUPAC Name: 4-(Hydroxymethyl)-2-methoxyphenol 
Empirical Formula: C8H10O3
Molecular Weight: 154.1632g/mol
EINECS: 207-852-4 
Structure of 4-Hydroxy-3-methoxybenzyl alcohol (CAS NO.498-00-0):

Index of Refraction: 1.57
Molar Refractivity: 41.26 cm3
Molar Volume: 125.6 cm3
Polarizability: 16.35×10-24cm3
Surface Tension: 48.9 dyne/cm
Density: 1.226 g/cm3
Flash Point: 143.2 °C
Enthalpy of Vaporization: 58.51 kJ/mol 
Melting Point: 110-117 °C(lit.)
Boiling Point: 313.1 °C at 760 mmHg
Vapour Pressure: 0.000216 mmHg at 25 °C 
Stability: Stable. Incompatible with strong oxidizing agents, strong acids. 
Product Categories: Benzhydrols, Benzyl & Special Alcohols 
Canonical SMILES: COC1=C(C=CC(=C1)CO)O
InChI: InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3
InChIKey: ZENOXNGFMSCLLL-UHFFFAOYSA-N

4-Hydroxy-3-methoxybenzyl alcohol Safety Profile

Safety Information of 4-Hydroxy-3-methoxybenzyl alcohol (CAS NO.498-00-0):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant

4-Hydroxy-3-methoxybenzyl alcohol Specification

  4-Hydroxy-3-methoxybenzyl alcohol , its cas register number is 498-00-0. It also can be called 4-Hydroxy-3-methoxybenzenemethanol ; 4-Hydroxy-3-methoxybenzyl alcohol ; 4-Hydroxy-3-methoxyphenylmethanol ; AI3-24186 ; Benzenemethanol, 4-hydroxy-3-methoxy- ; Vanillic alcohol ; Vanillin alcohol ; Vanillyl alcohol . 4-Hydroxy-3-methoxybenzyl alcohol (CAS NO.498-00-0) is crystalline white to off-white powder .

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