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90-05-1

Basic Information
CAS No.: 90-05-1
Name: Guaiacol
Molecular Structure:
Molecular Structure of 90-05-1 (Guaiacol)
Formula: C7H8O2
Molecular Weight: 124.14
Synonyms: Phenol,o-methoxy- (8CI);1-Hydroxy-2-methoxybenzene;2-Hydroxyanisole;2-Methoxyphenol;Anastil;Guaiastil;Methylcatechol;Phenol,2-methoxy-;O-Methyl catechol;Pyrocatechol monomethyl ether;Pyroguaiac acid;o-Guaiacol;o-Hydroxyanisole;o-Methoxyphenol;Guaiacol (JAN);
EINECS: 201-964-7
Density: 1.109 g/cm3
Melting Point: 26-29 ºC(lit.)
Boiling Point: 205 ºC at 760 mmHg
Flash Point: 82.2 ºC
Solubility: Slightly soluble
Appearance: off-white crystals
Hazard Symbols: HarmfulXn,ToxicT,IrritantXi
Risk Codes: R22;R36/38   
Safety: Human poison by ingestion. Experimental poison by intravenous route. Mildly toxic by skin contact and inhalation. Human systemic effects by ingestion: tremors and gastrointestinal changes. Human mutation data reported. An eye and severe skin irritant. Ingestion produces burning in the mouth and throat. Flammable when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. Protect from light. Used as an expectorant. When heated to decomposition it emits acrid smoke and irritating fumes.
Transport Information:
PSA: 29.46000
LogP: 1.40080
Synthetic route
19513-80-5

2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-one

A

90-05-1

2-methoxy-phenol

B

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With formic acid; N-ethyl-N,N-diisopropylamine; Lumogen F Orange 240 In acetonitrile at 25℃; for 8h; Reagent/catalyst; UV-irradiation; Inert atmosphere;A 99%
B 99%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In ethanol at 20℃; Irradiation; chemoselective reaction;A 95%
B 72%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 12h; Reagent/catalyst; Irradiation; chemoselective reaction;A 89%
B 88%
529-28-2

4-iodoanisol

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;95%
Stage #1: 4-iodoanisol With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Inert atmosphere;
94%
Stage #1: 4-iodoanisol With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 100℃; for 10h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
94%
578-57-4

2-bromoanisole

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere;88%
Stage #1: 2-bromoanisole With copper(l) iodide; cesium hydroxide; 5-bromo-2-(1H-imidazol-2-yl)pyridine In water; dimethyl sulfoxide; tert-butyl alcohol at 120℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere;
83%
With tert.-butylhydroperoxide; n-butyllithium In tetrahydrofuran; hexane at 20℃; for 2h;78%

2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-ol

A

90-05-1

2-methoxy-phenol

B

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on activated charcoal In water; ethyl acetate at 80℃; for 1h;A 95%
B 99%
With 5%-palladium/activated carbon; ammonium formate In water at 80℃; for 1h;A n/a
B 98%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere;A 89%
B 86%
22675-96-3

2-methoxyphenoxy-3',4'-dimethoxyacetophenone

A

90-05-1

2-methoxy-phenol

B

93-07-2

Veratric acid

Conditions
ConditionsYield
With oxygen; copper(II) nitrate In acetonitrile at 120℃; under 4500.45 Torr; for 10h;A n/a
B 99%
With sodium hydroxide for 2h; Reagent/catalyst; Time; Milling; Green chemistry;A 95 %Chromat.
B 80 %Chromat.
92409-23-9

1-(4-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

A

90-05-1

2-methoxy-phenol

B

3-hydroxy-1-(4-methoxyphenyl)-1-propan-1-one

Conditions
ConditionsYield
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 18h; Irradiation; Flow reactor; chemoselective reaction;A 94%
B 93%
With formic acid; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation;A 82%
B 90%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 15h; Irradiation; chemoselective reaction;A 88%
B 85%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In ethanol at 20℃; Irradiation; chemoselective reaction;A 56%
B 34%
With formic acid; 10-phenyl-10H-phenothiazine; N-ethyl-N,N-diisopropylamine In acetone at 20℃; for 96h; Inert atmosphere; Irradiation;A 28 mg
B 42 mg
10548-77-3

1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

A

104397-78-6

1-(3,4-dimethoxyphenyl)-3-hydroxypropan-1-one

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With formic acid; N-ethyl-N,N-diisopropylamine; Lumogen F Orange 240 In acetonitrile at 25℃; for 8h; Reagent/catalyst; UV-irradiation; Inert atmosphere;A 98%
B 97%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 48h; Irradiation; chemoselective reaction;A 90%
B 95%
With formic acid; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation;A 90%
B 80%
835-79-0

1-(benzyloxy)-2-methoxybenzene

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 3h; Inert atmosphere;96%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 50℃; for 5h; Inert atmosphere;96%
With sulfosuccinic acid functionalized mesoporous silica In ethanol at 100℃;
106534-23-0

1-(4-Hydroxyphenyl)-2-(2-methoxyphenoxy)-1-ethanol

A

90-05-1

2-methoxy-phenol

B

99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on activated charcoal In water; ethyl acetate at 80℃; for 4h;A n/a
B 97%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere;A 90%
B 76%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere; Green chemistry;A 90%
B 76%
With C22H17Cl3N3ORh; sodium hydroxide In water for 60h; Inert atmosphere;
7382-68-5

1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)ethanol

A

90-05-1

2-methoxy-phenol

B

498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on activated charcoal In water; ethyl acetate at 80℃; for 14h;A n/a
B 96%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere;A 86%
B 82%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere; Green chemistry;A 86%
B 82%
With C22H17Cl3N3ORh; sodium hydroxide In water for 60h; Inert atmosphere;
73220-26-5

1-methoxy-2-(methoxymethoxy)benzene

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With β‐cyclodextrin In water; acetone at 60℃; for 5.5h; Green chemistry;95%
With Montmorillonite K 10 In benzene at 50℃; for 1h;91%
With bismuth(III) chloride In water; acetonitrile at 50℃; for 1h; chemoselective reaction;83%
10548-77-3

1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

A

90-05-1

2-methoxy-phenol

B

93-07-2

Veratric acid

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; methanol; water at 50℃; for 10h;A 45%
B 88%
With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; methanol at 50℃; for 10h;
With sodium hydroxide for 2h; Milling; Green chemistry;A 92 %Chromat.
B 70 %Chromat.
89466-08-0

2-hydroxyphenyl boronic acid

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 48h; UV-irradiation;69%
19513-80-5

2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-one

A

90-05-1

2-methoxy-phenol

B

100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With oxygen; copper(II) nitrate In acetonitrile at 120℃; under 4500.45 Torr; for 10h;A n/a
B 99%
With oxygen; copper diacetate; triethylamine In dimethyl sulfoxide at 20℃; for 12h; Sealed tube;A 93%
B 83%
With water; oxalic acid at 100℃; for 24h; Reagent/catalyst;A 21 mg
B 73%
121-33-5

vanillin

A

93-51-6

2-Methoxy-4-methylphenol

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With Ru/CNT; hydrogen In water; decalin at 200℃; under 7500.75 Torr; for 3h;
With hydrogen In water; decalin at 200℃; under 7500.75 Torr; for 6h; chemoselective reaction;
With formic acid In water at 130℃; for 6h; Reagent/catalyst; Green chemistry;A 69 %Chromat.
B 17 %Chromat.
5720-06-9

2-Methoxyphenylboronic acid

7722-84-1

dihydrogen peroxide

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;95%
121-34-6

3-methoxy-4-hydroxybenzoic acid

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With cucumber juice at 30 - 35℃; for 48h; Inert atmosphere; Green chemistry;80%
With copper dichloride In water at 200℃; for 6h; Inert atmosphere; Autoclave;55%
decarboxylase
decarboxylase Enzymatic reaction;
With hydrogen In water at 170℃; under 7500.75 Torr; for 4h; Autoclave;
835-79-0

1-(benzyloxy)-2-methoxybenzene

A

90-05-1

2-methoxy-phenol

B

108-88-3

toluene

Conditions
ConditionsYield
With Ni7Au3; hydrogen In water at 130℃; under 7500.75 Torr; for 0.5h; Reagent/catalyst;A 44%
B 14%
With hydrogen In water at 60℃; under 7500.75 Torr; for 1h; Reagent/catalyst; Overall yield = 60 %Chromat.;
3900-91-2

2-methoxyphenyl benzenesulfonate

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere;87%
766-51-8

2-Chloroanisole

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
Stage #1: 2-Chloroanisole With tris-(dibenzylideneacetone)dipalladium(0); cesium hydroxide monohydrate; 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In 1,4-dioxane at 120℃; for 20h; Inert atmosphere;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃; Inert atmosphere;
90%
With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane; water at 100℃; for 24h;79%
With trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II); C29H45Pt; potassium carbonate In water; N,N-dimethyl-formamide at 115℃; for 0.5h; Inert atmosphere; Microwave irradiation;60%

C20H24O6

A

3929-47-3

3-(3,4-dimethoxyphenyl)-1-propanol

B

5888-52-8

4-propyl-1,2-dimethoxybenzene

C

100699-21-6

Acetic acid 3-(3,4-dimethoxy-phenyl)-propyl ester

D

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; lanthanum(lll) triflate In 1,2-dichloro-ethane at 140℃; under 31029.7 Torr; for 16h;A 18%
B 32%
C 19%
D 69%
With palladium on activated charcoal; hydrogen; lanthanum(lll) triflate In 1,1,2,2-tetrachloroethane at 140℃; under 31029.7 Torr; for 2h;A 14%
B 7%
C 34%
D 59%
With palladium on activated charcoal; hydrogen; lanthanum(lll) triflate In 1,2-dichloro-ethane at 140℃; under 31029.7 Torr; for 16h;A 6%
B 11%
C 19%
D 56%
With palladium on activated charcoal; hydrogen; lanthanum(lll) triflate In 1,2-dichloro-ethane at 140℃; under 31029.7 Torr; for 16h;A 9%
B 17%
C 9%
D 43%
With palladium on activated charcoal; hydrogen; lanthanum(lll) triflate In 1,2-dichloro-ethane at 140℃; under 31029.7 Torr; for 16h;A 22%
B 12%
C 13%
D 13%
29389-04-6

2-(2,6-dimethoxyphenoxy)-1-(3,4-dimethoxyphenyl)ethan-1-one

A

37803-48-8

β-oxo-β-(3,4-dimethoxyphenyl)-ethanol

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate In methanol at 80℃; under 3000.3 Torr; for 3h;A 93%
B 21%
14385-48-9

2-(2-methoxyphenoxy)-acetophenone

A

582-24-1

1-phenyl-2-hydroxyethanone

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate In methanol at 80℃; under 3000.3 Torr; for 3h;A 95%
B 27%
19513-80-5

2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-one

A

4136-21-4

p-methoxybenzoylmethanol

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate In methanol at 80℃; under 3000.3 Torr; for 3h;A 85%
B 10%

C18H22O6

A

90-05-1

2-methoxy-phenol

B

1131-62-0

1-(3,4-dimethoxyphenyl)ethanone

Conditions
ConditionsYield
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 48h; Inert atmosphere;A 90%
B 85%
14385-48-9

2-(2-methoxyphenoxy)-acetophenone

142-84-7

di-n-propylamine

A

14657-86-4

N,N-dipropylbenzamide

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With copper diacetate In dimethyl sulfoxide at 20℃; for 10h; Sealed tube;A 81%
B 91%
With copper(II) acetate monohydrate In dimethyl sulfoxide at 25℃; under 760.051 Torr; for 12h;A 46 %Chromat.
B 94 %Chromat.
19513-80-5

2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-one

124-40-3

dimethyl amine

A

7291-00-1

N,N-dimethyl-4-methoxybenzamide

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With copper diacetate In water; dimethyl sulfoxide at 20℃; for 12h; Sealed tube;A 78%
B 87%
With copper(II) acetate monohydrate In dimethyl sulfoxide at 25℃; under 760.051 Torr; for 9h;A 67 %Chromat.
B 86 %Chromat.
22675-96-3

2-methoxyphenoxy-3',4'-dimethoxyacetophenone

124-40-3

dimethyl amine

A

6967-45-9

3,4-dimethoxy-N,N-dimethylbenzamide

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With copper diacetate In water; dimethyl sulfoxide at 20℃; for 12h; Sealed tube;A 80%
B 76%
With copper(II) acetate monohydrate In dimethyl sulfoxide at 25℃; under 760.051 Torr; for 9h;A 80 %Chromat.
B 75 %Chromat.
7368-78-7

4-bromoguaiacol

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
Stage #1: 4-bromoguaiacol With nickel(II) iodide; 1,4-bis(dicyclohexylphosphino)butane; sodium carbonate; cesium iodide In tetrahydrofuran for 0.25h; Schlenk technique; Glovebox;
Stage #2: In tetrahydrofuran at 35℃; for 72h; Irradiation;
76%
5720-06-9

2-Methoxyphenylboronic acid

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With hydrazine hydrate; caesium carbonate at 80℃; for 8h;99%
With water; dihydrogen peroxide at 20℃; for 0.166667h; Green chemistry;97%
With water; caesium carbonate; hydrazine hydrate at 80℃; for 24h;97%
90-05-1

2-methoxy-phenol

106-95-6

allyl bromide

4125-43-3

O-allyl guaiacol

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Reflux;100%
With potassium carbonate; potassium iodide In acetone for 18h; Reflux;100%
With potassium carbonate99%
90-05-1

2-methoxy-phenol

7368-78-7

4-bromoguaiacol

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 4h; Heating;100%
With bromine In dichloromethane at -78 - -5℃; for 1h; Inert atmosphere;100%
With bromine In dichloromethane97%
124-63-0

methanesulfonyl chloride

90-05-1

2-methoxy-phenol

98910-57-7

2-methoxyphenyl mesylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 2h; Inert atmosphere;100%
With triethylamine In ethyl acetate at 0 - 20℃; for 0.166667h; Green chemistry;97%
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;97%
107-30-2

chloromethyl methyl ether

90-05-1

2-methoxy-phenol

73220-26-5

1-methoxy-2-(methoxymethoxy)benzene

Conditions
ConditionsYield
Stage #1: 2-methoxy-phenol With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: chloromethyl methyl ether In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 5h;
100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;99%
With N-ethyl-N,N-diisopropylamine at 0 - 20℃;99%
42216-96-6

triethyl orthoacrylate

90-05-1

2-methoxy-phenol

80515-77-1

2,2-diethoxy-8-methoxychroman

Conditions
ConditionsYield
With Trimethylacetic acid In toluene for 20h; Heating;100%
67-56-1

methanol

90-05-1

2-methoxy-phenol

(+/-)-(1R,2R,7R,8S)-3,3,10,10-tetramethoxytricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene at 20℃;100%
With iodobenzene; 3-chloro-benzenecarboperoxoic acid at 25℃; for 0.166667h; Reagent/catalyst; Diels-Alder Cycloaddition;95%
With [bis(acetoxy)iodo]benzene at 0 - 20℃; for 1.5h;94%
90-05-1

2-methoxy-phenol

1939-99-7

benzenesulfonyl chloride

597581-23-2

benzylsulfonylguaiacol

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran100%
90-05-1

2-methoxy-phenol

160257-85-2

5-iodo-2-methoxyphenol

Conditions
ConditionsYield
With iodine; n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 2h; Heating;100%
Multi-step reaction with 3 steps
1: 99 percent / pyridine / CH2Cl2 / 24 h / 0 - 18 °C
2: 73 percent / silver trifluoroacetate; iodine / CHCl3 / 5 h / 0 - 18 °C
3: 99 percent / potassium carbonate / methanol / 16 h / 18 °C
View Scheme
Multi-step reaction with 3 steps
1: 97 percent / DMAP; pyridine / CH2Cl2 / 1 h / 0 °C
2: ICl / CH2Cl2 / 168 h / 25 °C
3: 17.14 g / LiOH*H2O / methanol; tetrahydrofuran; H2O / 120 h / 25 °C
View Scheme
90-05-1

2-methoxy-phenol

350-46-9

4-Fluoronitrobenzene

32795-85-0

2-methoxyphenyl 4'-nitrophenyl ether

Conditions
ConditionsYield
100%
With potassium carbonate In acetonitrile Heating;
With potassium carbonate In N,N-dimethyl-formamide for 8h; Inert atmosphere; Heating;
With potassium carbonate In N,N-dimethyl-formamide at 120℃;
358-23-6

trifluoromethylsulfonic anhydride

90-05-1

2-methoxy-phenol

59099-58-0

2-methoxyphenyl triflate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 2h;100%
With pyridine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;98%
With pyridine In dichloromethane at 20℃; for 0.5h;96%
934421-88-2

(S,S)-1-chloro-2,5-trans-diphenylphospholane

90-05-1

2-methoxy-phenol

(S,S)-1-(o-methoxyphenoxy)-2,5-trans-diphenylphospholane

Conditions
ConditionsYield
With lithium In diethyl ether at 20℃; for 3h;100%
40400-13-3

2-Iodobenzyl bromide

90-05-1

2-methoxy-phenol

1332326-21-2

2-(2-iodobenzyloxy)-1-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃;100%
96-32-2

bromoacetic acid methyl ester

90-05-1

2-methoxy-phenol

38768-62-6

methyl (2-methoxyphenoxy) ethanoate

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 16h;100%
With potassium carbonate In acetone at 70℃; for 2h;34%
With potassium carbonate In tetrahydrofuran at 20 - 80℃;
90-05-1

2-methoxy-phenol

1493-27-2

ortho-nitrofluorobenzene

74865-12-6

1-methoxy-2-(2-nitrophenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 95℃; for 20h;100%
With potassium carbonate In dimethyl sulfoxide at 95℃;
350-30-1

3-chloro-4-fluoronitrobenzene

90-05-1

2-methoxy-phenol

1097189-03-1

2-chloro-1-(2-methoxyphenoxy)-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 17h;100%
90-05-1

2-methoxy-phenol

7329-54-6

2,4-dideuterio-6-methoxy-phenol

Conditions
ConditionsYield
With perchloric acid; d(4)-methanol at 75℃; for 72h; Inert atmosphere;100%
90-05-1

2-methoxy-phenol

110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;99.6%
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 6h; Autoclave;93.5%
With Ni-doped silica; hydrogen In decalin at 140℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Autoclave;91.7%
3282-30-2

pivaloyl chloride

90-05-1

2-methoxy-phenol

25491-51-4

2-methoxyphenyl pivalate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;99%
With pyridine
108-24-7

acetic anhydride

90-05-1

2-methoxy-phenol

613-70-7

2-methoxyphenyl acetate

Conditions
ConditionsYield
With magnesium(II) perchlorate at 20℃; for 1h;99%
With iodine at 25℃; for 0.0166667h;99%
With Methylenediphosphonic acid at 20℃; for 2h; neat (no solvent);99%
88-10-8

N,N-diethylcarbamyl chloride

90-05-1

2-methoxy-phenol

85630-19-9

N,N-diethyl-1-carbamyloxy-2-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 14h; Reflux;99%
With pyridine for 6h; Heating;96%
With sodium hydride In diethyl ether93%
1835-02-5

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone

90-05-1

2-methoxy-phenol

22675-96-3

2-methoxyphenoxy-3',4'-dimethoxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 4h; Reflux;99%
With potassium carbonate In acetone97%
Stage #1: 2-methoxy-phenol With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: 2-Bromo-1-(3,4-dimethoxyphenyl)ethanone In acetone Reflux;
95%
90-05-1

2-methoxy-phenol

98-59-9

p-toluenesulfonyl chloride

4416-67-5

2-tosyloxyanisole

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 2h; Reagent/catalyst; Green chemistry;99%
Stage #1: 2-methoxy-phenol With potassium hydroxide In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 60℃; Inert atmosphere;
99%
With triethylamine In dichloromethane at 20℃;99%
90-05-1

2-methoxy-phenol

2979-24-0

2-methoxycyclohexanol

Conditions
ConditionsYield
With 3 weight% Pd/C; hydrogen In Hexadecane at 249.84℃; under 22502.3 Torr; Reagent/catalyst; Autoclave;99%
With hydrogen In water at 80℃; under 15001.5 Torr; for 6.5h;99%
With Ni-doped silica; hydrogen In decalin at 140℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Autoclave;95.5%
90-05-1

2-methoxy-phenol

120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
Stage #1: 2-methoxy-phenol With pyridine; iodine; aluminium In acetonitrile for 18h; Reflux;
Stage #2: With hydrogenchloride In water; acetonitrile at 20℃;
99%
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere; Green chemistry;97%
With aluminium(III) iodide; calcium oxide In acetonitrile at 80℃; for 18h; Reagent/catalyst;94%
90-05-1

2-methoxy-phenol

108-93-0

cyclohexanol

Conditions
ConditionsYield
With hydrogen In water at 160℃; for 10h; Temperature; Concentration; Reagent/catalyst;99%
With potassium hydroxide; Raney Ni-Al; water at 90℃; for 16h;90.8%
With acetic acid; platinum Hydrogenation;
591-50-4

iodobenzene

90-05-1

2-methoxy-phenol

1695-04-1

2-methoxyphenyl phenyl ether

Conditions
ConditionsYield
With copper(I) oxide; caesium carbonate; imidazole-4-carboxylic acid In acetonitrile at 80℃; for 24h;99%
With copper(l) iodide; 1-(dimethylamino-1-yl-pyridin-2-yl-methyl)naphthalen-2-ol; potassium carbonate In dimethyl sulfoxide at 120℃; for 24h; Ullmann Condensation; Green chemistry;99%
With potassium hydroxide In dimethyl sulfoxide at 110℃; for 15h; Inert atmosphere;96%
90-05-1

2-methoxy-phenol

75-36-5

acetyl chloride

613-70-7

2-methoxyphenyl acetate

Conditions
ConditionsYield
99%
With pyridine In dichloromethane at 0 - 18℃; for 24h;99%
With pyridine In dichloromethane at 0 - 20℃; for 18h;99%
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  • High purity Guaiacol 98% TOP1 supplier in China

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    90-05-1

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    90-05-1

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    Guaiacol CAS: 90-05-1

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    CAS:90-05-1 Molecular Formula:C7H8O2 Molecular Weight:124.14 It is used medicinally as an expectorant, antiseptic, and local anesthetic. Guaiacol is used in traditional dental pulp sedation, and has the property of inducing cell proliferation

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    90-05-1

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    90-05-1

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    90-05-1

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    90-05-1

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    90-05-1

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    90-05-1

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    90-05-1

    High purity Guaiacol supplier in China CAS NO.90-05-1

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  • Guaiacol

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    90-05-1

    Guaiacol

    Min.Order: 1 Gram

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    Product Name: Guaiacol CAS: 90-05-1 MF: C7H8O2 MW: 124.14 EINECS: 201-964-7 Mol File: 90-05-1.mol Guaiacol Structure Guaiacol Chemical Properties Melting point 26-29 °C (lit.) Boiling point 205 °C (lit.) density

    SHANGHAI MINSTAR CHEMICAL CO., LTD. is a leading, experienced, professional supplier of API & intermediates, plant extract, food additive, fine chemicals and industry chemicals, et

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    90-05-1

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    90-05-1

    Creosote, wood CAS No.: 90-05-1

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    We, Jilin Tely Imp & Exp Co., Ltd. mainly supply and export products including: pharmaceutical raw materials,Chemical reagents, Food additives, pharmaceutical and pesticide interme

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Chemistry


IUPAC Name: 2-Methoxyphenol
Molecular Formula: C7H8O2
Molecular Weight: 124.13 g/mol
SMILES: c1(c(cccc1)O)OC
InChI: InChI=1/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
EINECS: 201-964-7
Classification Code: Human Data; Mutation data; Skin / Eye Irritant
Product Categories: Pharmaceutical Intermediates; Aromatic Ethers; Aromatics Compounds; Antioxidant; Biochemistry; Aromatics
Melting Point: 26-29 °C(lit.)
Water Solubility: 17 g/L (15 °C)
FreezingPoint: 28 °C
Sensitive: Air Sensitive
Stability: Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
Index of Refraction: 1.534 
Molar Refractivity: 34.81 cm3 
Molar Volume: 111.8 cm3 
Polarizability: 13.8×10-24 cm3 
Surface Tension: 38.6 dyne/cm 
Density: 1.109 g/cm
Flash Point: 82.2 °C 
Enthalpy of Vaporization: 45.92 kJ/mol 
Boiling Point: 205 °C at 760 mmHg 
Vapour Pressure of Guaiacol (CAS NO.90-05-1): 0.179 mmHg at 25 °C

Uses

 Guaiacol is a precursor to various flavorants such as eugenol and vanillin. Its derivatives are used medicinally as an expectorant, antiseptic, and local anesthetic. It also can be used as a dye in chemical reactions as oxygen will turn guaiacol from colorless to brown.

Production

Guaiacol is produced industrially by methylation of catechol, using potash and dimethyl sulfate:
C6H4(OH)2 + (CH3O)2SO2 → C6H4(OH)(OCH3) + HO(CH3O)SO2

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 1500mg/kg (1500mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
guinea pig LDLo subcutaneous 900mg/kg (900mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
human LDLo oral 43mg/kg (43mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: OTHER CHANGES
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 295, 1969.
mouse LC50 inhalation 7570mg/m3 (7570mg/m3)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
mouse LD50 intravenous 170mg/kg (170mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
mouse LD50 oral 621mg/kg (621mg/kg)   Drugs of the Future. Vol. 5, Pg. 539, 1980.
pigeon LDLo subcutaneous 400mg/kg (400mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
rabbit LD50 skin 4600mg/kg (4600mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
rabbit LDLo intravenous 3700ug/kg (3.7mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969.
rabbit LDLo oral 2gm/kg (2000mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
rabbit LDLo subcutaneous 1250mg/kg (1250mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.
rat LD50 oral 520mg/kg (520mg/kg) BEHAVIORAL: GENERAL ANESTHETIC Folia Medica Cracoviensia. Vol. 32, Pg. 309, 1991.
rat LDLo subcutaneous 900mg/kg (900mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982.

Safety Profile

Hazard Codes: HarmfulXn,ToxicT,IrritantXi
Risk Statements: 22-36/38 
R22:Harmful if swallowed. 
R36/38:Irritating to eyes and skin.
Safety Statements: 26 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 2810
WGK Germany: 1
RTECS: SL7525000
Hazard Note: Toxic/Irritant
HazardClass: 6.1(b)
PackingGroup of Guaiacol (CAS NO.90-05-1): II

Specification

 Guaiacol (CAS NO.90-05-1), its Synonyms are o-Methoxyphenol ; 1-Hydroxy-2-methoxybenzene ; 2-Hydroxyanisole ; 2-Methoxyphenol ; Guaiastil ; Guaicol ; Guaicolina ; Guajacol ; Phenol, 2-methoxy- ; Phenol, o-methoxy- ; Propenylguaiacol ; Pyrocatechol methyl ester ; Pyrocatechol monomethyl ether ; Pyroguaiac acid . It is colorless to amber crystals or liquid.