3-METHOXYCATECHOL Chemical Properties

Melting point:

38-43 °C (lit.)

Boiling point:

146-147 °C/15 mmHg (lit.)

Density 

1.270

refractive index 

1.4638 (estimate)

Flash point:

>230 °F

storage temp. 

Store below +30°C.

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

Solid

pka

9.42±0.10(Predicted)

color 

White to Off-White

BRN 

1909165

InChIKey

LPYUENQFPVNPHY-UHFFFAOYSA-N

LogP

0.937 (est)

CAS DataBase Reference

934-00-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

CZ9002750

HS Code 

29095000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-METHOXYCATECHOL Usage And Synthesis

Chemical Properties

SLIGHTLY BEIGE TO LIGHT BROWN CRYSTALLINE SOLID

Uses

3-Methoxycatechol is used to prepare polyphenolic deoxybenzoins as potential antioxidants and tyrosinase inhibitors.

Definition

ChEBI: 3-methoxycatechol is a member of the class of catechols that is catechol in which a hydrogen that is ortho to one of the hydroxy groups has been replaced by a methoxy group. It displays agonistic activity against G protein-coupled receptor 35 (GPR35). It has a role as a G-protein-coupled receptor agonist. It is a member of catechols and an aromatic ether. It is functionally related to a pyrogallol.

Synthesis

2,3-Dihydroxyanisole is synthesised using 2-hydroxy-3-methoxybenzaldehyde as a raw material by chemical reaction. The specific synthesis steps are as follows:
To a solution of 2-hydroxy-3-methoxybenzaldehyde (o-vanillin) (20.3 g,0.134 mole)in aqueous sodium hydroxide (2N,66.6 ml,0.133 mole)is added dropwise hydrogen peroxide (6%,95 ml,0.167 mole) during 1 hr at 40-45(the solution is cooled if necessary).After the reaction is over,the reaction mixture is allowed to cool to room temperature.It is saturated with sodium chloride and then extracted with ether (3 x 70 ml).The ether solution is dried (sodium sulphate)and distilled.The residual product is distilled and the fraction boiling at 136-38/22 mm is collected.Yield 11 g (58.8%)(lit.b.p.136-38/22 mm).

3-METHOXYCATECHOL(934-00-9)Related Product Information

• 7,8-Dihydroxyflavone
• 2,3,4-TRIMETHOXYBENZYL ALCOHOL
• PYROGALLOL RED
• 3,4,5-Trimethoxybenzyl alcohol
• 3,4,5-Trimethoxybenzaldehyde
• 3,4,5-Trimethoxy benzoic acid
• 4-Hydroxy-3,5-dimethoxycinnamic acid
• Syringic acid
• 2,3,4-Trimethoxybenzoic acid
• Ellagic acid
• 3-Hydroxy-4,5-dimethoxybenzoic acid
• Reserpine
• 7,8-DIHYDROXY-6-METHOXYCOUMARIN
• 3,4,5-Trimethoxyphenylacetic acid
• 2,3,4-TRIMETHOXYBENZONITRILE
• 3,4,5-Trimethoxyphenylacetonitrile
• RESCINNAMINE
• 3,4,5-TRIMETHOXYCINNAMIC ACID