2-(3,4-Dimethoxyphenyl)ethanol Chemical Properties

Melting point:

46-49 °C(lit.)

Boiling point:

172-174 °C17 mm Hg(lit.)

Density 

1.0966 (rough estimate)

refractive index 

1.4880 (estimate)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Crystalline Powder

pka

14.80±0.10(Predicted)

color 

Light yellow

BRN 

909742

InChI

InChI=1S/C10H14O3/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7,11H,5-6H2,1-2H3

InChIKey

SRQAJMUHZROVHW-UHFFFAOYSA-N

SMILES

C1(CCO)=CC=C(OC)C(OC)=C1

CAS DataBase Reference

7417-21-2(CAS DataBase Reference)

NIST Chemistry Reference

3,4-Dimethoxyphenethyl alcohol(7417-21-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

HS Code 

29094990

MSDS

• Language:English Provider:2-(3,4-Dimethoxyphenyl)ethanol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2-(3,4-Dimethoxyphenyl)ethanol Usage And Synthesis

Chemical Properties

light yellow crystalline powder

Uses

2-(3,4-Dimethoxyphenyl)ethanol (Homoveratryl alcohol) was used as a model compound in the delignification mechanism studies of Mn(III)-substituted polyoxometalates (MSP).

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 8, p. 266, 1960 DOI: 10.1248/cpb.8.266

Synthesis

General procedure for the synthesis of 3,4-dimethoxyphenylethanol from 3,4-dimethoxyphenylacetic acid: a dry and clean 100 mL round-bottomed flask was taken and sodium borohydride (0.4 g, 7.65 mmol) and iodine (1.3 g, 5.10 mmol) were accurately weighed and added to the flask, followed by the addition of 10 mL of tetrahydrofuran as solvent. The reaction vial was placed in an ice bath and stirred until homogeneous, then 3,4-dimethoxyphenylacetic acid (1.0 g, 5.10 mmol) was added slowly in 5 small portions. After the addition was completed, the ice bath was removed and the reaction was allowed to continue at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC). After about 30 minutes, TLC showed that the reaction was complete. To the reaction mixture, 50 mL of 5% sodium hydroxide solution was added and extracted with ethyl acetate (10 mL x 3), all organic phases were combined and washed with brine (10 mL x 3). The organic phase was separated, dried with anhydrous sodium sulfate, filtered and the solvent was evaporated to give 3,4-dimethoxybenzeneethanol (22) as a yellow oil in 98.9% yield.

References

[1] Patent: CN108484593, 2018, A. Location in patent: Paragraph 0050; 0051; 0065
[2] Journal of Organic Chemistry, 2010, vol. 75, # 15, p. 5289 - 5295
[3] Journal of Organic Chemistry, 2009, vol. 74, # 5, p. 2213 - 2216
[4] Journal of Organic Chemistry, 2004, vol. 69, # 7, p. 2362 - 2366
[5] European Journal of Organic Chemistry, 2008, # 27, p. 4622 - 4631

2-(3,4-Dimethoxyphenyl)ethanol(7417-21-2)Related Product Information

• (3,4-Dimethoxyphenyl)acetonitrile
• 3,4-Dimethoxyacetophenone
• Veratraldehyde
• 3,4-Dimethoxyphenylacetone
• METHYL HOMOVERATRATE
• 2-(3,4-Dimethoxyphenyl)ethanol
• 3,4-Diethoxyphenylacetic acid
• Rotenone
• A-ALLOCRYPTOPINE
• (3,4-Dimethoxyphenyl)acetic acid
• 3,4,5-Trimethoxyphenylacetic acid
• 2,3,4-TRIMETHOXYPHENYLACETIC ACID
• 2-BROMO-4,5-DIMETHOXYPHENYLACETIC ACID
• 4-BENZYLOXY-3-METHOXYPHENYLACETIC ACID
• 2-Chloro-1-(2,5-dimethoxyphenyl)ethanol
• 1-(2,5-DIMETHOXYPHENYL)ETHANOL
• 1-Phenyl-1-(2,4-dimethoxyphenyl)ethanol
• Phenethyl alcohol