2,4-Dimethoxybenzyl alcohol Chemical Properties

Melting point:

38-40 °C(lit.)

Boiling point:

177-179 °C10 mm Hg(lit.)

Density 

1.1322 (rough estimate)

refractive index 

1.545-1.548

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

14.18±0.10(Predicted)

form 

Low Melting Solid

color 

Colourless to Off-White

Water Solubility 

Soluble in alcohol. Insoluble in water.

BRN 

2091660

LogP

1.109 (est)

CAS DataBase Reference

7314-44-5(CAS DataBase Reference)

NIST Chemistry Reference

2,4-Dimethoxybenzyl alcohol(7314-44-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36/37-26

WGK Germany 

3

HS Code 

29062990

MSDS

• Language:English Provider:2,4-Dimethoxybenzyl alcohol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4-Dimethoxybenzyl alcohol Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Uses

2, 4-Dimethoxybenzyl alcohol is used as a medical intermediate.

General Description

2,4-Dimethoxybenzyl alcohol reacts with trifluoroacetic acid to yield calix[4]resorcinarene octamethyl ether, which on demethylation and acetylation yields the derived octa-acetate.

Synthesis

The general procedure for the synthesis of 2,4-dimethoxybenzyl alcohol from 2,4-dimethoxybenzaldehyde was as follows: to an oven-dried pressure tube equipped with a Teflon-coated stirring bar were added sequentially Pd(OAc)2 (11.2 mg, 5 mol%), PCy3 (21 mg, 7.5 mol%) and 2,4-dimethoxybenzaldehyde (1 mmol). The reaction tube was sealed, evacuated and backfilled three times with nitrogen. Subsequently, 1 mL of dioxane was injected and the mixture was stirred at room temperature for 15 min. H2O (180 mg, 10 eq.) and HCO2H (184 mg, 4 eq.) were then injected and the reaction mixture was heated to 90 °C and kept for 18 hours. After completion of the reaction, the solvent was removed under reduced pressure. The residue was purified by silica gel fast column chromatography to afford 87 mg of 2,4-dimethoxybenzyl alcohol in 81% yield.

References

[1] Synthetic Communications, 2001, vol. 31, # 17, p. 2719 - 2725
[2] Organic Letters, 2015, vol. 17, # 3, p. 434 - 437
[3] Tetrahedron Letters, 1992, vol. 33, # 37, p. 5417 - 5418
[4] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1994, vol. 33, # 2, p. 182 - 183
[5] Tetrahedron Letters, 1994, vol. 35, # 1, p. 65 - 68

2,4-Dimethoxybenzyl alcohol(7314-44-5)Related Product Information

• 4-Hydroxybenzyl alcohol
• 3-Phenoxybenzyl alcohol
• 1,1-Dimethoxyethane
• Benzyl alcohol
• Benzhydrol
• 2,6-Dimethoxybenzaldehyde
• Ethyl acetate
• 4-Methoxybenzyl alcohol
• Dimethyldimethoxysilane
• Diphenyldimethoxysilane
• 4,4'-DIMETHOXYBENZHYDROL
• 4-Methoxybenzylchloride
• m-Anisyl alcohol
• 2-Methyl-1-phenyl-2-propanol
• Dimethoxymethane
• 3,4-DIMETHOXYBENZYL ALCOHOL,3,4-DIMETHOXYBENZYL ALCOHOL / VERATRYL ALCOHOL,3,4-Dimethoxybenzyl alcohol (Veratry alcohol),3,4-DIMETHOXYBENZYL ALCOHOL 98%
• 2-HYDROXY-4,6-DIMETHOXYBENZOIC ACID
• 3,5-DIMETHOXYBENZYL ALCOHOL, 98+%,3,5-DIMETHOXYBENZYL ALCOHOL