2,4-DIMETHYLBENZYL ALCOHOL Chemical Properties

Melting point:

22°C

Boiling point:

120 °C13 mm Hg(lit.)

Density 

1.0310

refractive index 

n20/D 1.534(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid After Melting

pka

14.50±0.10(Predicted)

color 

Clear colorless to slightly yellow

BRN 

1859679

LogP

2.049 (est)

CAS DataBase Reference

16308-92-2(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29062990

MSDS

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

2,4-DIMETHYLBENZYL ALCOHOL Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow

Uses

2,4-Dimethylbenzyl alcohol is an aryl alcohol that can be used in the preparation of aldehydes, ketones and esters by oxidation reactions. It is also used in the preparation of thermoplastic polymers.

Synthesis

General procedure for the synthesis of (2,4-dimethylphenyl)methanol from 2,4-dimethylbenzaldehyde: To a methanolic solution (100 mL) of 2,4-dimethylbenzaldehyde (10.4 g) was slowly added sodium borohydride (0.83 g) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 1 hour. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. Water was added to the concentrated residue and extracted with ethyl acetate. The combined organic extracts were washed sequentially with saturated aqueous sodium bicarbonate, water and saturated brine to remove impurities. The washed organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the title compound (2,4-dimethylphenyl)methanol as a colorless oil (yield 10.8 g, quantitative yield). The product was characterized by 1H-NMR (CDCl3) with chemical shifts δ: 1.55 (1H, t, J = 5.4 Hz), 2.31 (3H, s), 2.33 (3H, s), 4.64 (2H, d, J = 5.4 Hz), 6.98-7.00 (2H, m), 7.19-7.22 (1H, m).

References

[1] Patent: EP1787991, 2007, A1. Location in patent: Page/Page column 45
[2] Journal of the Chemical Society, 1907, vol. 91, p. 759
[3] Advanced Synthesis and Catalysis, 2007, vol. 349, # 10, p. 1633 - 1636
[4] Patent: EP1510512, 2005, A1. Location in patent: Page/Page column 5-6
[5] Chemistry Letters, 2010, vol. 39, # 5, p. 500 - 501

2,4-DIMETHYLBENZYL ALCOHOL(16308-92-2)Related Product Information

• Pyromellitic Dianhydride
• Pyromellitic acid
• MELLITIC ACID
• ETHYL 2,4-DIMETHYLBENZOATE
• 2,4,6-TRIISOPROPYLBENZOIC ACID
• Ethyl 2,4,6-trimethylbenzoate
• BENZENEPENTACARBOXYLIC ACID
• 1,2,4-Benzenetricarboxylic acid
• Trimellitic Anhydride
• 3,3',4,4'-Benzophenonetetracarboxylic dianhydride
• 2,4-Dimethylbenzoic acid
• TETRAMETHYL PYROMELLITATE
• 4,4'-Carbonyldiphthalic acid
• 2,4,6-Trimethylbenzyl alcohol
• 2,4,6-Trimethylbenzoic acid
• 2,3,4,5,6-PENTAMETHYLBENZYL ALCOHOL
• PENTAMETHYLBENZOIC ACID
• 4-Chloroformylphthalic anhydride