2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL

2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL Property

Boiling point:

125-126 °C (7 mmHg)

Density 

1.29

refractive index 

1.559-1.561

Flash point:

108 °C

storage temp. 

Inert atmosphere,Room Temperature

pka

13.67±0.20(Predicted)

form 

Liquid

Specific Gravity

1.293

color 

Clear colorless

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26

HS Code 

29062900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL Chemical Properties,Usage,Production

Chemical Properties

clear colorless liquid

Synthesis

Sodium borohydride (0.33 g) was slowly added to a methanolic solution (15 ml) of 2,4-dichloroacetophenone (3.0 g) under cooling conditions in an ice bath. The reaction mixture was stirred at room temperature for 30 min before the reaction was terminated by the addition of water (30 ml) followed by extraction with ethyl acetate (30 ml x 2). The organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using ethyl acetate-hexane (2:1, v/v) as eluent to afford 1-(2,4-dichlorophenyl)ethanol as a colorless oil (3.00 g, 99% yield).1H-NMR (300 MHz, CDCl3) δ: 1.47 (3H, d, J=6.2 Hz), 1.94 (1H, d, J=3.6 Hz ), 5.25 (1H, qd, J=6.3,3.9Hz), 7.23-7.37 (2H, m), 7.55 (1H, d, J=8.0Hz).

References

[1] Patent: EP1829863, 2007, A1
[2] Patent: WO2006/57448, 2006, A1. Location in patent: Page/Page column 116-117
[3] Zhurnal Obshchei Khimii, 1952, vol. 22, p. 489; engl. Ausg. S. 551
[4] Journal of the Chemical Society, Dalton Transactions, 2001, # 20, p. 2989 - 2995
[5] Advanced Synthesis and Catalysis, 2010, vol. 352, # 10, p. 1779 - 1783