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2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL

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2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL Basic information

Product Name:
2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL
Synonyms:
  • 2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL
  • 2,4-DICHLORO-A-METHYLBENZYL ALCOHOL
  • Benzenemethanol, 2,4-dichloro-alpha-methyl-
  • 2,4-DICHLORO-ALPHA-METHYBENZYLALCOHOL
  • 2,4-Dichloro-α-methylbenzenemethanol
  • 2,4-Dichloro-α-methylbenzyl Alcohol
  • 2,4-Dichloro-&alpha
  • 2,4-Dichloro-alpha-methylbenzyl alcohol, 99+%
CAS:
1475-13-4
MF:
C8H8Cl2O
MW:
191.05
EINECS:
216-019-4
Mol File:
1475-13-4.mol
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2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL Chemical Properties

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
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26
HS Code 
29062900

MSDS

  • Language:English Provider:ACROS
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2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL Usage And Synthesis

Chemical Properties

clear colorless liquid

Synthesis

2234-16-4

1475-13-4

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

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