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2,6-Dichlorobenzyl alcohol

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2,6-Dichlorobenzyl alcohol Basic information

Product Name:
2,6-Dichlorobenzyl alcohol
Synonyms:
  • 2,6-dichloro-benzenemethanol
  • 2,4-Dichlorobenzyl alcohol EP Impurity B
  • 2,6-DICHLOROBENZYL ALCOHOL
  • RARECHEM AL BD 0021
  • TIMTEC-BB SBB008039
  • 2,6-Dichlorobenzyl alcohol,99%
  • ZERENEX E/4047846
  • (2,6-Dichlorophenyl)methanol
CAS:
15258-73-8
MF:
C7H6Cl2O
MW:
177.03
EINECS:
239-300-3
Product Categories:
  • Benzhydrols, Benzyl & Special Alcohols
  • Alcohols
  • C7 to C8
  • Oxygen Compounds
Mol File:
15258-73-8.mol
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2,6-Dichlorobenzyl alcohol Chemical Properties

Melting point:
96-98 °C(lit.)
Boiling point:
150°C 25mm
Density 
1.2970 (rough estimate)
refractive index 
1.5570 (estimate)
Flash point:
150°C/25mm
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
13.57±0.10(Predicted)
color 
White to Off-White
BRN 
1938356
InChIKey
WKKHCCZLKYKUDN-UHFFFAOYSA-N
CAS DataBase Reference
15258-73-8(CAS DataBase Reference)
NIST Chemistry Reference
2,6-Dichlorobenzyl alcohol(15258-73-8)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
RTECS 
DO0900000
Hazard Note 
Irritant
HS Code 
29062990

MSDS

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2,6-Dichlorobenzyl alcohol Usage And Synthesis

Chemical Properties

WHITE CRYSTALLINE POWDER

Uses

2,6-Dichlorobenzyl Alcohol is a useful reagent in organic synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 707, 1988 DOI: 10.1016/S0040-4039(00)80190-2

Synthesis

83-38-5

15258-73-8

General procedure for the synthesis of 2,6-dichlorobenzyl alcohol from 2,6-dichlorobenzaldehyde: To a solution of 2,6-dichlorobenzaldehyde (340 mg, 1.94 mmol) in anhydrous ethanol (4 mL) was added sodium borohydride (74 mg, 1.94 mmol) in batches. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, a 1 N hydrochloric acid solution (~5 mL) was slowly added to quench the reaction. Subsequently, the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate (10 mL) and washed sequentially with 1 N hydrochloric acid solution (10 mL) and deionized water (10 mL x 2). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give the target product 2,6-dichlorobenzyl alcohol (320 mg, 94% yield).

References

[1] ChemMedChem, 2016, vol. 11, # 23, p. 2607 - 2620
[2] Patent: CN103304571, 2018, B. Location in patent: Paragraph 0142; 0143; 0144
[3] RSC Advances, 2015, vol. 5, # 64, p. 52000 - 52006
[4] Catalysis Communications, 2017, vol. 94, p. 23 - 28
[5] Patent: CN109020779, 2018, A. Location in patent: Paragraph 0049; 0050

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