2,6-Dichlorobenzyl alcohol

2,6-Dichlorobenzyl alcohol Property

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)

Safety

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

RTECS 

DO0900000

Hazard Note 

Irritant

HS Code 

29062990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H402Harmful to aquatic life

Precautionary statements

P273Avoid release to the environment.

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

P501Dispose of contents/container to..…

2,6-Dichlorobenzyl alcohol Chemical Properties,Usage,Production

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

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