3,4-Dichlorobenzyl alcohol Chemical Properties

Melting point:

35-38 °C(lit.)

Boiling point:

148-151 °C(lit.)

Density 

1.2970 (rough estimate)

refractive index 

1.5570 (estimate)

Flash point:

>110°C

storage temp. 

2-8°C

pka

13.70±0.10(Predicted)

form 

solid

color 

White to Almost white

BRN 

2082362

CAS DataBase Reference

1805-32-9(CAS DataBase Reference)

NIST Chemistry Reference

3,4-Dichlorobenzyl alcohol(1805-32-9)

Safety Information

Hazard Codes 

T,Xi,Xn,N

Risk Statements 

23/24/25-21/22-51/53-41-37/38-22

Safety Statements 

27-28-36/37/39-45-36/37-61-26

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29062900

MSDS

• Language:English Provider:3,4-Dichloro-1-(hydroxymethyl)-benzene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,4-Dichlorobenzyl alcohol Usage And Synthesis

Chemical Properties

WHITE LOW MELTING SOLID

Uses

2,4-Dichlorobenzyl alcohol impurity C EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Synthesis

The general procedure for the synthesis of 3,4-dichlorobenzyl alcohol from 3,4-dichlorobenzaldehyde was as follows: 3,4-dichlorobenzaldehyde (1 mmol) was dissolved in 10 mL of methanol (ethanol was used in the case of ketone substrates) and the solution was cooled to 0°C. Subsequently, NaBH4 (3 mmol) was added to the reaction system in batches with continuous stirring until the reaction was complete, and the progress of the reaction was monitored by TLC (unfolding agent ratio of 9:1 heptane/ethyl acetate). Upon completion of the reaction, the reaction was quenched with 0.1N NaOH solution (10 mL), followed by three extractions with ethyl acetate. The organic phases were combined, washed with saturated saline and dried with anhydrous Na2SO4. The solvent was removed by concentration under reduced pressure and the yellow oily crude product obtained was purified by flash column chromatography.

Purification Methods

Crystallise the alcohol from EtOH (m 32-34o) or water (m 38o, needles). Its solubility at 20o is 1g in 1250mL of H2O. [Beilstein 6 H 445, 6 III 1558, 6 IV 2598.]

References

[1] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 564 - 576
[2] Synthetic Communications, 2002, vol. 32, # 2, p. 219 - 223
[3] Bulletin of the Korean Chemical Society, 2015, vol. 36, # 6, p. 1676 - 1680
[4] Phytochemistry, 1999, vol. 51, # 5, p. 621 - 627
[5] Journal of Medicinal Chemistry, 1999, vol. 42, # 6, p. 1007 - 1017

3,4-Dichlorobenzyl alcohol(1805-32-9)Related Product Information

• 1,3-Bis(chloromethyl)benzene
• Dichloroethane
• Dichloroacetic acid
• 4-Hydroxybenzyl alcohol
• Benzyl alcohol
• 1,3-Dichloropropene
• 4,4'-Bis(chloromethyl)-1,1'-biphenyl
• 4,6-Dichloropyrimidine
• 4-Nitrobenzyl alcohol
• Ethyl acetate
• Benzene
• BENZAL CHLORIDE
• 2,4-DICHLOROBENZYL ALCOHOL
• METHYL 3,4-DICHLOROBENZOATE
• Tetrachlorophthalic acid
• Tetrachlorophthalic anhydride
• 1-(3,4-DICHLOROPHENYL)ETHANOL, 97
• 3,4,5,6-TETRACHLOROFLUORESCEIN