3,4-Dichlorobenzyl bromide Chemical Properties

Melting point:

19 °C

Boiling point:

115-120 °C (1 mmHg)

Density 

1.650

refractive index 

1.605-1.607

Flash point:

110 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Liquid

color 

Clear colorless to brown

Water Solubility 

Insoluble in water.

Sensitive 

Lachrymatory

BRN 

742579

CAS DataBase Reference

18880-04-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,T,N

Risk Statements 

34-22

Safety Statements 

45-36/37/39-25-61-26

RIDADR 

1760

WGK Germany 

3

Hazard Note 

Toxic/Corrosive/Lachrymatory

HazardClass 

8

PackingGroup 

II

HS Code 

29039990

MSDS

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• Language:English Provider:ALFA

3,4-Dichlorobenzyl bromide Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

3,4-Dichlorobenzyl bromide is used as a pharmaceutical intermediate. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Synthesis

General procedure for the synthesis of 3,4-dichlorobenzyl bromide from 3,4-dichlorotoluene: In a reaction flask equipped with a stirrer, a reflux condenser, a thermometer, and an off-gas absorption device, 3,4-dichlorotoluene (6.4 g, 40 mmol), sodium bromate (2.5 g, 16.7 mmol), sodium bromide (3.5 g, 33.6 mmol), and 1,2-dichloroethane ( 30 mL). After heating to reflux, 1/3 of the total volume of the initiator solution (0.05 g AIBN and 0.05 g BPO dissolved in 10 mL of 1,2-dichloroethane) was added rapidly. Subsequently, sulfuric acid was added slowly and dropwise (2.5 g of concentrated sulfuric acid diluted with 2.5 mL of water, equivalent to 25.2 mmol). After the dropwise addition was completed, the remaining initiator solution was used for gas chromatographic analysis. After the reaction was completed, the reaction mixture was cooled to room temperature. Saturated sodium bisulfite solution (10 mL) was added, stirred until the red color faded, and left to stratify. The organic phase was separated and the aqueous phase was extracted twice with 1,2-dichloroethane (10 mL x 2). The organic phases were combined, washed with saturated sodium chloride solution, dried and concentrated. The crude product was purified by column chromatography (eluent was petroleum ether) to give 7.7 g of 3,4-dichlorobenzyl bromide in 81% yield. The product was a colorless liquid.

References

[1] Patent: CN107098791, 2017, A. Location in patent: Paragraph 0046-0048
[2] Tetrahedron, 1998, vol. 54, # 12, p. 2953 - 2966
[3] Chinese Chemical Letters, 2011, vol. 22, # 4, p. 382 - 384
[4] Il Farmaco; edizione scientifica, 1970, vol. 25, # 6, p. 409 - 421
[5] Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 53, # 1-4, p. 43 - 67

3,4-Dichlorobenzyl bromide(18880-04-1)Related Product Information

• Ethidium bromide
• Benzyl bromide
• Sodium bromate
• alpha,alpha'-Dichloro-p-xylene
• N,N-Dimethylbenzylamine
• 4,4'-Bis(chloromethyl)-1,1'-biphenyl
• Allyl bromide
• Benzyltriethylammonium chloride
• Rocuronium bromide
• Benzyltrimethylammonium chloride
• 1,4-Dichlorobenzene
• 1,3-Dichloropropene
• Benzyl chloride
• BENZAL CHLORIDE
• Bromine
• Phenylacetone
• Methyl bromide
• 4-Nitrobenzyl bromide