4-BROMOBENZYLSULFONYL CHLORIDE

4-BROMOBENZYLSULFONYL CHLORIDE Property

Melting point:

117 °C

Boiling point:

116.5-121.5/

Density 

1.746±0.06 g/cm3(Predicted)

storage temp. 

-20°C, sealed storage, away from moisture

form 

powder

color 

White

CAS DataBase Reference

53531-69-4

Safety

Hazard Codes 

C,Xn

Risk Statements 

22

RIDADR 

UN3261

Hazard Note 

Corrosive

HazardClass 

8

HS Code 

2904990090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

4-BROMOBENZYLSULFONYL CHLORIDE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of p-bromobenzyl sulfonyl chloride from 4-bromo-α-toluene thioacetic acid: N-chlorosuccinimide (NCS, 3.3 g, 24.6 mmol) was added batchwise to a solution of acetonitrile (30 mL) containing 2 M HCl (1.547 mL) at 0 °C. The reaction mixture was stirred at 0 °C for 5 min. Subsequently, a solution of 4-bromophenylmethanesulfonyl chloride (1.5 g, 6.15 mmol) in acetonitrile (3 mL) was added dropwise to the mixture at the same temperature, with the dropwise addition time being controlled at 1 min. After continuing to stir the reaction mixture for 10 minutes, anhydrous sodium sulfate (about 5 g) was added and the solid was removed by filtration. The filtrate was concentrated and the resulting residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 10/1) to afford p-bromobenzylsulfonyl chloride (1.2 g, 73% yield) as a white solid.1H NMR (300 MHz, CDCl3): δ = 7.62 (d, J = 8.4 Hz, 2H), 7.37 (d, J = 8.4 Hz, 2H), 4.83 (s 2H).

References

[1] Patent: WO2018/132372, 2018, A1. Location in patent: Paragraph 01167
[2] Patent: US2014/163024, 2014, A1. Location in patent: Paragraph 0432
[3] Patent: US2014/163110, 2014, A1. Location in patent: Page/Page column 12
[4] Patent: WO2015/177325, 2015, A1. Location in patent: Page/Page column 52; 53