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4-Chlorobenzenesulfonyl chloride

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4-Chlorobenzenesulfonyl chloride Basic information

Product Name:
4-Chlorobenzenesulfonyl chloride
Synonyms:
  • 4-chloro-benzenesulfonicacichloride
  • 4-chloro-benzenesulfonylchlorid
  • Benzenesulfonyl chloride, 4-chloro-
  • Benzenesulfonyl chloride, p-chloro-
  • Benzenesulfonylchloride,4-chloro-
  • Chlorid kyseliny p-chlorbensulfonove
  • 4-Chorobenzenesulphonyl chloride
  • chloridkyselinyp-chlorbensulfonove
CAS:
98-60-2
MF:
C6H4Cl2O2S
MW:
211.07
EINECS:
202-685-3
Product Categories:
  • Organic Building Blocks
  • Sulfonyl Halides
  • Sulfur Compounds
  • bc0001
Mol File:
98-60-2.mol
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4-Chlorobenzenesulfonyl chloride Chemical Properties

Melting point:
50-52 °C (lit.)
Boiling point:
141 °C/15 mmHg (lit.)
Density 
1.5075 (estimate)
Flash point:
226 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
soluble in Toluene
form 
Liquid
color 
Clear
Water Solubility 
INSOLUBLE
Sensitive 
Moisture Sensitive
BRN 
511583
CAS DataBase Reference
98-60-2(CAS DataBase Reference)
NIST Chemistry Reference
4-Chlorobenzenesulfonyl chloride(98-60-2)
EPA Substance Registry System
Benzenesulfonyl chloride, 4-chloro- (98-60-2)
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Safety Information

Hazard Codes 
C
Risk Statements 
34-37
Safety Statements 
26-28-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
2
RTECS 
DB8925000
21
Hazard Note 
Corrosive
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29049020
Hazardous Substances Data
98-60-2(Hazardous Substances Data)

MSDS

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4-Chlorobenzenesulfonyl chloride Usage And Synthesis

Chemical Properties

white to light yellow crystals, powder or flakes

Uses

4-Chlorobenzenesulfonyl chloride was used in the synthesis of precursors for the 3,4-pyridyne generation.

Production Methods

4-Chlorobenzenesulfonyl chloride is manufactured by mixing 4-chlorobenzene and chlorosulfuric acid at 35 ℃, heating for two hours at 80 ℃, and discharging the contents of the reactor into ice water; yield 81% of theory, together with a small amount of bis(4-chlorophenyl) sulfone.

Application

Used in the manufacture of chlorobenzenesulfinic acid and sulfimides; three-step reaction to the sulfone in a single reactor is possible without intermediate isolation.

Synthesis Reference(s)

The Journal of Organic Chemistry, 7, p. 15, 1942 DOI: 10.1021/jo01195a003

Purification Methods

Crystallise it from ether in powdered Dry-Ice, after the solution has been washed with 10% NaOH until colourless and dried (Na2SO4). Distil it in vacuo and store it in the absence of H2O. [Beilstein 11 IV 114.]

4-Chlorobenzenesulfonyl chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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