3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide

Basic Information

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CAS Number

160982-11-6

Molecular Formula

C6H5BrClNO3S2

Molecular Weight

318.6 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

492.247°C at 760 mmHg

Flash Point

492.247 °C at 760 mmHg

Refractive Index

1.64

SMILES

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C1=C(SC(=C1C(=O)CBr)S(=O)(=O)N)Cl

InChI

InChI=1S/C6H5BrClNO3S2/c7-2-4(10)3-1-5(8)13-6(3)14(9,11)12/h1H,2H2,(H2,9,11,12)

InChIKey

OZESFFKYLOCAOV-UHFFFAOYSA-N

LogP

1.6265000000000003

Topological Polar Surface Area

77.23 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

329

Safety Information

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Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

C6H5BrClNO3S2
BS-16043
3-(2-BROMOACETYL)-5-CHLORO-2-THIOPHENESULFONAMIDE
2-Thiophenesulfonamide, 3-(2-bromoacetyl)-5-chloro-
3-(2-Bromo-acetyl)-5-chloro-thiophene-2-sulfonic acid amide
CS-0157327
AB49389
FT-0696025
SCHEMBL1559488
2-Thiophenesulfonamide,3-(2-bromoacetyl)-5-chloro-
OZESFFKYLOCAOV-UHFFFAOYSA-N
MFCD09033310
AKOS015895859
AC-22718
3-(Bromoacetyl)-5-chlorothiophene-2-sulfonamide
3-bromoacetyl-5-chloro-2-thiophenesulfonamide
160982-11-6
D82428
3-(2-Bromoacetyl)-5-chlorothiophene-2-sulfonamide
A883154
BCP06627
DTXSID50430974
3-(2-Bromoacetyl)-5-chloro-2-thiophenesulfonamide
3-BROMOACETYL-5-CHLORO-2-THIOPHENESULFONAMIDE
3-(2-Bromoacetyl)-5-chloro-2-thiophenesulfomide
3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide
2-ThiophenesulfonaMide,3-(2-broMoacetyl)-5-chloro-

MDL Number

MFCD09033310

Customs Code

2935009090

FAQ

What are the physical and chemical properties of 3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide (CAS: 160982-11-6)?

3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide is a white to off-white crystalline solid with a molecular weight of approximately 350.04 g/mol. It is sparingly soluble in water and readily soluble in organic solvents like ethanol and acetone. The compound is reactive, showing electrophilic aromatic substitution chemistry and nucleophilic substitution at the bromoacetyl and thiophene rings. It is stable under normal conditions but should be stored in a dry environment away from moisture and light.

How is 3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide (CAS: 160982-11-6) typically synthesized?

3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide can be synthesized through a multi-step reaction involving thiophene sulfonamide formation followed by bromoacetylation. Commonly, thiophene sulfonamide is prepared by reacting thiophene with sodium hydrosulfite in an aqueous medium, followed by acetylation with acetyl chloride in the presence of a base like pyridine. The resulting acetylated intermediate is then brominated using bromine in the presence of a Lewis acid like aluminum bromide to introduce the bromoacetyl group.

What industries use 3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide (CAS: 160982-11-6)?

3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide is primarily used in the pharmaceutical industry for the synthesis of certain drugs, particularly those targeting metabolic pathways. It also finds applications in the development of novel sensors and semiconductors due to its unique chemical properties. Additionally, it may be used in the polymer industry for specific functionalization and modification of polymers.

What precautions should be taken when handling 3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide (CAS: 160982-11-6)?

When handling 3-(Bromoacetyl)-5-chloro-2-thiophenesulfonamide, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure to vapors. Spills should be cleaned up carefully using absorbent materials. The material safety data sheet (MSDS) should be consulted for detailed safety information and emergency procedures. The compound should be stored in a cool, dry place away from direct sunlight and sources of ignition.