3-(Bromomethyl)benzenesulfonamide

Basic Information

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CAS Number

220798-52-7

Molecular Formula

C7H8BrNO2S

Molecular Weight

250.12 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

White to Yellow Solid

SMILES

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BrCc1cccc(c1)S(=O)(=O)N

InChI

InChI=1S/C7H8BrNO2S/c8-5-6-2-1-3-7(4-6)12(9,10)11/h1-4H,5H2,(H2,9,10,11)

InChIKey

HWNIOOLFFGHZMF-UHFFFAOYSA-N

LogP

1.2289

Topological Polar Surface Area

60.16 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

234

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Synonyms & References

English

3-Bromomethylbenzenesulfonamide
3-(bromomethyl)benzenesulfonamide
3-Bromomethyl-benzenesulfonamide
3-(bromomethyl)benzene-1-sulfonamide
HWNIOOLFFGHZMF-UHFFFAOYSA-N
SBB100694
STL556066
BBL102267
Benzenesulfonamide, 3-(bromomethyl)-
AS06661
RP28892
AM100529
AB0005767
ST24028468
W4558

MDL Number

MFCD09743699

Customs Code

2935009090

FAQ

What are the physical and chemical properties of 3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7)?

3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7) is a white crystalline solid with a molecular weight of approximately 277.03 g/mol. It has low water solubility but good solubility in organic solvents like methanol and dimethylformamide. This compound is relatively unreactive under normal conditions but can undergo bromination and sulfonation reactions. It is stable in air and light but should be stored in a cool, dark place to maintain its integrity.

How is 3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7) typically synthesized?

3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7) is typically synthesized via bromination of 3-(hydroxymethyl)benzenesulfonamide followed by sulfonation. This involves treating 3-(hydroxymethyl)benzenesulfonamide with N-bromosuccinimide (NBS) in the presence of a photosensitizer to generate the bromomethyl intermediate, which is then sulfonated with sulfur trioxide pyridine complex (SPC) under mild conditions. The yield is around 70-80%.

What industries use 3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7)?

3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7) finds applications in the pharmaceutical industry for synthesizing certain drugs, as well as in the polymer industry for modifying polymer properties. It also plays a role in the development of sensors and semiconductors, where its unique chemical properties make it suitable for functionalization and modification processes.

What precautions should be taken when handling 3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7)?

When handling 3-(Bromomethyl)benzenesulfonamide (CAS: 220798-52-7), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be flushed with water. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information and emergency response procedures.