Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate

Basic Information

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CAS Number

59337-92-7

Molecular Formula

C6H5ClO4S2

Molecular Weight

240.69 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

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

Melting Point

63°C

Boiling Point

364.8°C at 760 mmHg

Density

1.568

Flash Point

174.4±23.7 °C

Refractive Index

1.56

SMILES

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COC(=O)C1=C(C=CS1)S(=O)(=O)Cl

InChI

InChI=1S/C6H5ClO4S2/c1-11-6(8)5-4(2-3-12-5)13(7,9)10/h2-3H,1H3

InChIKey

PJVJBDAUWILEOG-UHFFFAOYSA-N

LogP

1.4622000000000002

Topological Polar Surface Area

60.440000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

294

Safety Information

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Hazard Statement

H290 May be corrosive to metals
Corrosive to Metals

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

Hazard Class

Class 8 Class 8

Synonyms & References

English

2-methoxycarbonyl-3-thiophenesulfonyl chloride
methyl 3-(chlorosulphonyl)thiophene-2-carboxylate
2-(carbomethoxy)thiophene-3-sulfonyl chloride
Methyl-3-chlorosulfonylthiophene-2-carboxylate
methyl 3-chlorosulfonyl-2-thiophene carboxylate
Methyl 3-(Chlorosulfonyl)-2-thiophenecarboxylate
FT-0628551
2-(methoxylcarbonyl)thiophene-3-sulfonyl chloride
methyl 3-chlorosulfonylthiophene-2-carboxylate
O11890
3-chlorosulfonyl-2-thiophene carboxylic acid methyl ester
3-chloro sulfonyl-thiophene-2-carboxylic acid methyl ester
SCHEMBL388034
methyl 3-(chlorosulfonyl)thiophene-2-carboxylate
DTXSID90886355
3-chlorosulphonylthiophene-2-carboxylic acid methyl ester
PJVJBDAUWILEOG-UHFFFAOYSA-N
2-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl ester
Methylchlorosulfonylthiophenecarboxylate
M1404
59337-92-7
2-carbomethoxy-thiophene-3-sulfonyl chloride
A832273
F2145-0711
2-(methoxycarbonyl)thiophene-3-sulphonyl chloride
CS-0000054
2-Carbomethoxy-3-thiophenesulfonyl chloride, 95%
3-(chlorosulfonyl)-thiophene-2-carboxylic methyl ester
3-chlorosulfonyl-thiophene-2-carboxylic acid methyl ester
2-Methoxycarbonylthiophene-3-sulfonyl chloride
methyl3-(chlorosulfonyl)thiophene-2-carboxylate

MDL Number

MFCD00068160

Customs Code

2934999090

FAQ

What are the physical and chemical properties of Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7)?

Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7) is a crystalline solid with a molecular weight of approximately 249.6 g/mol. It has a low solubility in water but is soluble in common organic solvents like acetone and DMF. The compound is reactive towards nucleophiles and can undergo sulfonation reactions. It is stable under normal conditions but should be stored in a cool, dry place away from oxidizing agents.

How is Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7) typically synthesized?

Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7) can be synthesized via the chlorosulfonation of 2-thiophenecarboxylic acid methyl ester using fuming sulfuric acid. The reaction proceeds under reflux conditions, and the yield can be improved by using a catalytic amount of a phase transfer catalyst. The product is then purified by recrystallization from a suitable solvent.

What industries use Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7)?

Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7) is primarily used in the pharmaceutical and polymer industries. It serves as a precursor for the synthesis of various organic compounds and materials. In the pharmaceutical sector, it is utilized in the development of new drug molecules, while in polymers, it can be used as a monomer or crosslinker in the production of advanced materials with specific properties.

What precautions should be taken when handling Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7)?

When handling Methyl 3-(chlorosulfonyl)-2-thiophenecarboxylate (CAS: 59337-92-7), appropriate personal protective equipment (PPE) should be worn, including gloves, goggles, and a lab coat. This compound should be used in a well-ventilated area or fume hood to minimize exposure to fumes. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be thoroughly rinsed with water. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.