5-Formyl-2-thiophenecarboxylic acid

Basic Information

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CAS Number

4565-31-5

Molecular Formula

C6H4O3S

Molecular Weight

156.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Aldehydes

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

169 °C

Boiling Point

371.4°C at 760 mmHg

Density

1.33

Flash Point

305.1°C

SMILES

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C1=C(SC(=C1)C(=O)O)C=O

InChI

InChI=1S/C6H4O3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H,(H,8,9)

InChIKey

VFEAMMGYJFFXKV-UHFFFAOYSA-N

LogP

1.2588000000000001

Topological Polar Surface Area

54.37 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

157

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

CS-0017900
MFCD00191437
5-Formyl-2-thiophenecarboxylic acid, AldrichCPR
AMY3041
F0336
AC-23025
SY022710
CHEMBL4280023
5-formylthiophencarboxylic acid
5-formylthiophene-2-carboxylicacid
2-formyl-5-thiophene carboxylic acid
5-formyl-thiophene-2-carboxylic acid
5-formylthiophene-2-carboxylate;5-Formylthiophene-2-carboxylic acid
4565-31-5
Z1201619678
5-formyl-2-thiophene carboxylic acid
BB 0259740
FT-0620436
2-formyl thiophen-5-carboxylic acid
5-formylthiophene-2-carboxylic acid
A826868
AI-942/25034147
PS-5881
5-Formylthenoic Acid
5-formyl-thiophen-2-carboxylic acid
BDBM50467734
EN300-150101
AKOS000320197
5-formylthiophenecarboxylic acid
5-Formyl-2-thiophenecarboxylic Acid
5-formyl-2-thiophene-carboxylic acid

MDL Number

MFCD00191437

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 5-Formyl-2-thiophenecarboxylic acid (CAS: 4565-31-5)?

5-Formyl-2-thiophenecarboxylic acid is a white crystalline solid with a molecular weight of approximately 180.22 g/mol. It has a pKa of 5.4 and is slightly soluble in water. The compound is reactive towards nucleophiles and can undergo reactions such as esterification and condensation. It is stable under normal conditions but should be stored at room temperature away from direct sunlight and moisture.

How is 5-Formyl-2-thiophenecarboxylic acid (CAS: 4565-31-5) typically synthesized?

5-Formyl-2-thiophenecarboxylic acid is typically synthesized by the reaction of 2-thiophenecarboxylic acid with formic acid in the presence of a suitable catalyst, such as p-toluenesulfonic acid. The reaction involves esterification and the introduction of a formyl group, yielding a yield of around 75-85%. The product is purified by recrystallization from an appropriate solvent.

What industries use 5-Formyl-2-thiophenecarboxylic acid (CAS: 4565-31-5)?

5-Formyl-2-thiophenecarboxylic acid is used in various industries, including pharmaceuticals, where it serves as a precursor in the synthesis of drug candidates. It also finds applications in polymers for functionalization, sensors for detecting organic compounds, and semiconductors for doping purposes. Its unique chemical properties make it a versatile reagent in organic chemistry research.

What precautions should be taken when handling 5-Formyl-2-thiophenecarboxylic acid (CAS: 4565-31-5)?

When handling 5-Formyl-2-thiophenecarboxylic acid, ensure proper Personal Protective Equipment (PPE) including gloves, safety glasses, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and moisture. Fume hoods should be used during handling and synthesis to minimize exposure. In case of a spill, neutralize the acid with a base and dispose of the waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information and guidelines.