Methyl 4-aminothiophene-2-carboxylate

Basic Information

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CAS Number

89499-43-4

Molecular Formula

C6H7NO2S

Molecular Weight

157.19 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 Amines

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

82-84 ºC

Boiling Point

318.918 °C at 760 mmHg

Density

1.319±0.06 g/cm3 (20 ºC 760 Torr),

Flash Point

146.677 °C

Refractive Index

1.598

SMILES

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COC(=O)C1=CC(=CS1)N

InChI

InChI=1S/C6H7NO2S/c1-9-6(8)5-2-4(7)3-10-5/h2-3H,7H2,1H3

InChIKey

HCRQNZWIOUMCOW-UHFFFAOYSA-N

LogP

1.1169

Topological Polar Surface Area

52.32 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

140

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Methyl 4-aminothiophene-2-carboxylate
2-Thiophenecarboxylicacid, 4-amino-, methyl ester
4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
4-Aminothiophene-2-carboxylic acid methyl ester
Methyl 4-amino-2-thiophenecarboxylate
methyl 4-aminothiophene-2-carboxylate
89499-43-4
DTXSID70444614
EN300-94789
FS-3078
Methyl4-Aminothiophene-2-carboxylate
PB47732
MFCD07368326
Z1198172172
DB-006663
2-Thiophenecarboxylic acid, 4-amino-, methyl ester
ALBB-028479
AKOS005145997
CS-W003378
HCRQNZWIOUMCOW-UHFFFAOYSA-N
SCHEMBL234370
J-522308
2-thiophenecarboxylic acid, 4-amino-, methyl ester, hydrochloride
SY026160

MDL Number

MFCD07368326

Customs Code

2934999090

FAQ

What are the physical and chemical properties of Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4)?

Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4) is a solid with a crystalline form. Its molecular weight is approximately 184.2 g/mol. This compound is slightly soluble in water and more soluble in organic solvents like methanol and ethanol. It is known for its reactivity towards nucleophilic substitution reactions and can form stable ester and amide bonds. It has a melting point around 160-162°C and a boiling point of approximately 270°C at 10 mmHg.

How is Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4) typically synthesized?

Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4) can be synthesized through a one-pot procedure involving thiophenol, methyl acetoacetate, and a catalytic amount of an acid like sulfuric acid. The reaction yields the desired product with good selectivity and up to 85% yield. This method is commonly used in organic synthesis laboratories for the preparation of functionalized thiophenes.

What industries use Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4)?

Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4) finds application in various industries. It is used in pharmaceuticals for the synthesis of biologically active compounds. In the polymer industry, it serves as a monomer for preparing functionalized polymers. Additionally, it is utilized in the development of sensors and semiconductors due to its unique electronic properties.

What precautions should be taken when handling Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4)?

When handling Methyl 4-aminothiophene-2-carboxylate (CAS: 89499-43-4), it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats. This compound should be handled in a well-ventilated area or a fume hood to avoid inhalation of fumes. Spills should be cleaned up with appropriate absorbents and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.