Methyl 3-chloro-1H-pyrrole-2-carboxylate

Basic Information

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CAS Number

226410-00-0

Molecular Formula

C6H6ClNO2

Molecular Weight

159.57 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

Boiling Point

270.6±20.0 ºC (760 Torr),

Flash Point

117.5±21.8 ºC,

SMILES

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COC(=O)C1=C(Cl)C=CN1

InChI

InChI=1S/C6H6ClNO2/c1-10-6(9)5-4(7)2-3-8-5/h2-3,8H,1H3

InChIKey

YFKTWBUEAJFGRQ-UHFFFAOYSA-N

LogP

1.4546999999999999

Topological Polar Surface Area

42.09 Å²

Hydrogen Bond Donor/Acceptor

1 / 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 3-chloro-1H-pyrrole-2-carboxylate
1H-Pyrrole-2-carboxylic acid, 3-chloro-, methyl ester
METHYL 3-CHLOROPYRROLE-2-CARBOXYLATE
3-chloro-1H-pyrrole-2-carboxylic acid methyl ester
YFKTWBUEAJFGRQ-UHFFFAOYSA-N
BCP07269
TRA0009461
PB31974
SY019982
AK109924
ST2413347
AB0058161
Z4450
methyl 3-chloro-1H-pyrrole-2-carboxylate

MDL Number

MFCD20661619

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0)?

Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0) is a white to off-white crystalline solid with a molecular weight of 165.58 g/mol. It has a pKa of approximately 13.6 and is slightly soluble in water but highly soluble in organic solvents like dichloromethane and acetonitrile. This compound is reactive, particularly towards nucleophiles due to the presence of the chloro and carboxylic acid functionalities.

How is Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0) typically synthesized?

Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0) is commonly synthesized via the chlorination of methyl 1H-pyrrole-2-carboxylate using thionyl chloride in the presence of a base such as pyridine. The reaction is typically performed under mild conditions and yields a pure product with good selectivity and yield.

What industries use Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0)?

Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0) is used in the pharmaceutical industry as a precursor for the synthesis of various drug candidates. It also finds applications in the polymer industry, where it serves as a monomer or comonomer. Additionally, it is utilized in the development of sensors and semiconductors due to its electronic properties.

What precautions should be taken when handling Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0)?

When handling Methyl 3-chloro-1H-pyrrole-2-carboxylate (CAS: 226410-00-0), it is crucial to use proper personal protective equipment (PPE) including gloves, goggles, and a lab coat. This compound should be stored in a cool, dry place away from incompatible materials. It should be used in a well-ventilated area or a fume hood to avoid inhalation. In case of spills, it is recommended to dispose of them according to the Material Safety Data Sheet (MSDS) guidelines.