Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate

Basic Information

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CAS Number

178876-86-3

Molecular Formula

C7H6BrNO3

Molecular Weight

232.03 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

SMILES

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COC(=O)C1=CC=C(C(=O)N1)Br

InChI

InChI=1S/C7H6BrNO3/c1-12-7(11)5-3-2-4(8)6(10)9-5/h2-3H,1H3,(H,9,10)

InChIKey

OZVOYEXCBCAMNC-UHFFFAOYSA-N

LogP

0.9239999999999999

Topological Polar Surface Area

59.160000000000004 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

293

Synonyms & References

English

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate
methyl 5-bromo-1,6-dihydro-6-oxopyridine-2-carboxylate
methyl 5-bromo-6-oxo-1H-pyridine-2-carboxylate
methyl5-bromo-6-hydroxypicolinate
5-Bromo-1,6-dihydro-6-oxo-2-pyridinecarboxylic acid methyl ester
methyl 5-bromo-6-hydroxypicolinate
AK100454
OZVOYEXCBCAMNC-UHFFFAOYSA-N
9374AA
SB21363
FCH4159224
AX8241403
ST24025419
Methyl 3-bromo-2-hydroxy-6-pyridinecarboxylate
Methyl 5-bromo-6-hydroxypyridine-2-carboxylate
methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate
MFCD16036911
2-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-6-oxo-, methyl ester
DTXSID40443119
CS-W006157
DS-3527
DA-32361
O11956
SCHEMBL11916705
AKOS016002631
SY042915
178876-86-3
Methyl 5-bromo-6-oxo-1H-pyridine-2-carboxylate

MDL Number

MFCD16036911

Customs Code

2933399090

FAQ

What are the physical and chemical properties of Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate (CAS: 178876-86-3)?

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate is a white crystalline solid with a molecular weight of approximately 296.06 g/mol. It has good solubility in organic solvents like acetone and ethyl acetate but is sparingly soluble in water. Chemically, it is reactive towards nucleophiles and can undergo substitution reactions. The compound is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

How is Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate (CAS: 178876-86-3) typically synthesized?

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate is typically synthesized via the bromination of methyl 6-oxo-1,6-dihydropyridine-2-carboxylate using N-bromosuccinimide (NBS) in the presence of a suitable catalyst like azobisisobutyronitrile (AIBN). This process yields a high selectivity towards bromination and provides good yields. The reaction is usually carried out in an inert solvent such as dichloromethane under UV light conditions.

What industries use Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate (CAS: 178876-86-3)?

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate is used in the pharmaceutical industry for the synthesis of various biologically active compounds. It is also utilized in the chemical industry for applications in polymers and materials science, particularly in the development of sensors and semiconductors due to its unique chemical reactivity and functional groups.

What precautions should be taken when handling Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate (CAS: 178876-86-3)?

When handling Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated fume hood to minimize inhalation risk. In case of a spill, immediately cover the spill with absorbent material and dispose of it according to local hazardous waste regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.