Methyl 2,5-dibromonicotinate

Basic Information

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CAS Number

78686-82-5

Molecular Formula

C7H5Br2NO2

Molecular Weight

294.93 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=C(N=CC(=C1)Br)Br

InChI

InChI=1S/C7H5Br2NO2/c1-12-7(11)5-2-4(8)3-10-6(5)9/h2-3H,1H3

InChIKey

PHGNHPIJCKMPTI-UHFFFAOYSA-N

LogP

2.3932

Topological Polar Surface Area

39.19 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

177

Synonyms & References

English

3-Pyridinecarboxylic acid, 2,5-dibromo-, methyl ester
METHYL 2,5-DIBROMO-3-PYRIDINECARBOXYLATE
SCHEMBL20872624
FT-0724312
2,5-DIBROMOPYRIDINE-3-CARBOXYLIC ACID METHYL ESTER
DTXSID30506560
METHYL 2,5-DIBROMOPYRIDINE-3-CARBOXYLATE
AKOS016846022
Methyl 2,5-dibromonicotinate
P11748
78686-82-5
AS-19886
Methyl2,5-dibromonicotinate
MFCD14698023
PB26964
CS-0053813
Methyl 2,5-dibromo-3-pyridinecarboxylate
Methyl 2,5-dibromonicotite
methyl 2,5-dibromopyridine-3-carboxylate
2,5-DIBROMO-NICOTINIC ACID METHYL ESTER
AK-68867
KB-255294

MDL Number

MFCD14698023

FAQ

What are the physical and chemical properties of Methyl 2,5-dibromonicotinate (CAS: 78686-82-5)?

Methyl 2,5-dibromonicotinate (CAS: 78686-82-5) is a crystalline solid with a molecular weight of approximately 380.02 g/mol. It is sparingly soluble in water but dissolves easily in organic solvents like ethanol and acetone. This compound is highly reactive towards nucleophiles and electrophiles. It exhibits strong electrophilic bromine substituents which can undergo substitution reactions under various conditions.

How is Methyl 2,5-dibromonicotinate (CAS: 78686-82-5) typically synthesized?

Methyl 2,5-dibromonicotinate (CAS: 78686-82-5) is typically synthesized by the bromination of methyl nicotinate. This can be achieved using N-bromosuccinimide (NBS) in the presence of a radical initiator like benzoyl peroxide. The reaction yields a mixture of isomers which can be separated by recrystallization. The yield is generally around 70-80%, depending on the purity of starting materials and reaction conditions.

What industries use Methyl 2,5-dibromonicotinate (CAS: 78686-82-5)?

Methyl 2,5-dibromonicotinate (CAS: 78686-82-5) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It also finds application in the production of functionalized organic compounds for use in sensors and semiconductors. Its reactivity towards electrophiles makes it useful in these sectors for creating specific chemical functionalities.

What precautions should be taken when handling Methyl 2,5-dibromonicotinate (CAS: 78686-82-5)?

Handling Methyl 2,5-dibromonicotinate (CAS: 78686-82-5) requires strict safety measures. Always wear personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work in a well-ventilated fume hood to minimize inhalation risk. Store the compound in a cool, dry place away from direct sunlight and heat sources. In case of a spill, immediately clean up using appropriate absorbents and follow standard chemical spill procedures. Always consult the SDS for detailed safety information.