Methyl 3-bromopyridine-4-carboxylate

Methyl 3-bromopyridine-4-carboxylate - Names and Identifiers

Name	3-BROMOISONICOTINIC ACID METHYL ESTER
Synonyms	Methyl 3-bromoisonicotinate Methyl-3-broMoisonicotiMate 3-broMopyridine-4-carboxylate Methyl 3-bromopyridine-4-carboxylate Methyl 3-bromo-4-pyridinecarboxylate 3-BROMOISONICOTINIC ACID METHYL ESTER 3-broMopyridin-4-carboxylic acid Methyl ester 3-BROMOPYRIDINE-4-CARBOXYLIC ACID METHYL ESTER
CAS	59786-31-1

Methyl 3-bromopyridine-4-carboxylate - Physico-chemical Properties

Molecular Formula	C7H6BrNO2
Molar Mass	216.03
Density	1.579
Boling Point	247℃
Flash Point	103℃
pKa	0.76±0.18(Predicted)
Storage Condition	Inert atmosphere,Room Temperature
Refractive Index	1.56

Methyl 3-bromopyridine-4-carboxylate - Risk and Safety

Hazard Symbols	Xi - Irritant
Hazard Class	IRRITANT

Methyl 3-bromopyridine-4-carboxylate - Reference Information

Application

methyl 3-bromoisonicotinate is an important intermediate in organic synthesis, which is mainly used in pharmaceutical production, it is also a good industrial solvent.

synthesis method

3-bromoisonicotinic acid and methanol under the catalysis of solid superacid, methyl 3-bromoisonicotinate was obtained by esterification, and the conversion rate of 3-bromoisonicotinic acid was increased by keeping the excess of methanol, therefore, the halogen atom in the structural formula of the product is easily protonated, and the halogen atom is a strong electron-withdrawing group after protonation, the bromine substituent attached to the halogen atom is also a strong electron-withdrawing group, the carbon atom attached to the bromine substituent shows strong electropositivity. At this time, the methanol oxygen atom in the reaction system shows strong electronegativity due to the lone pair of electrons, the nucleophilic addition reaction takes place on the carbon atom which is easily attacked and attached to the bromine substituent, and then the hydrogen bromide and the proton are removed respectively under the weak alkaline condition to obtain the by-product.

Last Update：2024-04-09 15:16:41