815-51-0

Basic information

• Product Name: 1,3-Dibromo-2-butanone
• Synonyms: 1,3-Dibromo-2-butanone
• CAS NO: 815-51-0
• Molecular Formula: C₄H₆Br₂O
• Molecular Weight: 0
• Mol File: 815-51-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Dibromo-2-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dibromo-2-butanone(815-51-0)
• EPA Substance Registry System: 1,3-Dibromo-2-butanone(815-51-0)

Safety Data

• Hazardous Substances Data: 815-51-0(Hazardous Substances Data)

Usage

Physical state

Liquid

Color

Pale yellow to brown

Odor

Strong, pungent

Uses

a. Intermediate in the synthesis of pharmaceuticals and agrochemicals
b. Reagent in organic synthesis
c. Cross-linking agent in the production of resins and polymers

Upstream product

• 1271-66-5 dimethyltitanocene 
• 758-96-3 N,N-dimethyl-propanamide 

Downstream Products

• 503-64-0 (Z)-but-2-enoic acid 
• 78-93-3 butanone 
• 1285536-88-0 [4-(1-bromo-ethyl)-thiazol-2-yl]-phenyl-amine 
• 3724-65-0 2-butenoic acid 

Relevant articles and documents

Bromination of enamines from tertiary amides using the petasis reagent: A convenient one-pot regioselective route to bromomethyl ketones

An original one-pot synthesis of bromomethyl ketones is achived using the Petasis reagent (dimethyltitanocene) as a key for enamine generation. Several amides were used to test the limits of the procedure by changing either the alkyl chain R or the amino portion of the starting materials. The enamines generated in situ were allowed to react with bromine at low temperature followed by hydrolysis to yield bromomethyl ketones in excellent yields (85 to 95%). Mechanistic details and optimum conditions for the reaction are briefly discussed. The present approach offers several advantages such as regioselectivity in enamine formation, good yields, mild reaction conditions, and ease of experimentation.