70288-65-2

Basic information

• Product Name: Methyl 2,4-dibromobutyrate
• Synonyms: BUTANOIC ACID, 2,4-DIBROMO-METHYL ESTER;METHYL 2,4-DIBROMOBUTANOATE;METHYL 2,4-DIBROMOBUTYRATE;2,4-DibroMo Methyl butyrate;Methyl 2,4-dibromobutyrate >=97.0% (GC)
• CAS NO: 70288-65-2
• Molecular Formula: C5H8Br2O2
• Molecular Weight: 259.92
• Product Categories: C2 to C5;Carbonyl Compounds;Esters
• Mol File: 70288-65-2.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 236.9ºC at 760 mmHg
• Flash Point: 97.1ºC
• Appearance: /
• Density: 1.840 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0463mmHg at 25°C
• Refractive Index: 1.512
• Storage Temp.: 2-8°C
• BRN: 1757129
• CAS DataBase Reference: Methyl 2,4-dibromobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,4-dibromobutyrate(70288-65-2)
• EPA Substance Registry System: Methyl 2,4-dibromobutyrate(70288-65-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3334
• WGK Germany: 3
• F: 19
• Hazardous Substances Data: 70288-65-2(Hazardous Substances Data)

Usage

Uses

Methyl 2,4-dibromobutyrate was used in the preparation of stereoisomers of azetidine-2-carboxylic amide derivative.

General Description

Methyl 2,4-dibromobutyrate reacts with sodium azide in dimethylformamide to yield 2-azido-4-bromobutyrate.

InChI:InChI=1/C5H8Br2O2/c1-9-5(8)4(7)2-3-6/h4H,2-3H2,1H3

Upstream product

• 67-56-1 methanol 
• 52412-07-4 2,4-dibromo-butyryl bromide 
• 29547-04-4 methyl 2,4-dibromobutanoate 
• 82820-87-9 2,4-dibromobutanoyl chloride 
• 96-48-0 4-butanolide 

Relevant articles and documents

Synthesis of optically active 2-substituted azetidine-2-carbonitriles from chiral 1-arylethylamineviaα-alkylation ofN-borane complexes

The base-promoted α-alkylation ofN-((S)-1-arylethyl)azetidine-2-carbonitriles3viaformation of theirN-borane complexes4was investigated. For example, treatment of diastereomerically pure boraneN-((S)-1′-(4′′-methoxyphenyl)ethyl)azetidine-2-carbonitrile complex (1S,2S,1′S)-4bwith 1.2 equivalents of LDA at ?78 °C followed by 1.3 equivalents of benzyl bromide at ?78 °C and warming to room temperature produced α-benzylated (2S,1′S)-5bain 72% yield and (2R,1′S)-5bain 2% yield. A mechanism for this diastereoselective α-alkylation was proposed. Our method enables the production of optically active 2-substituted azetidine-2-carbonitriles, such as α-benzylated (S)-10aand (R)-10a, starting from commercially available (S)-(1-(4-methoxyphenyl)ethyl)amine.

Synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine

The invention relates to a synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine. 1,4-butyrolactone, ethyl 4-bromobutyrate and 5-fluoro-2-mercaptopyridine are used as raw materials to prepare 5-fluoro-2-(1-bromocyclopropyl) pyridine through eleven steps of reaction. A synthetic route of the 5-fluoro-2-(1-bromocyclopropyl) pyridine is as follows: (as described in the specification). The invention has the advantages that the synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine improves the yield and provides an efficient synthesis method for the synthesis of the compound.

An efficient synthesis of 1-bromo-1-cyanocyclopropane

An efficient process for the synthesis of 1-bromo-1-cyanocyclopropane has been developed starting from inexpensive γ-butyrolactone via bromination, cyclisation, ammoniation and dehydration reaction. The sequence proceeds in good yield.