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

Description

Methyl 2,4-dibromobutyrate is an organic compound characterized by the presence of two bromine atoms at the 2nd and 4th carbon positions of a butyrate ester. It is a versatile reagent in organic synthesis, known for its ability to participate in various chemical reactions due to its unique structural features.

Uses

Used in Pharmaceutical Industry:
Methyl 2,4-dibromobutyrate is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its ability to react with different reagents makes it a valuable building block in the synthesis of complex molecules with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, Methyl 2,4-dibromobutyrate serves as a key reactant in the synthesis of novel compounds with potential applications in various industries. Its unique structural features allow for the exploration of new reaction pathways and the development of innovative synthetic strategies.
Used in the Preparation of Azetidine-2-carboxylic Amide Derivatives:
Methyl 2,4-dibromobutyrate is used as a starting material in the preparation of stereoisomers of azetidine-2-carboxylic amide derivatives. These derivatives have potential applications in the development of new drugs and pharmaceutical agents, highlighting the importance of Methyl 2,4-dibromobutyrate in the field of medicinal chemistry.

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

Upstream product

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

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.