Methyl 2-bromobutyrate

Base Information

• Chemical Name: Methyl 2-bromobutyrate
• CAS No.: 3196-15-4
• Deprecated CAS: 69043-96-5
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.029
• Hs Code.: 29159000
• European Community (EC) Number: 221-699-0
• NSC Number: 21974
• DSSTox Substance ID: DTXSID50863122
• Nikkaji Number: J125.369G
• Mol file: 3196-15-4.mol

Synonyms:Methyl 2-bromobutyrate;3196-15-4;Methyl 2-bromobutanoate;2-Bromobutyric Acid Methyl Ester;Butanoic acid, 2-bromo-, methyl ester;Methyl-2-bromobutyrate;69043-96-5;METHYL2-BROMOBUTYRATE;alpha-bromobutyric acid methyl ester;EINECS 221-699-0;MFCD00009666;NSC 21974;2-Bromobutyricacidmethylester;Methyl bromobutyrate;methyl-2-bromobutanoate;Methylaethylbromessigester;methyl alpha-bromobutyrate;dl-Methyl 2-bromobutyrate;Methyl 2-bromobutanoate #;2-bromobutyrate-methyl ester;SCHEMBL532563;Methyl 2-bromobutyrate, 97%;a-Bromobutanoic acid methyl ester;DTXSID50863122;2-bromo-butyric acid methyl ester;2-Bromobutanoic acid methyl ester;NSC21974;NSC-21974;AKOS001270829;AKOS016842317;CS-W017174;AS-18287;AM20090460;B1462;FT-0611545;FT-0628433;EN300-24393;H11989;Q-201370;F2190-0282

Chemical Property of Methyl 2-bromobutyrate

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 1.43mmHg at 25°C
• Melting Point: 116 °C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 171 °C at 760 mmHg
• Flash Point: 58.4 °C
• PSA: 26.30000
• Density: 1.413 g/cm³
• LogP: 1.33290
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol and ether, slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.97859
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-bromobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi, F
• Hazard Codes: C,Xi,F
• Statements: 34-38-11
• Safety Statements: 26-36/37/39-45-24-16-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C(=O)OC)Br
• Uses: Methyl 2-bromobutyrate is used in the synthesis of racemic indene ester via Reformatsky reaction with 5-methoxy-1-indanone. (E)-2-methoxymethylene-butyric acid methyl ester via reformatsky reaction with α,α-dichloromethyl methyl ether in the presence of zinc dust. Methyl 2-bromobutyrate has been employed as reagent in the synthesis of: racemic indene ester via Reformatsky reaction with 5-methoxy-1-indanone(E)-2-methoxymethylene-butyric acid methyl ester via Reformatsky reaction with α,α-dichloromethyl methyl ether in the presence of zinc dust(E)-2-methoxymethylene-butyryl chloride

Technology Process of Methyl 2-bromobutyrate

There total 12 articles about Methyl 2-bromobutyrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

methanol (67-56-1) + 2-Bromobutyric acid (80-58-0) → Methyl 2-bromobutyrate (3196-15-4,69043-96-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In diethyl ether; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja5109084

Reference yield:

butyryl chloride (141-75-3) → Methyl 2-bromobutyrate (3196-15-4,69043-96-5)

Guidance literature:

With bromine; Erwaermen des Reaktionsprodukts mit Methanol;

DOI:10.1002/ardp.19592921102

Reference yield:

→ Methyl 2-bromobutyrate (3196-15-4,69043-96-5)

Guidance literature:

With bromine;

upstream raw materials:

butyryl chloride

methanol

butyric acid

2-bromobutanoyl chloride

Downstream raw materials:

2-pentachlorophenoxy-butyric acid methyl ester

methyl 2-ethyl-3-oxohexanoate

2-(2-iodo-phenoxy)-butyric acid

2-(4-iodo-phenoxy)-butyric acid