Methyl 2-bromoisovalerate

Base Information

• Chemical Name: Methyl 2-bromoisovalerate
• CAS No.: 26330-51-8
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.056
• Hs Code.: 2915900090
• European Community (EC) Number: 828-615-7
• NSC Number: 21975
• DSSTox Substance ID: DTXSID40281558
• Nikkaji Number: J578.844G
• Mol file: 26330-51-8.mol

Synonyms:Methyl 2-bromoisovalerate;26330-51-8;methyl 2-bromo-3-methylbutanoate;Methyl 2-bromo-3-methylbutyrate;Butanoic acid, 2-bromo-3-methyl-, methyl ester;Methyl 2-broMoisovalerate inverted exclamation mark inverted exclamation mark;NSC21975;SCHEMBL1459718;DTXSID40281558;CKDTYRDFEIGXNO-UHFFFAOYSA-N;MFCD00798412;NSC-21975;AKOS006229761;GS-3331;2-Bromo-3-methylbutyric acid methyl ester;AM20090325;CS-0030485;FT-0651089;EN300-28731;J-016385;J-521956;70332-52-4

Chemical Property of Methyl 2-bromoisovalerate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 1.06mmHg at 25°C
• Refractive Index: 1.454
• Boiling Point: 177 °C at 760 mmHg
• Flash Point: 60.8 °C
• PSA: 26.30000
• Density: 1.345 g/cm³
• LogP: 1.57890
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.99424
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-bromoisovalerate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)Br

Technology Process of Methyl 2-bromoisovalerate

There total 6 articles about Methyl 2-bromoisovalerate 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: 43.0%

methanol (67-56-1) + ((Z)-1-Chloro-3-methyl-but-1-enylsulfanyl)-benzene (83818-65-9) → methyl 2-bromo-3-methylbutanoic ester (69367-52-8,70332-52-4,114528-93-7,26330-51-8)

Guidance literature:

With bromine; at -45 ℃; for 2h;

Reference yield:

2-bromoisovaleric acid (10323-40-7,565-74-2) → methyl 2-bromo-3-methylbutanoic ester (69367-52-8,70332-52-4,114528-93-7,26330-51-8)

Guidance literature:

With sulfuric acid; In methanol; water;

Reference yield:

methanol (67-56-1) + 2-bromoisovaleric acid (10323-40-7,565-74-2) → methyl 2-bromo-3-methylbutanoic ester (69367-52-8,70332-52-4,114528-93-7,26330-51-8)

Guidance literature:

With toluene-4-sulfonic acid; at 65 ℃; for 12h;

DOI:10.1021/acs.orglett.9b03894

upstream raw materials:

methanol

3-methylbutyric acid

((Z)-1-Chloro-3-methyl-but-1-enylsulfanyl)-benzene

2-bromoisovaleric acid

Downstream raw materials:

β-Hydroxy-α-isopropylbenzenpropionsaeure-methylester

2-(Methoxycarbonylamino)isovaleriansaeure-methylester

3-Methyl-2-phenylsulfanyl-butyric acid ethyl ester

methyl 3-methyl-2-(phenylthio)butanoate

Refernces

• 1、 Forti, Luca. "Stereoselective dehydrobromination of alkyl α-Br α-Cl-carboxylates". . p. 3023 - 3026. Retrieved 2007/10/02.
• 2、 Fortes, C. C.,Chaves, M. H.. "SOLVOLYSIS OF 1-CHLORO-1-ALKENYL PHENYL SULFIDES. SYNTHESIS OF α-BROMO PHENYL THIOCARBOXYLIC ESTERS, α-BROMO ALKYL CARBOXYLIC ESTERS AND α-PHENYLTHIO METHYL CARBOXYLIC ESTERS". . p. 751 - 762. Retrieved 2007/10/02.