Methyl 2-bromohexanoate

Base Information

• Chemical Name: Methyl 2-bromohexanoate
• CAS No.: 5445-19-2
• Deprecated CAS: 70288-61-8
• Molecular Formula: C7H13BrO2
• Molecular Weight: 209.083
• Hs Code.: 29159000
• European Community (EC) Number: 226-643-9
• NSC Number: 21976
• DSSTox Substance ID: DTXSID9052715
• Nikkaji Number: J106.087B
• Mol file: 5445-19-2.mol

Synonyms:2-Bromohexanoic acid methyl ester;Methyl 2-bromocaproate;Methyl a-bromocaproate;NSC 21976;

Chemical Property of Methyl 2-bromohexanoate

Chemical Property:

• Appearance/Colour: Clear, colourless liquid
• Vapor Pressure: 0.411mmHg at 25°C
• Melting Point: < -10ºC
• Refractive Index: n20/D 1.455
• Boiling Point: 195.9 °C at 760 mmHg
• Flash Point: 80.6 °C
• PSA: 26.30000
• Density: 1.297 g/cm³
• LogP: 2.11310
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 208.00989
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-Bromohexanoate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(C(=O)OC)Br
• Uses: Methyl 2-bromohexanoate was used in the synthesis of 2-butyl-2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one.

Technology Process of Methyl 2-bromohexanoate

There total 22 articles about Methyl 2-bromohexanoate 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: 80.0%

methanol (67-56-1) + hexanal (66-25-1) → methyl 2-bromohexanoate (5445-19-2) + methyl hexanoate (106-70-7)

Guidance literature:

hexanal; With ammonium cerium (IV) nitrate; lithium bromide; In neat liquid;

methanol; In neat liquid; at 35 - 40 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2016.12.036

Reference yield: 72.0%

methyl 2-acetyl-2-bromohexanoate (73621-73-5) → methyl 2-bromohexanoate (5445-19-2)

Guidance literature:

With lithium perchlorate; triethylamine; In diethyl ether; for 5h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00260-3

Reference yield: 70.0%

methyl α-butylacetoacetate (32798-42-8) → methyl 2-bromohexanoate (5445-19-2)

Guidance literature:

With sodium acetate; sodium bromide; In methanol; at 15 ℃; Electrochemical reaction;

DOI:10.1055/s-2002-34839

upstream raw materials:

diazomethane

2-bromohexanoic acid

methanol

2-bromohexanoyl chloride

Downstream raw materials:

2-phenyl-4-hydroxy-5-butylthiazole

2-(2,4-diiodo-6-methylcarbamoyl-phenoxy)-hexanoic acid methyl ester

7,9-dibromo-2-butyl-4-methyl-benzo[f][1,4]oxazepine-3,5-dione

2-(2,4-dibromo-6-methylcarbamoyl-phenoxy)-hexanoic acid methyl ester

Refernces

• 1、 Nikishin, Gennady I.,Kapustina, Nadezhda I.,Sokova, Lyubov L.,Bityukov, Oleg V.,Terent'ev, Alexander O.. "One-pot oxidative bromination – Esterification of aldehydes to 2-bromoesters using cerium (IV) ammonium nitrate and lithium bromide". supporting information. p. 352 - 354. Retrieved 2017/01/03.
• 2、 Spanik, Ivan,Kaceriakova, Darina,Krupcik, Jan,Armstrong, Daniel Wayne. "GC separation of enantiomers of alkyl esters of 2-bromo substituted carboxylic acids enantiomers on 6-tbdms-2,3-di-alkyl- β- And γ-cyclodextrin stationary phases". . p. 279 - 285. Retrieved 2014/06/09.