Methyl 2-bromo-4-methylpentanoate

Base Information

• Chemical Name: Methyl 2-bromo-4-methylpentanoate
• CAS No.: 61837-46-5
• Molecular Formula: C7H13BrO2
• Molecular Weight: 209.083
• Hs Code.: 2915900090
• European Community (EC) Number: 817-774-8
• Nikkaji Number: J456.606H
• Mol file: 61837-46-5.mol

Synonyms:Methyl 2-bromo-4-methylpentanoate;61837-46-5;2-Bromo-4-methylpentanoic Acid Methyl Ester;Pentanoic acid, 2-bromo-4-methyl-, methyl ester;SCHEMBL936362;Methyl2-bromo-4-methylpentanoate;SRPGFJDOALJGMR-UHFFFAOYSA-N;Methyl-2-bromo-4-methylpentanoate;MFCD00043896;AT31666;2-bromo-4-methyl valeric acid methyl ester;FT-0762181;2-bromo-4-methyl-pentanoic acid methyl ester;EN300-207798

Chemical Property of Methyl 2-bromo-4-methylpentanoate

Chemical Property:

• Boiling Point: 78-80 °C(Press: 17 Torr)
• PSA: 26.30000
• Density: 1.294±0.06 g/cm3(Predicted)
• LogP: 1.96900
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 208.00989
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4-methylpentanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OC)Br
• Uses: 2-Bromo-4-methylpentanoic Acid Methyl Ester, can be used in the synthesis of series of amino acids, under solid-liquid phase-transfer catalysis conditions.

Technology Process of Methyl 2-bromo-4-methylpentanoate

There total 12 articles about Methyl 2-bromo-4-methylpentanoate 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: 100.0%

methanol (67-56-1) + 4-Methylpentanoic acid (646-07-1) → methyl-2-bromo-4-methylpentanoate (61837-46-5)

Guidance literature:

4-Methylpentanoic acid; With bromine; phosphorus tribromide; at 20 - 80 ℃; Inert atmosphere;

methanol; for 2h; Reflux;

DOI:10.1002/ejoc.201001403

Reference yield: 68.0%

→ methyl-2-bromo-4-methylpentanoate (61837-46-5)

Guidance literature:

Reference yield:

LEUCINE (328-39-2,21675-61-6,25248-98-0,70-45-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl-2-bromo-4-methylpentanoate (61837-46-5)

Guidance literature:

LEUCINE; With hydrogen bromide; potassium bromide; sodium nitrite; In water; at 0 ℃;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; dichloromethane; at 20 ℃; for 0.166667h;

upstream raw materials:

methanol

4-Methylpentanoic acid

4-methylvaleroyl chloride

2-bromo-4-methylpentanoyl chloride

Downstream raw materials:

2-(3-bromo-phenoxy)-4-methyl-pentanoic acid methyl ester

2-(3-bromo-phenylsulfanyl)-4-methyl-pentanoic acid methyl ester

2-(2-bromo-phenylsulfanyl)-4-methyl-pentanoic acid methyl ester

methyl 2-[1-(4-bromophenyl)-2,2,2-trifluoroethoxy]-4-methylpentanoate

Refernces

• 1、 Badiola, Eider,Fiser, Bla,Gmez-Bengoa, Enrique,Mielgo, Antonia,Olaizola, Iurre,Urruzuno, Iaki,Garca, Jess M.,Odriozola, Jos M.,Razkin, Jess,Oiarbide, Mikel,Palomo, Claudio. "Enantioselective construction of tetrasubstituted stereogenic carbons through bronsted base catalyzed michael reactions: α′-hydroxy enones as key enoate equivalent". supporting information. p. 17869 - 17881. Retrieved 2015/02/19.
• 2、 Geant, Pierre-Yves,Martinez, Jean,Salom-Roig, Xavier J.. "Highly enantioselective access to α-dibenzylamino ketones from chiral nonracemic α-bromo α′-sulfinyl ketones by dynamic kinetic resolution: Synthesis of (2R,1′S)-2-[1-(dibenzylamino)alkyl]oxiranes". experimental part. p. 1300 - 1309. Retrieved 2011/04/17.