3-Methyl-2-hexenoic acid

Base Information

• Chemical Name: 3-Methyl-2-hexenoic acid
• CAS No.: 27960-21-0
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 2916190090
• European Community (EC) Number: 696-310-4,848-137-2
• UNII: Q98FU4WJ65
• DSSTox Substance ID: DTXSID701020850
• Nikkaji Number: J564.229I,J799.503B
• Wikipedia: Trans-3-Methyl-2-hexenoic_acid
• Wikidata: Q3487540
• Metabolomics Workbench ID: 1133
• Mol file: 27960-21-0.mol

Synonyms:3-methyl-2-hexenoic acid;3-methyl-2-hexenoic acid, (2E)-;trans-3-methyl-2-hexenoic acid

Chemical Property of 3-Methyl-2-hexenoic acid

Chemical Property:

• Vapor Pressure: 0.0319mmHg at 25°C
• Melting Point: -9.25°C (estimate)
• Refractive Index: 1.456
• Boiling Point: 225.2 °C at 760 mmHg
• PKA: 5.20±0.33(Predicted)
• Flash Point: 132 °C
• PSA: 37.30000
• Density: 0.97 g/cm³
• LogP: 1.81740
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98%Min ^*data from raw suppliers

(2E)-3-Methyl-2-hexenoicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=CC(=O)O)C
• Isomeric SMILES: CCC/C(=C/C(=O)O)/C

Technology Process of 3-Methyl-2-hexenoic acid

There total 5 articles about 3-Methyl-2-hexenoic acid 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:

(rac)-3-methyl-2-hexenoic acid ethyl ester (22210-21-5) → trans-3-methyl-2-hexenoic acid (27960-21-0)

Guidance literature:

With potassium hydroxide; In ethanol; for 1h; Heating;

DOI:10.1021/ja00432a038

Reference yield:

2-Pentanone (107-87-9) → trans-3-methyl-2-hexenoic acid (27960-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran

2: aq. KOH / ethanol / 1 h / Heating

With potassium hydroxide; sodium hydride; In tetrahydrofuran; ethanol;

DOI:10.1021/ja00432a038

Reference yield:

Methyl diethylphosphonoacetate (1067-74-9) + 2-Pentanone (107-87-9) → trans-3-methyl-2-hexenoic acid (27960-21-0)

Guidance literature:

Multistep reaction; (i) NaOMe, MeOH, (ii) aq. NaOH;

DOI:10.1021/ja00723a037

upstream raw materials:

(rac)-3-methyl-2-hexenoic acid ethyl ester

3-Methylbutenoic acid

ethyl iodide

Methyl diethylphosphonoacetate

Downstream raw materials:

(E)-3-methyl-hex-2-enoic acid methyl ester

(E)-3-methylhex-2-en-1-ol

Refernces

• 1、 Armstrong, Frank B.,Lipscomb, Elizabeth L.,Crout, David H. G.,Morgan, Phillip J.. "Structure-Activity Studies with the αβ-Dihydroxyacid Dehydratase of Salmonella typhimurium". . p. 691 - 696. Retrieved 2007/10/02.
• 2、 Smith,Leong. "Methods for the preparation of trans-3-methyl-2-hexenoic acid, the malodorous component of schizophrenics' sweat.". . p. 316 - 317. Retrieved 2007/10/12.