6-Methyl-6-heptenoic acid

Base Information

• Chemical Name: 6-Methyl-6-heptenoic acid
• CAS No.: 5212-67-9
• Molecular Formula: C8H14O2
• Molecular Weight: 142.19600
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID40600624
• Wikidata: Q82496794
• Mol file: 5212-67-9.mol

Synonyms:6-METHYL-6-HEPTENOIC ACID;5212-67-9;6-Methylhept-6-enoic acid;6-METHYL-6-HEPTENOICACID;MFCD02259907;6-Methyl-hept-6-enoic Acid;SCHEMBL2071973;DTXSID40600624;LLEPSQPKESZELY-UHFFFAOYSA-N;AKOS006276031;DB-197300

Chemical Property of 6-Methyl-6-heptenoic acid

Chemical Property:

• Vapor Pressure: 0.0189mmHg at 25°C
• Boiling Point: 233.9oC at 760 mmHg
• Flash Point: 131.3oC
• PSA: 37.30000
• Density: 0.947g/cm3
• LogP: 2.20750
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

97% ^*data from raw suppliers

6-methyl-6-heptenoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCCCC(=O)O

Technology Process of 6-Methyl-6-heptenoic acid

There total 13 articles about 6-Methyl-6-heptenoic 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: 84.0%

ethyl 6-methyl-6-heptenoate (166533-72-8) → 6-methyl-hept-6-enoic acid (5212-67-9)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 4h; Reflux;

DOI:10.1002/anie.201106592

Reference yield: 84.0%

→ 6-methyl-hept-6-enoic acid (5212-67-9)

Guidance literature:

DOI:10.1002/anie.201106592

Reference yield: 78.0%

6-oxoheptanoic acid (3128-07-2) + Methyltriphenylphosphonium bromide (1779-49-3) → 6-methyl-hept-6-enoic acid (5212-67-9)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In hexane; dimethyl sulfoxide; at 20 ℃; for 1h;

6-oxoheptanoic acid; With n-butyllithium; In tetrahydrofuran; hexane; dimethyl sulfoxide; at 20 ℃; for 48h; Further stages.;

DOI:10.1002/chem.200701143

upstream raw materials:

6-Methylhept-6-enenitrile

2-(Bromomethyl)-2-methylcyclohexanone

2-methyl-<<<(4-methylphenyl)sulfonyl>oxy>methyl>cyclohexanone

ethyl 6-methyl-6-heptenoate

Downstream raw materials:

(S)-3-(6-methylhept-6-enoyl)-4-phenyloxazolidin-2-one

(2'S,4S)-3-(2,6-dimethylhept-6-enoyl)-4-phenyloxazolidin-2-one

(R)-1-Furan-2-yl-6-methyl-2-trityloxymethyl-hept-6-en-1-ol

(S)-1-Furan-2-yl-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-2-(4-methyl-pent-4-enyl)-propane-1,3-dione

Refernces

• 1、 -. "Synthetic method of terminal carboxylic acid". Paragraph 0151-0154. . Retrieved 2019/11/21.
• 2、 Alhamadsheh, Mamoun M.,Gupta, Shuchi,Hudson, Richard A.,Perera, Lalith,Tillekeratne, L. M. Viranga. "Total synthesis and selective activity of a new class of conformationally restrained epothilones". . p. 570 - 581. Retrieved 2008/12/22.