6-Methyl-5-oxoheptanoic acid

Base Information

• Chemical Name: 6-Methyl-5-oxoheptanoic acid
• CAS No.: 40564-61-2
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80483953
• Wikidata: Q82321839
• Mol file: 40564-61-2.mol

Synonyms:6-METHYL-5-OXOHEPTANOIC ACID;40564-61-2;MFCD02260880;6-METHYL-5-OXOHEPTANOICACID;SCHEMBL10299251;DTXSID80483953;AKOS006277749

Chemical Property of 6-Methyl-5-oxoheptanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 291.903°C at 760 mmHg
• Flash Point: 144.572°C
• PSA: 54.37000
• Density: 1.036g/cm³
• LogP: 1.46640
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

6-Methyl-5-oxoheptanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)CCCC(=O)O

Technology Process of 6-Methyl-5-oxoheptanoic acid

There total 12 articles about 6-Methyl-5-oxoheptanoic 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: 56.0%

glutaric anhydride, (108-55-4) + isopropylmagnesium bromide (920-39-8) → 5-keto-6-methylheptanoic acid (40564-61-2)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 10h; Reflux;

DOI:10.1021/ja408031s

Reference yield: 28.0%

1-isopropylcyclopentene-1 ozonide (73267-98-8) → 5-keto-6-methylheptanoic acid (40564-61-2) + 1-(2-methylethyl)-2,3,5,6,11-pentaoxa-4-exo-(4-keto-5-methylhexyl)bicyclo<5.3.1>undecane (73258-11-4) + trans-3,6-bis(4-keto-5-methylhexyl)-1,2,4,5-tetroxane (73258-09-0)

Guidance literature:

With antimonypentachloride; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/ja00521a045

Reference yield: 28.0%

2-isopropylidenecyclopentan-1-one (2758-17-0) → 5-keto-6-methylheptanoic acid (40564-61-2)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; Ambient temperature; overnight;

DOI:10.1002/jhet.5570250550

upstream raw materials:

2-(2-cyano-ethyl)-4-methyl-3-oxo-valeric acid ethyl ester

2-isobutyryl-glutaric acid diethyl ester

2,2-dimethyl-1,3-cyclohexanedione

2-isopropylidenecyclopentan-1-one

Downstream raw materials:

ethyl 5-(4-chlorobenzylimino)-6-methylheptanoate

ethyl 5-(4-fluorobenzylimino)-6-methylheptanoate

ethyl 5-(4-chlorobenzylamino)-6-methylheptanoate

ethyl 5-(4-fluorobenzylamino)-6-methylheptanoate

Refernces

• 1、 Guijarro, David,Pablo, Oscar,Yus, Miguel. "Synthesis of γ-, δ-, and ε-lactams by asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters". . p. 3647 - 3654. Retrieved 2013/05/22.
• 2、 Berthelot,Vaccher,Devergnies,Flourquet,Debaert. "Synthesis and studies of piperidinone, the major metabolite of a new antidepressant drug S 3344". . p. 1525 - 1529. Retrieved 2007/10/02.