4-Methyloctan-4-olide

Base Information

• Chemical Name: 4-Methyloctan-4-olide
• CAS No.: 3285-00-5
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Hs Code.: 2932209090
• European Community (EC) Number: 221-934-7
• NSC Number: 141827
• DSSTox Substance ID: DTXSID30863145
• Nikkaji Number: J262.386B
• Mol file: 3285-00-5.mol

Synonyms:4-Methyloctan-4-olide;3285-00-5;5-butyl-5-methyloxolan-2-one;2(3H)-Furanone, 5-butyldihydro-5-methyl-;EINECS 221-934-7;NSC141827;4-Methyl-4-octanolide;5-butyl-5-methyldihydrofuran-2(3H)-one;DTXSID30863145;NSC 141827;NSC-141827;5-Butyldihydro-5-methyl-3H-furan-2-one;F87953

Chemical Property of 4-Methyloctan-4-olide

Chemical Property:

• Vapor Pressure: 0.0492mmHg at 25°C
• Boiling Point: 235.7°Cat760mmHg
• Flash Point: 90.1°C
• PSA: 26.30000
• Density: 0.945g/cm³
• LogP: 2.27230
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1(CCC(=O)O1)C

Technology Process of 4-Methyloctan-4-olide

There total 13 articles about 4-Methyloctan-4-olide 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: 94.0%

n-butyl magnesium bromide (693-03-8) + 4-oxopentanoic acid ethyl ester (539-88-8) → dihydro-5-butyl-5-methyl-2-(3H)-furanone (3285-00-5)

Guidance literature:

In diethyl ether; benzene; at -5 - 0 ℃; for 0.25h;

DOI:10.1021/jo071104w

Reference yield: 89.0%

1-iodo-butane (542-69-8) + 4-oxopentanoic acid ethyl ester (539-88-8) → dihydro-5-butyl-5-methyl-2-(3H)-furanone (3285-00-5)

Guidance literature:

With (η5-C5H5)2Sm; oxonium; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0022-328X(00)99769-9

Reference yield: 80.0%

1-methyl-1-vinyl-1-pentanol (24424-68-8) + carbon monoxide (201230-82-2) → dihydro-5-butyl-5-methyl-2-(3H)-furanone (3285-00-5) + 5-Butyl-5-methyl-tetrahydro-furan-2-ol (123171-32-4)

Guidance literature:

With pyridine; xanth-9-one; bis(2,4-acetylacetonate)cobalt(II); hydrogen; In tetrahydrofuran; under 760 Torr; Ambient temperature; Irradiation;

upstream raw materials:

n-butyl magnesium bromide

4-oxopentanoic acid ethyl ester

4-Benzenesulfonyl-5-butyl-5-methyl-dihydro-furan-2-one

1-p-chlorophenylsulphonylimino-2,3-dihydro-9-methyl-1H-pyrrolo<1,2-a>indole

Downstream raw materials:

(+/-)-Ethyl 4-methyloctanoate

4-methyloctan-1-ol

4-methyl-octane-1,4-diol

4-methyl-octanoic acid-(4-methyl-octyl ester)

Refernces

• 1、 Reddy, Maddi Sridhar,Kumar, Yalla Kiran,Thirupathi, Nuligonda. "A new synthesis of γ-butyrolactones via AuCl3- or Hg(II)-catalyzed intramolecular hydroalkoxylation of 4-bromo-3-yn-1-ols". . p. 824 - 827. Retrieved 2012/04/05.
• 2、 Chow, Yuan L.,Huang, Yu-Jin,Dragojlovic, Veljko. "A new synthesis of lactones from tertiary alkenylcarbinols by cobalt-catalyzed photocarbonylation under ambient conditions". . p. 740 - 742. Retrieved 2007/10/02.