2(3H)-Furanone, 5-ethenyldihydro-5-methyl-

Base Information

• Chemical Name: 2(3H)-Furanone, 5-ethenyldihydro-5-methyl-
• CAS No.: 1073-11-6
• Deprecated CAS: 40478-72-6
• Molecular Formula: C7H10 O2
• Molecular Weight: 126.155
• Hs Code.: 2932209090
• European Community (EC) Number: 214-024-6
• UNII: S2GF56OA97
• DSSTox Substance ID: DTXSID40862523
• Nikkaji Number: J109.966C
• Wikidata: Q27288496
• Metabolomics Workbench ID: 45437
• Mol file: 1073-11-6.mol

Synonyms:5-ethenyl-5-methyloxolan-2-one;1073-11-6;2(3H)-Furanone, 5-ethenyldihydro-5-methyl-;Lavender lactone;5-Ethenyldihydro-5-methyl-2(3H)-furanone;lavander lactone;4-Methyl-5-hexen-4-olide;4-Methyl-4-vinylbutyrolactone;lilac lactone;4-Methyl-4-vinyl-1,4-butanolide;4-Hydroxy-4-methyl-5-hexenoic acid gamma lactone;Dihydro-5-methyl-5-vinyl-2(3H)-furanone;UNII-S2GF56OA97;Dihydro-5-methyl-5-vinylfuran-2(3H)-one;S2GF56OA97;4-Methyl-4-vinyl-4-butanolide;2(3H)-Furanone, dihydro-5-methyl-5-vinyl-;EINECS 214-024-6;.gamma.-Vinyl-.gamma.-valerolactone;2-Vinyl-2-methyltetrahydrofuran-5-one;5-Methyl-5-vinyldihydro-2(3H)-furanone;.gamma.-Methyl-.gamma.-vinyl-.gamma.-butyrolactone;5-Hexenoic acid, 4-hydroxy-4-methyl-, .gamma.-lactone;5-methyl-5-vinyldihydrofuran-2(3h)-one;SCHEMBL919332;(+/-)-LILAC LACTONE;FEMA NO. 4051;DTXSID40862523;LILAC LACTONE, (+/-)-;gamma-methyl-gamma-vinylbutyrolactone;5-Ethenyl-5-methyl-2(3H)-furanone;AKOS015908076;5-methyl-5-vinyl-dihydro-furan-2-one;AS-81102;.GAMMA.-VINYL-GAMMA.-VALEROLACTONE;2(3h)-furanona, 5-etenildihidro-5-metil-;(3H)-Furanone, 5-ethenyldihydro-5-methyl-;4-Methyl-4-hydroxy-5-hexenoic acid lactone;5-Methyl-5-vinyldihydro-2(3H)-furanone #;FT-0778158;5-METHYL-5-VINYLTETRAHYDRO-2-FURANONE;E77591;EN300-1296907;2(3H)-Furanone dihydro-5-methyl-5-vinyl-(8CI);Q27288496;laquo gammaRaquo -vinyl-laquo gammaRaquo -valerolactone;4-HYDROXY-4-METHYL-5-HEXENOIC ACID .GAMMA. LACTONE;4-HYDROXY-4-METHYL-5-HEXENOIC ACID .GAMMA. LACTONE [FHFI]

Chemical Property of 2(3H)-Furanone, 5-ethenyldihydro-5-methyl-

Chemical Property:

• Vapor Pressure: 0.244mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 205.9°Cat760mmHg
• Flash Point: 74.6°C
• PSA: 26.30000
• Density: 1.091g/cm³
• LogP: 1.26810
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Lactones
• Canonical SMILES: CC1(CCC(=O)O1)C=C
• Uses: 4-Methyl-4-vinyl-4-butanolide is an intermediate in the synthesis of γ-CEHC (C249200) which is a metabolite of γ-Tocopherol (T526140); one of the naturally occurring forms of Vitamin E found most abundantly in soybean and corn oils.

Technology Process of 2(3H)-Furanone, 5-ethenyldihydro-5-methyl-

There total 11 articles about 2(3H)-Furanone, 5-ethenyldihydro-5-methyl- 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: 90.0%

2-methyl-2-vinyl-5-isopropylidenetetrahydrofuran (67304-14-7) → 5-methyl-5-vinyl-dihydro-furan-2-one (1073-11-6)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 28 ℃; for 2h; celite;

DOI:10.1021/jo00290a018

Reference yield: 77.0%

vinyl magnesium bromide (1826-67-1) → 5-methyl-5-vinyl-dihydro-furan-2-one (1073-11-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01672

Reference yield: 73.0%

2-methyl-5-(2'-propyl-2'-hydroxy)-2-vinyltetrahydrofuran (60047-17-8,37267-80-4) → 5-methyl-5-vinyl-dihydro-furan-2-one (1073-11-6)

Guidance literature:

With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 3h; Heating;

DOI:10.1016/S0040-4039(00)94696-3

upstream raw materials:

2-methyl-5-(2'-propyl-2'-hydroxy)-2-vinyltetrahydrofuran

2-methyl-2-vinyl-5-isopropylidenetetrahydrofuran

vinyl magnesium bromide

4-oxopentanoic acid ethyl ester

Downstream raw materials:

C₁₇H₁₉NO₄

C₁₇H₁₉NO₄

2,3,5-trimethyl-6-(2-(2-methyl-5-oxotetrahydrofuran-2-yl)ethyl)cvclohexa-2,5-diene-1,4-dione

racemic 2,7,8-trimethyl-2-(β-carboxyethyl) chroman

Refernces

• 1、 Baskaran, S.,Chandrasekaran, S.. "OXIDATION OF TETRAHYDROFURAN METHANOL DERIVATIVES WITH PYRIDINIUM CHLOROCHROMATE: A FACILE SYNTHESIS OF γ-BUTYROLACTONES". . p. 2775 - 2778. Retrieved 1990.
• 2、 Xu, Xiao-Long,Li, Zhi. "Catalytic Redox Chain Ring Opening of Lactones with Quinones to Synthesize Quinone-Containing Carboxylic Acids". supporting information. p. 5078 - 5081. Retrieved 2019/09/03.