6-Heptyl-5,6-dihydro-2H-pyran-2-one

Base Information

• Chemical Name: 6-Heptyl-5,6-dihydro-2H-pyran-2-one
• CAS No.: 16400-72-9
• Molecular Formula: C12H20 O2
• Molecular Weight: 196.29
• European Community (EC) Number: 240-453-3
• UNII: 407E8N1CFC
• DSSTox Substance ID: DTXSID50864674
• Nikkaji Number: J286.890C
• Wikidata: Q27258300
• Metabolomics Workbench ID: 44664
• Mol file: 16400-72-9.mol

Synonyms:6-Heptyl-5,6-dihydro-2H-pyran-2-one;2-dodecen-5-olide;16400-72-9;2H-Pyran-2-one, 6-heptyl-5,6-dihydro-;delta-2-Dodecenolactone;2-heptyl-2,3-dihydropyran-6-one;5-Hydroxy-2-dodecenoic acid lactone;6-Heptyl-5,6-dihydropyran-2-one;UNII-407E8N1CFC;5-Heptyl-2-pentene-5-olide;5-Hydroxy-2-dodecenoic acid delta-lactone;407E8N1CFC;6-Heptyl-5,6-dihydro-2-pyrone;EINECS 240-453-3;SCHEMBL4651591;6-Heptyl-2H-Dihydro-2-Pyrone;FEMA NO. 3802;FEMA 3802;DTXSID50864674;CHEBI:172051;5-HYDROXY-2-DODECENOIC ACID .DELTA.-LACTONE;5-HYDROXY-2-DODECENOIC ACID LACTONE [FHFI];5-HYDROXYDODEC-2-ENOIC ACID .DELTA.-LACTONE;Q27258300;2-DODECENOIC ACID, 5-HYDROXY-, .DELTA.-LACTONE;(+/-)-5-HYDROXY-2-DODECENOIC ACID .DELTA.-LACTONE;5-HYDROXY-2-DODECENOIC ACID .DELTA.-LACTONE, (+/-)-

Chemical Property of 6-Heptyl-5,6-dihydro-2H-pyran-2-one

Chemical Property:

• Vapor Pressure: 0.000368mmHg at 25°C
• Boiling Point: 318.1oC at 760 mmHg
• Flash Point: 130.8oC
• Density: 0.946g/cm3
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 196.146329876
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC1CC=CC(=O)O1

Technology Process of 6-Heptyl-5,6-dihydro-2H-pyran-2-one

There total 12 articles about 6-Heptyl-5,6-dihydro-2H-pyran-2-one 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: 92.0%

undec-1-en-4-yl acrylate (1439924-55-6) → δ-heptyl-Δα,β-pentenolide (16400-72-9)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; for 1.5h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201300049

Reference yield: 81.0%

5-dodecanolide (713-95-1) → δ-heptyl-Δα,β-pentenolide (16400-72-9)

Guidance literature:

With copper(I) thiophene-2-carboxylate; di-tert-butyl peroxide; cyclohexyldiphenylphosphine; In benzene; at 80 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; chemoselective reaction; Kinetics; Mechanism; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b07932

Reference yield: 80.0%

3-Benzenesulfinyl-6-heptyl-tetrahydro-pyran-2-one (100591-74-0) → δ-heptyl-Δα,β-pentenolide (16400-72-9)

Guidance literature:

In neat (no solvent); at 120 ℃; for 2h; under 0.05 - 0.1 Torr;

DOI:10.1016/S0040-4039(00)98975-5

upstream raw materials:

5-oxododecanoic acid

3-Benzenesulfinyl-6-heptyl-tetrahydro-pyran-2-one

n-heptylmagnesium bromide

1-Phenylsulfanyl-undecan-4-ol

Refernces

• 1、 Chen, Ming,Dong, Guangbin. "Copper-Catalyzed Desaturation of Lactones, Lactams, and Ketones under pH-Neutral Conditions". supporting information. p. 14889 - 14897. Retrieved 2019/10/02.
• 2、 Ogibin, Yu. N.,Troyanskii, E. I.,Kadentsev, V. I.,Lubuzh, E. D.,Chizhov, O. S.,Nikishin, G. I.. "SELECTIVITY OF THE GENERATION OF 3- AND 4-CARBOXYALKYL RADICALS FROM SUBSTITUTED GLUTARIC AND ADIPIC ACIDS AND THEIR OXIDATIVE LACTONIZATION". . p. 830 - 834. Retrieved 2007/10/02.