Hexahydrocoumarin

Base Information

• Chemical Name: Hexahydrocoumarin
• CAS No.: 700-82-3
• Molecular Formula: C9H12 O2
• Molecular Weight: 152.193
• European Community (EC) Number: 211-851-4
• UNII: 23DDW3J2FU
• DSSTox Substance ID: DTXSID80220269
• Nikkaji Number: J38.334A
• Wikidata: Q27253742
• Mol file: 700-82-3.mol

Synonyms:Hexahydrocoumarin;700-82-3;3,4,5,6,7,8-hexahydrochromen-2-one;3,4,5,6,7,8-Hexahydrocoumarin;2H-1-Benzopyran-2-one, 3,4,5,6,7,8-hexahydro-;3,4,5,6,7,8-hexahydro-2H-chromen-2-one;3,4,5,6,7,8-Hexahydro-2H-1-benzopyran-2-one;UNII-23DDW3J2FU;23DDW3J2FU;EINECS 211-851-4;Coumarin, 3,4,5,6,7,8-hexahydro-;AI3-28144;SCHEMBL11697777;DTXSID80220269;AKOS028108572;EN300-19448985;Q27253742;.DELTA.-1,6-2-OXABICYCLO(4.4.0)DECEN-3-ONE;2H-1-BENZOPYRAN-2-ONE, 3,4,5,6,7,8-HEXAHYDRO;3,4,5,6,7,8-Hexahydrocoumarin 100 microg/mL in Acetonitrile;1-CYCLOHEXENE-1-PROPANOIC ACID, 2-HYDROXY-, .DELTA.-LACTONE

Chemical Property of Hexahydrocoumarin

Chemical Property:

• Vapor Pressure: 0.00161mmHg at 25°C
• Boiling Point: 294.5°C at 760 mmHg
• Flash Point: 119.5°C
• PSA: 26.30000
• Density: 1.11g/cm³
• LogP: 2.15150
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Hexahydrocoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)CCC(=O)O2
• Uses: Hexahydrocoumarin,is the derivative of Coumarin (C755380). It was formerly used as a fragrance ingredient.

Technology Process of Hexahydrocoumarin

There total 15 articles about Hexahydrocoumarin 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: 80.0%

3-(2-oxocyclohexyl)propionic acid (2275-26-5) → 3,4,5,6,7,8-hexahydro-chromen-2-one (700-82-3)

Guidance literature:

With acetic anhydride; toluene-4-sulfonic acid; In benzene; at 0 ℃; for 4h;

DOI:10.1021/jo00271a023

Reference yield: 40.0%

3-(2-oxocyclohexyl)propionic acid (2275-26-5) → 3,4,5,6,7,8-hexahydro-chromen-2-one (700-82-3) + 3,4,5,6,7,8-Hexahydro-chromene-2-thione + cyclohexa-3,4-dihydro-2H-thiin-2-thione

Guidance literature:

With Lawessons reagent; In benzene; at 80 ℃; for 9h;

Reference yield:

methyl 3-(2-oxocyclohexyl)propionate (10407-33-7,58769-44-1) → 3,4,5,6,7,8-hexahydro-chromen-2-one (700-82-3) + cyclohexa-3,4-dihydro-2H-thiin-2-thione

Guidance literature:

With Lawessons reagent; In benzene; at 80 ℃; for 12h;

upstream raw materials:

cyclohexanone-2-propionitrile

3-(2-oxocyclohexyl)propionic acid

acetic anhydride

acetyl chloride

Downstream raw materials:

coumarin

C₆H₄(CH₂CH₂C(O)O)

2-(3-oxoheptyl)cyclohexanone

2-(3-oxopropyl)cyclohexanone

Refernces

• 1、 Klimenko, S. K.,Trushina, E. V.,Sorokin, N. N.,Yaskevich, N. N.,Bel'skii, V. K.. "THIONATION OF 3-(2-OXOCYCLOHEXYL)PROPIONIC ACID AND ITS DERIVATIVES". . p. 378 - 383. Retrieved 2007/10/02.
• 2、 Wilson, Stephen L.,Schuster, Gary B.. "Reactions of Singlet Oxygen with Enol Esters". . p. 2056 - 2060. Retrieved 2007/10/02.