Civetone

Base Information

• Chemical Name: Civetone
• CAS No.: 74244-64-7
• Molecular Formula: C17H30 O
• Molecular Weight: 250.425
• European Community (EC) Number: 208-813-4
• NSC Number: 90305
• UNII: P0K30CV1UE
• DSSTox Substance ID: DTXSID80883434
• Nikkaji Number: J57.867C,J6.400I
• Wikipedia: Civetone
• Wikidata: Q198354
• Mol file: 74244-64-7.mol

Synonyms:9-cycloheptadecen-1-one;civetone;civetone, (Z)-isomer

Chemical Property of Civetone

Chemical Property:

• Melting Point: 32.5°C
• Refractive Index: 1.4830 (estimate)
• Boiling Point: 353.55°C (rough estimate)
• PSA: 17.07000
• Density: 0.9170
• LogP: 5.58670
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 250.229665576
• Heavy Atom Count: 18
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC=CCCCCCCCC(=O)CCC1
• Isomeric SMILES: C1CCC/C=C\CCCCCCCC(=O)CCC1

Technology Process of Civetone

There total 10 articles about Civetone 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: 69.0%

(9Z,26Z)-pentatriaconta-9,26-dien-18-one (504-54-1) → cycloheptadec-9-en-1-one (74244-64-7)

Guidance literature:

With [(Tio-NHC-DiPP)₂RuCl₂(Hov)]; at 110 - 120 ℃; for 18h; under 0.00750075 Torr; chemoselective reaction;

DOI:10.1021/jacs.8b04820

Reference yield: 45.0%

dimethyl 9-octadecen-1,18-dioate (13481-97-5) → cycloheptadec-9-en-1-one (74244-64-7)

Guidance literature:

TiO2 + 2 % K2O; In water; toluene; at 450 ℃; Gas phase;

Reference yield:

9-octadecenedioic acid (20701-67-1) → cycloheptadec-9-en-1-one (74244-64-7)

Guidance literature:

Ueber Cyclisierung eines Thorium- oder Cersalzes;

upstream raw materials:

9-octadecenedioic acid

E-cycloheptadec-9-enol

(E/Z)-17-oxo-cycloheptadec-8-enecarboxylic acid ethyl ester

benzene

Downstream raw materials:

azelaic acid

octane-1,8-dioic acid

cycloheptadecanone

(Z)-civetone

Refernces

• 1、 D?browski, Micha?,Grela, Karol,Trzybiński, Damian,Wo?niak, Krzysztof,Wyr?bek, Przemys?aw. "In a Quest for Selectivity Paired with Activity: A Ruthenium Olefin Metathesis Catalyst Bearing an Unsymmetrical Phenanthrene-Based N-Heterocyclic Carbene". supporting information. . Retrieved 2020/03/19.
• 2、 -. "METHOD FOR PRODUCING MACROCYCLIC KETONES BY MEANS OF DIECKMANN CONDENSATION IN THE GAS PHASE". Page/Page column 5. . Retrieved 2008/06/13.