Civetone

Base Information

• Chemical Name: Civetone
• CAS No.: 542-46-1
• Molecular Formula: C17H30O
• Molecular Weight: 250.425
• Hs Code.: 2914299000
• 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: 542-46-1.mol

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

Chemical Property of Civetone

Chemical Property:

• Vapor Pressure: 1.04E-05mmHg at 25°C
• Melting Point: 31-32°
• Refractive Index: 1.448
• Boiling Point: 371.4 °C at 760 mmHg
• Flash Point: 157.1 °C
• PSA: 17.07000
• Density: 0.859 g/cm³
• 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

9-CYCLOHEPTADECEN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 36/37

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 45 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: 95.0%

(Z)-2-methoxycarbonyl-9-cycloheptadecenoate (365439-63-0) → (Z)-civetone (542-46-1)

Guidance literature:

(Z)-2-methoxycarbonyl-9-cycloheptadecenoate; With sodium hydroxide; In methanol; for 1h; Heating;

With sulfuric acid; In methanol; for 0.5h; pH=1; Further stages.; Heating;

DOI:10.1002/1615-4169(200207)344:5<507::AID-ADSC507>3.0.CO;2-U

Reference yield: 94.0%

cycloheptadec-9-yn-1-one (32357-36-1) → (Z)-civetone (542-46-1)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In dichloromethane; at 20 ℃; for 2h; under 760 Torr;

DOI:10.1016/S0022-328X(00)00096-6

Reference yield: 93.0%

2-ethoxycarbonyl-9-cycloheptadecenone (157622-74-7) → (Z)-civetone (542-46-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol; at 80 ℃; for 5h;

DOI:10.1007/BF02540473

upstream raw materials:

cycloheptadec-9-yn-1-one

(E,E)-2,16-Cycloheptadecadien-9-in-1-on

9-Cyclononadecinon

(2E,9Z)-Cycloheptadeca-2,9-dienone

Downstream raw materials:

cycloheptadecanol

cycloheptadecanone

cycloheptadecanone-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Browne, Duncan L.,Colombel-Rouen, Sophie,Crévisy, Christophe,Curbet, Idriss,Mauduit, Marc,McBride, Tom,Morvan, Jennifer,Roisnel, Thierry. "Continuous Flow Z-Stereoselective Olefin Metathesis: Development and Applications in the Synthesis of Pheromones and Macrocyclic Odorant Molecules**". supporting information. p. 19685 - 19690. Retrieved 2021/08/06.
• 2、 Ziegler, Felix,Teske, Johannes,Elser, Iris,Dyballa, Michael,Frey, Wolfgang,Kraus, Hamzeh,Hansen, Niels,Rybka, Julia,Tallarek, Ulrich,Buchmeiser, Michael R.. "Olefin Metathesis in Confined Geometries: A Biomimetic Approach toward Selective Macrocyclization". supporting information. p. 19014 - 19022. Retrieved 2019/11/28.