(E)-9-Cycloheptadecen-1-one

Base Information

• Chemical Name: (E)-9-Cycloheptadecen-1-one
• CAS No.: 1502-37-0
• Molecular Formula: C17H30O
• Molecular Weight: 250.425
• Mol file: 1502-37-0.mol

Synonyms:trans-zibetone;(E)-cycloheptadec-9-en-one;E-cycloheptadec-9-enone;(E)-cycloheptadec-9-en-1-one;trans civettone;(E)-civetone;

Chemical Property of (E)-9-Cycloheptadecen-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 5.58670

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-9-Cycloheptadecen-1-one

There total 14 articles about (E)-9-Cycloheptadecen-1-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: 62.0%

nonadeca-1,18-dien-10-one (135618-36-9) → (Z)-civetone (542-46-1) + trans-9-Cycloheptadecen-1-one (1502-37-0)

Guidance literature:

With [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.1^3,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium; In 1,2-dichloro-ethane; at 60 ℃; for 8h; under 0.02 Torr; stereoselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/ja311241q

Reference yield: 33.0%

(E/Z)-cyclohexa-dec-8-enone (3100-36-5) → (Z)-civetone (542-46-1) + (Z)-cycloheptadec-8-en-1-one (4598-76-9) + (E)-cycloheptadec-8-en-1-one (4598-76-9) + trans-9-Cycloheptadecen-1-one (1502-37-0)

Guidance literature:

(E/Z)-cyclohexa-dec-8-enone; With potassium hydroxide; N-methyl-N-nitrosotoluene-p-sulfonamide; In ethanol; water; at 3 ℃;

With hydrogenchloride; In ethanol; water; pH=2; Product distribution / selectivity;

Reference yield: 32.0%

1-(aminomethyl)-cyclohexadec-8-enol → (Z)-civetone (542-46-1) + (Z)-cycloheptadec-8-en-1-one (4598-76-9) + (E)-cycloheptadec-8-en-1-one (4598-76-9) + trans-9-Cycloheptadecen-1-one (1502-37-0)

Guidance literature:

With acetic acid; sodium nitrite; In water; at 5 - 10 ℃; for 2h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

(9Z,26Z)-pentatriaconta-9,26-dien-18-one

(E/Z)-cyclohexa-dec-8-enone

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

nonadeca-1,18-dien-10-one

Downstream raw materials:

E-cycloheptadec-9-enol

cycloheptadecanone

cycloheptadecanol

cycloheptadecanone-(2,4-dinitro-phenylhydrazone)