4-Phenylcycloheptan-1-one

Base Information

• Chemical Name: 4-Phenylcycloheptan-1-one
• CAS No.: 67688-28-2
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• DSSTox Substance ID: DTXSID001314183
• Nikkaji Number: J3.129.726E
• Mol file: 67688-28-2.mol

Synonyms:4-phenylcycloheptan-1-one;4-Phenylcycloheptanone;67688-28-2;4-phenyl cycloheptanone;4-Phenylcycloheptanone #;Cycloheptanone, 4-phenyl-;SCHEMBL1074881;DTXSID001314183;EN300-304726

Chemical Property of 4-Phenylcycloheptan-1-one

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(CCC(=O)C1)C2=CC=CC=C2

Technology Process of 4-Phenylcycloheptan-1-one

There total 6 articles about 4-Phenylcycloheptan-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: 48.0%

1-phenyl-4-cyclohexanone (4894-75-1) + diazomethyl-trimethyl-silane (18107-18-1) → 4-phenylcycloheptanone (67688-28-2)

Guidance literature:

diazomethyl-trimethyl-silane; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

1-phenyl-4-cyclohexanone; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201507320

Reference yield:

C16H24N2OSi → 4-phenylcycloheptanone (67688-28-2)

Guidance literature:

With silica gel; sodium sulfate; In tetrahydrofuran; diethyl ether; hexane; for 0.166667h; Inert atmosphere;

DOI:10.1002/chem.201201346

Reference yield:

1-phenyl-4-cyclohexanone (4894-75-1) → 4-phenylcycloheptanone (67688-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; diethyl ether / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: sodium sulfate; silica gel / hexane; tetrahydrofuran; diethyl ether / 0.17 h / Inert atmosphere

With n-butyllithium; silica gel; sodium sulfate; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1002/chem.201201346

upstream raw materials:

diazomethane

1-phenyl-4-cyclohexanone

diazomethyl-trimethyl-silane

Downstream raw materials:

4-phenyl-cyclohept-3-enone

Refernces

• 1、 Liu, Huaqing,Sun, Chunrui,Lee, Nam-Kyu,Henry, Roger F.,Lee, Daesung. "New methylene homologation method for cyclic ketones". . p. 11889 - 11893. Retrieved 2012/10/29.