4-(4-Chlorophenyl)cyclohexanone

Base Information

• Chemical Name: 4-(4-Chlorophenyl)cyclohexanone
• CAS No.: 14472-80-1
• Molecular Formula: C12H13ClO
• Molecular Weight: 208.688
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID20562251
• Wikidata: Q72456699
• Mol file: 14472-80-1.mol

Synonyms:4-(4-Chlorophenyl)cyclohexanone;14472-80-1;4-(4-chlorophenyl)cyclohexan-1-one;Cyclohexanone, 4-(4-chlorophenyl)-;4-(4'-Chlorophenyl)cyclohexanone;4-(p-Chlorophenyl)cyclohexanone;4-(4-chloro-phenyl)-cyclohexanone;SCHEMBL3536658;DTXSID20562251;JNBOVWFOTNYTES-UHFFFAOYSA-N;AMY15784;4-(4-chlorophenyl)-1-cyclohexanone;MFCD11850091;AKOS015890365;CS-W019468;SB66795;AC-26582;DS-13281;C72741;A808274;J-513487

Chemical Property of 4-(4-Chlorophenyl)cyclohexanone

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 138-141 °C
• Refractive Index: 1.551
• Boiling Point: 323.664 °C at 760 mmHg
• Flash Point: 171.767 °C
• PSA: 17.07000
• Density: 1.165g/cm³
• LogP: 3.56670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.0654927
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% min ^*data from raw suppliers

4-(4-Chlorophenyl)cyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)CCC1C2=CC=C(C=C2)Cl
• Uses: 4-(4-Chlorophenyl)cyclohexanone (cas# 14472-80-1) is a compound useful in organic synthesis.

Technology Process of 4-(4-Chlorophenyl)cyclohexanone

There total 18 articles about 4-(4-Chlorophenyl)cyclohexanone 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: 89.0%

4-(4-chlorophenyl)-4-hydroxycyclohexanone (36716-71-9) → 4-(4-chlorophenyl)cyclohexan-1-one (14472-80-1)

Guidance literature:

With diphosphorus tetraiodide; In benzene; Heating;

DOI:10.1016/S0040-4039(98)01691-8

Reference yield: 88.0%

4-(4-chlorophenyl)cyclohexanone monoehtylene ketal (25253-51-4) → 4-(4-chlorophenyl)cyclohexan-1-one (14472-80-1)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; at 70 ℃; for 3h;

Reference yield: 75.0%

8-(4-chlorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol (126991-59-1) → 4-(4-chlorophenyl)cyclohexanone monoehtylene ketal (25253-51-4) + 4-(4-chlorophenyl)cyclohexan-1-one (14472-80-1)

Guidance literature:

With diphosphorus tetraiodide;

DOI:10.1016/S0040-4039(98)01691-8

upstream raw materials:

4-(4-chloro-phenyl)-heptanedioic acid diethyl ester

4-(4-chlorophenyl)-4-hydroxycyclohexanone

8-(4-chlorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

4-(4-chlorophenyl)cyclohexanone monoehtylene ketal

Downstream raw materials:

C₁₅H₁₁ClN₂OS

C₁₉H₁₁ClN₂O₂S

C₁₉H₁₃ClN₂O₃S

C₁₅H₁₅ClN₂OS

Refernces

• 1、 Zhou, Hui,Bae, Han Yong,Leutzsch, Markus,Kennemur, Jennifer L.,Bécart, Diane,List, Benjamin. "The Silicon-Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes". supporting information. p. 13695 - 13700. Retrieved 2020/08/24.
• 2、 Nimmagadda, Sri Krishna,Mallojjala, Sharath Chandra,Woztas, Lukasz,Wheeler, Steven E.,Antilla, Jon C.. "Enantioselective Synthesis of Chiral Oxime Ethers: Desymmetrization and Dynamic Kinetic Resolution of Substituted Cyclohexanones". supporting information. p. 2454 - 2458. Retrieved 2017/02/23.