4-(4-Chlorophenyl)-4-hydroxycyclohexanone

Base Information

• Chemical Name: 4-(4-Chlorophenyl)-4-hydroxycyclohexanone
• CAS No.: 36716-71-9
• Molecular Formula: C12H13ClO2
• Molecular Weight: 224.68342
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID80449695
• Wikidata: Q82269213
• Mol file: 36716-71-9.mol

Synonyms:4-(4-CHLOROPHENYL)-4-HYDROXYCYCLOHEXANONE;36716-71-9;4-(4-chlorophenyl)-4-hydroxycyclohexan-1-one;SCHEMBL613957;DTXSID80449695;WEMZPTVFMJNMRK-UHFFFAOYSA-N;AKOS015151981;FT-0664902;4-(4-chloro-phenyl)-4-hydroxy-cyclohexanone

Chemical Property of 4-(4-Chlorophenyl)-4-hydroxycyclohexanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 375.247°C at 760 mmHg
• Flash Point: 180.743°C
• PSA: 37.30000
• Density: 1.288g/cm³
• LogP: 2.67070
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 224.0604073
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1=O)(C2=CC=C(C=C2)Cl)O
• Uses: 4-(4-Chlorophenyl)-4-hydroxycyclohexanone (cas# 36716-71-9) is a compound useful in organic synthesis.

Technology Process of 4-(4-Chlorophenyl)-4-hydroxycyclohexanone

There total 6 articles about 4-(4-Chlorophenyl)-4-hydroxycyclohexanone 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: 98.0%

8-(4-chlorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol (126991-59-1) → 4-(4-chlorophenyl)-4-hydroxycyclohexanone (36716-71-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In water; acetone; Heating;

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

Reference yield: 89.0%

bromochlorobenzene (106-39-8) + cyclohexanedione monoethylene ketal (4746-97-8) → 4-(4-chlorophenyl)-4-hydroxycyclohexanone (36716-71-9)

Guidance literature:

bromochlorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Schlenk technique;

cyclohexanedione monoethylene ketal; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at -78 - 20 ℃; for 264h;

DOI:10.1021/ja509880v

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 4-(4-chlorophenyl)-4-hydroxycyclohexanone (36716-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / tBuLi / tetrahydrofuran / -60 °C

2: 98 percent / PPTS / acetone; H₂O / Heating

With tert.-butyl lithium; pyridinium p-toluenesulfonate; In tetrahydrofuran; water; acetone;

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

upstream raw materials:

4-hydroxycyclohexanone

(4-chlorphenyl)magnesium bromide

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

cyclohexanedione monoethylene ketal

Downstream raw materials:

Methanesulfonic acid 4-(4-chloro-phenyl)-cyclohex-3-enyl ester

cis-2-[4-(4-chlorophenyl)cyclohexyl]-3-chloro-1,4-naphthoquinone

Oxalic acid mono-[4-(4-chloro-phenyl)-cyclohexyl] ester

4-(4-Chloro-phenyl)-cyclohexanol