4-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol

Base Information

• Chemical Name: 4-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol
• CAS No.: 62586-85-0
• Molecular Formula: C11H13 Cl O
• Molecular Weight: 196.677
• European Community (EC) Number: 263-613-4
• DSSTox Substance ID: DTXSID70978161
• Nikkaji Number: J307.077H
• Mol file: 62586-85-0.mol

Synonyms:62586-85-0;BRN 2253827;1-(4-chlorophenyl)-1-cyclopropylethanol;4-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol;dl-4-Chlorophenyl cyclopropyl methyl carbinol;Ethanol, 1-(p-chlorophenyl)-1-cyclopropyl-;EINECS 263-613-4;dl-p-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol;1-(4-Chlorophenyl)-1-cyclopropyl ethanol;BENZYL ALCOHOL, p-CHLORO-alpha-CYCLOPROPYL-alpha-METHYL-, dl-;1-(4-Chlorophenyl)-1-cyclopropylethan-1-ol;7054-64-0;SCHEMBL1350229;DTXSID70978161;1-Cyclopropyl-1-(4-chlorophenyl)ethanol;LS-42766;CS-0275581;alpha-Cyclopropyl-alpha-methyl-4-chlorobenzyl alcohol;Benzenemethanol, 4-chloro-.alpha.-cyclopropyl-.alpha.-methyl-, (.+.)-

Chemical Property of 4-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.00064mmHg at 25°C
• Boiling Point: 296.6°C at 760 mmHg
• Flash Point: 133.2°C
• PSA: 20.23000
• Density: 1.241g/cm³
• LogP: 2.95750
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.0654927
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

1-(4-CHLOROPHENYL)-1-CYCLOPROPYLETHANOL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CC1)(C2=CC=C(C=C2)Cl)O

Technology Process of 4-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol

There total 10 articles about 4-Chloro-alpha-cyclopropyl-alpha-methylbenzyl alcohol 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: 49.0%

Cyclopropyl methyl ketone (765-43-5) → 1-(4-chlorophenyl)-1-cyclopropylethan-1-ol (62586-85-0)

Guidance literature:

p-Cl-C₆H₄-X; With iodine; magnesium; In diethyl ether; at 40 - 45 ℃; for 2h;

Cyclopropyl methyl ketone; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1021/jo061414z

Reference yield:

C11H14BClO2 → 1-(4-chlorophenyl)-1-cyclopropylethan-1-ol (62586-85-0)

Guidance literature:

With air; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201710445

Reference yield:

chlorobenzene (108-90-7) → 1-(4-chlorophenyl)-1-cyclopropylethan-1-ol (62586-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃

2: diethyl ether

With aluminium trichloride; In diethyl ether;

upstream raw materials:

methyl magnesium iodide

4-chlorophenyl cyclopropyl ketone

bromochlorobenzene

Cyclopropyl methyl ketone

Downstream raw materials:

1-(1-cyclopropylvinyl)-4-chlorobenzene

5-Chlor-2-(4-chlorphenyl)-2-penten

1-Acetoxy-4-(4-chlor-phenyl)-penten-⁽³⁾

1-Chloro-4-(1-cyclopropyl-propa-1,2-dienyl)-benzene

Refernces

• 1、 Greb, Andreas,Poh, Jian-Siang,Greed, Stephanie,Battilocchio, Claudio,Pasau, Patrick,Blakemore, David C.,Ley, Steven V.. "A Versatile Route to Unstable Diazo Compounds via Oxadiazolines and their Use in Aryl–Alkyl Cross-Coupling Reactions". . p. 16602 - 16605. Retrieved 2017/12/13.
• 2、 Kostikov, R. R.,Molchanov, A. P.,Nagi, Sh. M.. "REACTION OF 2,2-DISUBSTITUTED 1-(DIBROMOMETHYLENE)CYCLOPROPANES WITH METHYLLITHIUM". . p. 1291 - 1297. Retrieved 2007/10/02.