1-(4-Chlorophenyl)-1-Cyclopropanemethanol

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-1-Cyclopropanemethanol
• CAS No.: 80866-81-5
• Molecular Formula: C10H11 Cl O
• Molecular Weight: 182.65
• Hs Code.: 29062900
• European Community (EC) Number: 279-585-1
• DSSTox Substance ID: DTXSID50230759
• Nikkaji Number: J320.327A
• Wikidata: Q83111468
• Mol file: 80866-81-5.mol

Synonyms:80866-81-5;1-(4-Chlorophenyl)-1-Cyclopropanemethanol;[1-(4-chlorophenyl)cyclopropyl]methanol;(1-(4-Chlorophenyl)cyclopropyl)methanol;Cyclopropanemethanol,1-(4-chlorophenyl)-;1-(p-Chlorophenyl)cyclopropanemethanol;EINECS 279-585-1;1-(4-chlorophenyl)cyclopropylmethanol;[1-(4-CHLORO-PHENYL)-CYCLOPROPYL]-METHANOL;SCHEMBL3615305;DTXSID50230759;BGZFRSZKNNOKSW-UHFFFAOYSA-N;1-(4-chlorophenyl)cyclopropanemethanol;AKOS023416964;AB02717;RS-1014;SB84246;[1-(4-chlorophenyl)-cyclopropyl]-methanol;CS-0088409;FT-0641781;A50740;EN300-1967029;A839992

Chemical Property of 1-(4-Chlorophenyl)-1-Cyclopropanemethanol

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 50-54 °C
• Refractive Index: 1.5169 (estimate)
• Boiling Point: 278.8°C at 760 mmHg
• Flash Point: 122.4°C
• PSA: 20.23000
• Density: 1.247g/cm³
• LogP: 2.36390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 182.0498427
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Chlorophenyl)-1-cyclopropanemethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Chlorophenyl)-1-Cyclopropanemethanol

There total 4 articles about 1-(4-Chlorophenyl)-1-Cyclopropanemethanol 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: 96.0%

3-(4-chlorophenyl)-1-cyclopropanecarboxylic acid (72934-37-3) → 1-(4-chlorophenyl)-1-cyclopropanemethanol (80866-81-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.3390/molecules24061023

Reference yield:

p-chlorobenzyl cyanide (140-53-4) → 1-(4-chlorophenyl)-1-cyclopropanemethanol (80866-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 40 °C / Inert atmosphere

1.2: 1.5 h / 40 °C / Inert atmosphere

2.1: sodium hydroxide; water / diethylene glycol / 18 h / Reflux

3.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With dimethylsulfide borane complex; water; sodium hydride; sodium hydroxide; In tetrahydrofuran; diethylene glycol;

Reference yield:

1-(4-chlorophenyl)-1-cyclopropanecarbonitrile (64399-27-5) → 1-(4-chlorophenyl)-1-cyclopropanemethanol (80866-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; water / diethylene glycol / 18 h / Reflux

2: dimethylsulfide borane complex / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With dimethylsulfide borane complex; water; sodium hydroxide; In tetrahydrofuran; diethylene glycol;

upstream raw materials:

3-(4-chlorophenyl)-1-cyclopropanecarboxylic acid

p-chlorobenzyl cyanide

1-(4-chlorophenyl)-1-cyclopropanecarbonitrile

methyl 1-(4-chlorophenyl)cyclopropane-1-carboxylate

Downstream raw materials:

3-(R-3-piperidyloxy)-4-(1-(4-chlorophenyl)cyclopropylmethoxy)-1,2,5-thiadiazole

1-(((1-(4-ethoxyphenyl)cyclopropyl)methoxy)methyl)-3-phenoxybenzene

Refernces

• 1、 Gieuw, Matthew H.,Leung, Vincent Ming-Yau,Ke, Zhihai,Yeung, Ying-Yeung. "Electrophilic Bromolactonization of Cyclopropyl Diesters Using Lewis Basic Chalcogenide Catalysts". . p. 4306 - 4311. Retrieved 2018/10/02.
• 2、 -. "C-3 NOVEL TRITERPENONE WITH C-28 REVERSE AMIDE DERIVATIVES AS HIV INHIBITORS". Page/Page column 71. . Retrieved 2016/11/21.