4-Chloro-ALPHA-cyclopropylbenzyl alcohol

Base Information

• Chemical Name: 4-Chloro-ALPHA-cyclopropylbenzyl alcohol
• CAS No.: 18228-43-8
• Molecular Formula: C10H11ClO
• Molecular Weight: 182.65
• European Community (EC) Number: 242-107-7
• DSSTox Substance ID: DTXSID30939556
• Nikkaji Number: J266.065B
• ChEMBL ID: CHEMBL2251576
• Mol file: 18228-43-8.mol

Synonyms:(4-chlorophenyl)(cyclopropyl)methanol;18228-43-8;(4-chlorophenyl)-cyclopropylmethanol;EINECS 242-107-7;4-chloro-a-cyclopropylbenzyl alcohol;4-Chloro-alpha-cyclopropylbenzyl alcohol;SCHEMBL1349046;CHEMBL2251576;DTXSID30939556;Benzonitrile,3-hydroxy-4-methyl-;Cyclopropyl (4-chlorophenyl)methanol;Cyclopropyl-(4-chlorophenyl)methanol;AKOS009939703;SB85024;4-Chloro-alpha-cyclopropylbenzenemethanol;1-(4'-chlorophenyl)-1-cyclopropylmethanol;CS-0357256;FT-0618158

Chemical Property of 4-Chloro-ALPHA-cyclopropylbenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.00104mmHg at 25°C
• Boiling Point: 289.1°C at 760 mmHg
• Flash Point: 128.7°C
• Density: 1.288g/cm³
• 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: 148

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(C2=CC=C(C=C2)Cl)O

Technology Process of 4-Chloro-ALPHA-cyclopropylbenzyl alcohol

There total 6 articles about 4-Chloro-ALPHA-cyclopropylbenzyl 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: 98.0%

4-chlorophenyl cyclopropyl ketone (6640-25-1) → (±)-(4-chlorophenyl)(cyclopropyl)methanol (18228-43-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.molcatb.2011.02.005

Reference yield: 96.7%

4-chlorobenzaldehyde (104-88-1) + dicyclopropylzinc (20525-76-2) → (±)-(4-chlorophenyl)(cyclopropyl)methanol (18228-43-8)

Guidance literature:

(R)-(+)-1-methyl-α,α-diphenyl-2-pyrrolidinemethanol; In hexane; toluene; at 0 ℃; for 2h;

DOI:10.1039/a707315a

Reference yield: 60.0%

cyclopropylmagnesium bromide (23719-80-4) + 4-chlorobenzaldehyde (104-88-1) → (±)-(4-chlorophenyl)(cyclopropyl)methanol (18228-43-8)

Guidance literature:

In tetrahydrofuran; 2-methyltetrahydrofuran; at 0 ℃; for 16.25h; Inert atmosphere;

DOI:10.1021/ol502664f

upstream raw materials:

cyclopropyl bromide

4-chlorobenzaldehyde

4-chlorophenyl cyclopropyl ketone

dicyclopropylzinc

Downstream raw materials:

4-chlorophenyl cyclopropyl ketone

di(4-chlorophenyl cyclopropyl methyl)ether

(R)-1-(4-chlorophenyl)-1-cyclopropyl-methyl acetate

(S)-1-(4-chlorophenyl)-1-cyclopropyl-methanol

Refernces

• 1、 Zhuang, Daijiao,Gatera, Tharcisse,Yan, Rulong. "CuBr2-catalyzed ring opening/formylation reaction of cyclopropyl carbinols with DMF to synthesize formate esters". supporting information. . Retrieved 2020/10/19.
• 2、 Qi, Wenke,Wang, Peipei,Fan, Liyuan,Zhang, Songlin. "A method for synthesis of homoallylic bromide". . p. 5918 - 5924. Retrieved 2013/07/26.