alpha-Cyclopropyl-4-fluorobenzyl alcohol

Base Information

• Chemical Name: alpha-Cyclopropyl-4-fluorobenzyl alcohol
• CAS No.: 827-88-3
• Molecular Formula: C10H11 F O
• Molecular Weight: 166.195
• Hs Code.: 2906190090
• European Community (EC) Number: 212-576-2
• DSSTox Substance ID: DTXSID101002856
• Nikkaji Number: J195.089D
• Mol file: 827-88-3.mol

Synonyms:cyclopropyl(4-fluorophenyl)methanol;827-88-3;alpha-Cyclopropyl-4-fluorobenzyl alcohol;cyclopropyl-(4-fluorophenyl)methanol;a-CYCLOPROPYL-4-FLUOROBENZYL ALCOHOL;EINECS 212-576-2;alpha-Cyclopropyl-4-fluorobenzenemethanol;MFCD00013730;SCHEMBL1348883;cyclopropyl-4-fluorophenylcarbinol;DTXSID101002856;Cyclopropyl (4-fluorophenyl)methanol;AKOS009156470;AT34083;SB84327;CS-0326336;FT-0622138;A840443

Chemical Property of alpha-Cyclopropyl-4-fluorobenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.0111mmHg at 25°C
• Refractive Index: 1.517-1.519
• Boiling Point: 250.8°C at 760 mmHg
• PKA: 14.22±0.20(Predicted)
• Flash Point: 128.9°C
• PSA: 20.23000
• Density: 1.13
• LogP: 2.26910
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 166.079393132
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

cyclopropyl(4-fluorophenyl)methanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha-Cyclopropyl-4-fluorobenzyl alcohol

There total 6 articles about alpha-Cyclopropyl-4-fluorobenzyl 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: 99.0%

cyclopropyl(4-fluorophenyl)methanone (772-31-6) → cyclopropyl(4-fluorophenyl)methanol (827-88-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 5h;

DOI:10.1021/acs.jmedchem.9b00864

Reference yield: 50.0%

1-Bromo-4-fluorobenzene (460-00-4) + Cyclopropanecarboxaldehyde (1489-69-6) → cyclopropyl(4-fluorophenyl)methanol (827-88-3)

Guidance literature:

1-Bromo-4-fluorobenzene; With iodine; magnesium; In diethyl ether; at 20 ℃; for 3h;

Cyclopropanecarboxaldehyde; In diethyl ether; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2020.152506

Reference yield:

4-(4-fluorophenyl)-4-oxo-n-butyl chloride (3874-54-2,41167-07-1) → cyclopropyl(4-fluorophenyl)methanol (827-88-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / 5 h / 60 °C

2: sodium tetrahydroborate / methanol / 5 h / 0 - 20 °C

With sodium tetrahydroborate; sodium hydroxide; In methanol; water;

DOI:10.1021/acs.jmedchem.9b00864

upstream raw materials:

cyclopropyl(4-fluorophenyl)methanone

fluorobenzene

cyclopropylmagnesium bromide

4-fluorobenzaldehyde

Downstream raw materials:

(E)-1-(4-bromobut-1-en-1-yl)-4-fluorobenzene

(E)-1-(4-chlorobut-1-en-1-yl)-4-fluorobenzene

1-(4-fluorophenyl)pyrrolidin-3-ol

2-(2-azido-ethyl)-3-(4-fluoro-phenyl)-oxirane

Refernces

• 1、 Fyfe, Tim J.,Kellam, Barrie,Sykes, David A.,Capuano, Ben,Scammells, Peter J.,Lane, J. Robert,Charlton, Steven J.,Mistry, Shailesh N.. "Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D2 Receptor". . p. 9488 - 9520. Retrieved 2019/11/11.
• 2、 Qi, Wenke,Wang, Peipei,Fan, Liyuan,Zhang, Songlin. "A method for synthesis of homoallylic bromide". . p. 5918 - 5924. Retrieved 2013/07/26.