4-Fluorobenzhydrol

Base Information

• Chemical Name: 4-Fluorobenzhydrol
• CAS No.: 365-22-0
• Molecular Formula: C₁₃H₁₁FO
• Molecular Weight: 202.228
• European Community (EC) Number: 609-254-2
• DSSTox Substance ID: DTXSID60341168
• Nikkaji Number: J398.199A
• Mol file: 365-22-0.mol

Synonyms:4-Fluorobenzhydrol;365-22-0;(4-fluorophenyl)(phenyl)methanol;(4-fluorophenyl)-phenylmethanol;(4-Fluorophenyl)phenylmethanol;4-Fluorobenzhydryl alcohol;4-fluorophenylphenylmethanol;(p-Fluorophenyl)phenylcarbinol;SCHEMBL477477;4-Fluoro-a-phenylbenzenemethanol;DTXSID60341168;(4-fluoro-phenyl)-phenyl-methanol;BBL020706;MFCD03840634;STK893396;AKOS000125347;AKOS022061501;(+/-)-(4-fluorophenyl)phenylmethanol;AC-11931;CS-0269743;FT-0632047;A823283;Z228586134

Chemical Property of 4-Fluorobenzhydrol

Chemical Property:

• Vapor Pressure: 0.000159mmHg at 25°C
• Melting Point: 42 - 43 °C
• Refractive Index: 1.581
• Boiling Point: 317.7 °C at 760 mmHg
• Flash Point: 176.5 °C
• PSA: 20.23000
• Density: 1.18 g/cm³
• LogP: 2.90740
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 202.079393132
• Heavy Atom Count: 15
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

4-Fluorobenzhydrol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=C(C=C2)F)O
• Uses: 4-Fluorobenzhydrol is an intermediate used to prepare non-nucleoside reverse transcriptase inhibitors (NNRTIs). It was also used in the synthesis of 2-carbomethoxy-3-(diarylmethoxy)-1αH,5αH-tropane analogs.

Technology Process of 4-Fluorobenzhydrol

There total 41 articles about 4-Fluorobenzhydrol 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: 100.0%

4-fluorobenzophenone (345-83-5) → 4-fluorobenzhydrol (149099-27-4,149243-88-9,365-22-0)

Guidance literature:

With C₄₀H₃₇ClN₂PRuS⁽¹⁺⁾*C₂₄H₂₀B^(1-); isopropyl alcohol; potassium hydroxide; at 82 ℃; for 2h; Catalytic behavior;

DOI:10.1016/j.jorganchem.2016.02.016

Reference yield: 99.0%

4-fluoroboronic acid (1765-93-1) + benzaldehyde (100-52-7) → 4-fluorobenzhydrol (149099-27-4,149243-88-9,365-22-0)

Guidance literature:

With potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; dirhodium tetraacetate; In tert-Amyl alcohol; at 60 ℃; for 16h;

DOI:10.1021/jo800087n

Reference yield: 99.0%

4-fluorobenzaldehyde (459-57-4) + phenylboronic acid (98-80-6) → 4-fluorobenzhydrol (149099-27-4,149243-88-9,365-22-0)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 65 ℃; for 10h;

DOI:10.1021/jo070267h

upstream raw materials:

4-fluorobenzophenone

1,2-bis-(4-fluoro-phenyl)-1,2-diphenyl-ethane-1,2-diol

Phenetole

n-butyllithium

Downstream raw materials:

2-Nitro-2-<4-fluor-benzhydryl>-indan-dion-(1,3)

4-fluorobenzophenone

4-fluorodiphenylmethane

1-<(4-fluorobenzhydryl)oxy>-2-chloroethane

Refernces

• 1、 Li, Dan-Yang,Lou, Yu-Jiao,Xu, Jian,Chen, Xiao-Yang,Lin, Xian-Fu,Wu, Qi. "Electronic Effect-Guided Rational Design of Candida antarctica Lipase B for Kinetic Resolution Towards Diarylmethanols". supporting information. p. 1867 - 1872. Retrieved 2021/02/12.
• 2、 Eskandari, Parvin,Kazemi, Foad,Ramdar, Moosa,Zand, Zahra. "Enhanced catalytic activity of one-dimensional CdS @TiO2 core-shell nanocomposites for selective organic transformations under visible LED irradiation". . . Retrieved 2021/07/10.