4-Fluoro-2-(hydroxymethyl)phenol

Base Information

• Chemical Name: 4-Fluoro-2-(hydroxymethyl)phenol
• CAS No.: 2357-33-7
• Molecular Formula: C7H7FO2
• Molecular Weight: 142.13
• Hs Code.: 2908190090
• DSSTox Substance ID: DTXSID10442331
• Wikidata: Q82259549
• Mol file: 2357-33-7.mol

Synonyms:4-fluoro-2-(hydroxymethyl)phenol;2357-33-7;Benzenemethanol, 5-fluoro-2-hydroxy-;5-FLUORO-2-(HYDROXY)BENZYL ALCOHOL;5-fluoro-2-hydroxybenzyl alcohol;SCHEMBL1906156;DTXSID10442331;IMEOTXXUGOGZCY-UHFFFAOYSA-N;MFCD03412237;SB83949;BS-22092;CS-0378181;EN300-698228;A816775

Chemical Property of 4-Fluoro-2-(hydroxymethyl)phenol

Chemical Property:

• Melting Point: 69-71°C
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.04300762
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99%, ^*data from raw suppliers

4-Fluoro-2-(hydroxymethyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)CO)O
• Uses: 4-Fluoro-2-(hydroxymethyl)phenol can be used in preparation of naphthyridine derivatives as chemokine receptor antagonists useful in the treatment of pain.

Technology Process of 4-Fluoro-2-(hydroxymethyl)phenol

There total 7 articles about 4-Fluoro-2-(hydroxymethyl)phenol 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%

5-fluoro-2-hydroxybenzaldehyde (347-54-6) → 5-fluoro-2-hydroxy-benzyl alcohol (2357-33-7)

Guidance literature:

With formic acid; C₂₀H₂₉ClIrN₄⁽¹⁺⁾*Cl^(1-); In water; at 80 ℃; for 0.166667h; chemoselective reaction;

DOI:10.1039/c7gc01289f

Reference yield: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-Fluorophenol (371-41-5) → 5-fluoro-2-hydroxy-benzyl alcohol (2357-33-7)

Guidance literature:

With sodium metaborate tetrahydrate; In water; at 40 ℃; for 30h; regioselective reaction; Green chemistry;

DOI:10.1039/c4ob00228h

Reference yield: 79.0%

methyl 5-fluoro-2-hydroxybenzoate (391-92-4) → 5-fluoro-2-hydroxy-benzyl alcohol (2357-33-7)

Guidance literature:

methyl 5-fluoro-2-hydroxybenzoate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; Saturated solution;

upstream raw materials:

2-acetoxy-5-fluoro benzyl acetate

formaldehyd

4-Fluorophenol

methyl 5-fluoro-2-hydroxybenzoate

Downstream raw materials:

{2-[(4-bromophenyl)(difluoro)methoxy]-5-fluorophenyl}methanol

[5-Fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]methanol

2-((5-fluoro-2-hydroxybenzyl)oxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)-4-(trifluoromethyl)benzamide

2-(4-fluoro-2-(hydroxymethyl)phenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)-4-(trifluoromethyl)benzamide

Refernces

• 1、 Yang, Zhanhui,Zhu, Zhongpeng,Luo, Renshi,Qiu, Xiang,Liu, Ji-Tian,Yang, Jing-Kui,Tang, Weiping. "Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source". supporting information. p. 3296 - 3301. Retrieved 2017/07/28.
• 2、 Cao, Sheng,Christiansen, Robin,Peng, Xiaohua. "Substituent effects on oxidation-induced formation of quinone methides from arylboronic ester precursors". . p. 9050 - 9058. Retrieved 2013/07/26.