2-Chloro-4-fluorophenol

Base Information

• Chemical Name: 2-Chloro-4-fluorophenol
• CAS No.: 1996-41-4
• Molecular Formula: C6H4ClFO
• Molecular Weight: 146.549
• Hs Code.: 29081000
• European Community (EC) Number: 217-876-7
• NSC Number: 10273
• DSSTox Substance ID: DTXSID60173744
• Nikkaji Number: J199.808K
• Wikidata: Q72451055
• Mol file: 1996-41-4.mol

Synonyms:2-CHLORO-4-FLUOROPHENOL;1996-41-4;Phenol, 2-chloro-4-fluoro-;2-chlor-4-fluorophenol;C6H4ClFO;4-fluoro-2-chlorophenol;MFCD00002168;EINECS 217-876-7;NSC 10273;2-chloro-4-fluoro-phenol;NSC10273;SCHEMBL104856;1-Bromo-2,3,5-trifluorobezene;2-Chloro-4-fluorophenol, 99%;DTXSID60173744;NSC-10273;AKOS000119579;AC-5937;CS-W007676;PS-8942;SY008843;AM20030289;C1598;FT-0611771;EN300-21349;A19902;J-012898;W-107658;Z104495502

Chemical Property of 2-Chloro-4-fluorophenol

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 3.9mmHg at 25°C
• Melting Point: 23 °C(lit.)
• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 227.6 °C at 760 mmHg
• PKA: 8.50±0.18(Predicted)
• Flash Point: 75 °C
• PSA: 20.23000
• Density: 1.408 g/cm³
• LogP: 2.18470
• Storage Temp.: Refrigerator
• Water Solubility.: slightly soluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.9934706
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-4-fluorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37-36/37/39-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)Cl)O
• Uses: 2-Chloro-4-fluorophenol was used in enzymatic production of fluorocatechols.

Technology Process of 2-Chloro-4-fluorophenol

There total 8 articles about 2-Chloro-4-fluorophenol 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: 91.0%

4-Fluorophenol (371-41-5) → 2-chloro-4-fluorophenol (1996-41-4)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride; In toluene; at 0 ℃; for 4h; regioselective reaction; Darkness;

DOI:10.1021/acscatal.8b00327

Reference yield: 67.0%

2-(2-chloro-4-fluorophenoxy)pyridine → 2-chloro-4-fluorophenol (1996-41-4)

Guidance literature:

2-(2-chloro-4-fluorophenoxy)pyridine; With methyl trifluoromethanesulfonate; In toluene; at 100 ℃; for 2h; Inert atmosphere; Schlenk technique;

With sodium; In methanol; at 80 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7ra09939h

Reference yield:

2-chloro-4-fluoro-1-methoxy-benzene (2267-25-6) → 2-chloro-4-fluorophenol (1996-41-4)

Guidance literature:

With aluminium trichloride; benzene;

DOI:10.1021/ja01510a021

upstream raw materials:

2-chloro-4-fluoro-1-methoxy-benzene

4-Fluorophenol

1-fluoro-4-methoxybenzene

5-fluoro-2-methoxy-aniline

Downstream raw materials:

4-[6-(2-Chloro-4-fluorophenoxy)hexyl]-3,5-heptanedione

2-chloro-4-fluoro-methoxycarbonyloxybenzene

1-allyloxy-2-chloro-4-fluoro-benzene

2-(2-chloro-4-fluorophenoxy)acetic acid

Refernces

• 1、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications". . p. 4033 - 4043. Retrieved 2018/05/22.
• 2、 Gao, Chao,Li, Hongchen,Liu, Miaochang,Ding, Jinchang,Huang, Xiaobo,Wu, Huayue,Gao, Wenxia,Wu, Ge. "Regioselective C-H chlorination: Towards the sequential difunctionalization of phenol derivatives and late-stage chlorination of bioactive compounds". . p. 46636 - 46643. Retrieved 2017/10/16.