3827-49-4

Basic information

• Product Name: 2-Chloro-5-fluorophenol
• Synonyms: 2-CHLORO-5-FLUOROPHENOL;2-Chloro-5-fluorophenol,min.97%;2-Chloro-5-fluorophenol 98%;2-Chloro-5-fluorophenol98%;2-Chloro-5-fluorophenol, min. 97%;2-Chloro-5-flurophenol
• CAS NO: 3827-49-4
• Molecular Formula: C₆H₄ClFO
• Molecular Weight: 146.55
• EINECS: 1533716-785-6
• Product Categories: Phenol&Thiophenol&Mercaptan;Chlorine Compounds;Fluorine Compounds;Phenols;organofluorine compounds;Alcohols;Aryl;Aryl Fluorinated Building Blocks;Building Blocks;C2 to C6;C6;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;New Products for Chemical Synthesis;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Oxygen Compounds;Fluorine series
• Mol File: 3827-49-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 183-185 °C
• Flash Point: 183-185°C
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.3675 (estimate)
• Vapor Pressure: 19.5mmHg at 25°C
• Refractive Index: 1.524-1.526
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.50±0.10(Predicted)
• Water Solubility: slightly soluble
• CAS DataBase Reference: 2-Chloro-5-fluorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-fluorophenol(3827-49-4)
• EPA Substance Registry System: 2-Chloro-5-fluorophenol(3827-49-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 36/37/39-26
• RIDADR: 2810
• HazardClass: 8
• Hazardous Substances Data: 3827-49-4(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to pale yellow liquid

InChI:InChI=1/C5H5F3O2/c1-3(4(9)10-2)5(6,7)8/h1H2,2H3

Upstream product

• 372-20-3 3-fluorophenol 
• 372-19-0 meta-fluoroaniline 

Downstream Products

• 451-19-4 (2-chloro-5-fluoro-phenoxy)-acetic acid 
• 847833-03-8 1-chloro-2-[1-(2-chloro-ethyl)-2-methyl-propoxy]-4-fluoro-benzene 
• 1034474-33-3 3-chloro-5-{[5-chloro-1-(1-t-butyloxycarbonyl-1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-indazol-4-yl]oxy}benzonitrile 
• 1034474-34-4 3-chloro-5-{[5-chloro-1-({1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methyl)-1H-indazol-4-yl]oxy}benzonitrile 
• 524955-92-8 2-chloro-5-fluoro-4-nitrophenol 
• 944808-10-0 tert-butyl 4-(2-chloro-5-fluorophenoxy)piperidine-1-carboxylate 
• 944808-82-6 3-chloro-6-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]pyridazine 
• 450-89-5 1-chloro-4-fluoro-2-methoxybenzene 

Relevant articles and documents

Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chemistry to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approximately 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.

The Catalyst-Controlled Regiodivergent Chlorination of Phenols

Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phenols that are not readily obtainable via canonical electrophilic chlorinations. Conversely, a phosphine sulfide derived from 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) was found to enhance the innate para-preference of phenol chlorination.