352-33-0

Basic information

• Product Name: 1-Chloro-4-fluorobenzene
• Synonyms: 4-FLUOROCHLOROBENZENE;4-CHLOROFLUOROBENZENE;1,4-Fluorochlorobenzene;1-chloro-4-fluoro-benzen;1-Fluoro-4-chlorobenzene;P-FLUOROCHLOROBENZENE;P-CHLOROFLUOROBENZENE;4-CHLOROFLUOROBENZENE 99% (GC)
• CAS NO: 352-33-0
• Molecular Formula: C₆H₄ClF
• Molecular Weight: 130.55
• EINECS: 206-521-1
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Chlorine Compounds;Fluorine Compounds;Fluoro;Aryl;C6;Halogenated Hydrocarbons;Gasoline, Diesel, Petroleum;Alpha Sort;C;CAlphabetic;CHChemical Class;Environmental Standards;FluoroEPA;Gasoline Range organics (GRO)Chromatography;Halogenated;UST/GRO/DRO;Volatiles/ Semivolatiles;Aryl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;alkyl Fluorine| alkyl chloride
• Mol File: 352-33-0.mol
• Article Data: 84

Chemical Properties

• Melting Point: -21.5 °C
• Boiling Point: 129-130 °C(lit.)
• Flash Point: 85 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.226 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.04mmHg at 25°C
• Refractive Index: n20/D 1.495(lit.)
• Storage Temp.: Flammables area
• Solubility: Difficult to mix.
• BRN: 1904542
• CAS DataBase Reference: 1-Chloro-4-fluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-4-fluorobenzene(352-33-0)
• EPA Substance Registry System: 1-Chloro-4-fluorobenzene(352-33-0)

Safety Data

• Hazard Codes: Xi,F,T
• Statements: 10-36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 16-26-36-37/39-45-36/37-7
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• TSCA: T
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 352-33-0(Hazardous Substances Data)

Usage

Description

1-Chloro-4-fluorobenzene, also known as 4-fluorochlorobenzene, is an organic compound that belongs to the family of halogenated aromatic hydrocarbons. It is characterized by the presence of a chlorine atom at the 1st position and a fluorine atom at the 4th position on a benzene ring. 1-Chloro-4-fluorobenzene exhibits clear, colorless to light yellow liquid properties and is widely utilized in various industrial applications due to its unique chemical structure and reactivity.

Uses

1. Used in Organic Synthesis:
1-Chloro-4-fluorobenzene is used as a primary and secondary intermediate in organic synthesis. Its unique combination of chlorine and fluorine atoms on the benzene ring makes it a versatile building block for the creation of various complex organic molecules. The presence of these halogens allows for further functionalization and modification of the molecule, enabling the synthesis of a wide range of compounds with diverse applications.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Chloro-4-fluorobenzene is employed as a key intermediate for the synthesis of various active pharmaceutical ingredients (APIs). Its reactivity and structural properties make it suitable for the development of new drugs with improved efficacy and selectivity. 1-Chloro-4-fluorobenzene can be further modified to introduce functional groups that can interact with specific biological targets, leading to the development of novel therapeutic agents.
3. Used in Chemical Intermediates for Diverse Applications:
1-Chloro-4-fluorobenzene is also used as a chemical intermediate for the production of various compounds with applications in different industries. For instance, it can be used to prepare (4'-fluoro-biphenyl-4-yl)-methyl ether, a compound with potential applications in the field of materials science. The synthesis of this compound involves the use of reagents such as NaH, Ni(OAc)2, 2,2'-bipyridyl, KI, and solvents like benzene and tetrahydrofuran at a temperature of 63°C.
4. Used in the Production of Specialty Materials:
The unique properties of 1-Chloro-4-fluorobenzene make it an attractive candidate for the development of specialty materials with specific characteristics. For example, its halogenated nature allows for the creation of materials with enhanced thermal stability, chemical resistance, and electrical properties. These materials can find applications in various industries, such as electronics, aerospace, and automotive, where high-performance materials are required.

InChI:InChI=1/C6H4FI/c7-5-1-3-6(8)4-2-5/h1-4H

Upstream product

• 106-46-7 para-dichlorobenzene 
• 1644-73-1 4-chlorophenyl fluoroformate 
• 462-06-6 fluorobenzene 
• 76-05-1 trifluoroacetic acid 
• 448-59-9 tris(4-fluorophenyl)boroxine 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 106-39-8 bromochlorobenzene 
• 10557-71-8 4-chlorophenyltrimethylsilane 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 1597433-83-4 (N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane)Ni(PhF)Br 
• 1597433-85-6 (N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane)Ni(PhMe)Cl 
• 106-43-4 para-chlorotoluene 
• 1597433-84-5 (N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane)Ni(PhF)Cl 
• 188290-36-0 thiophene 

Downstream Products

• 88-87-9 4-chloro-2,6-dinitrophenol 
• 345-17-5 1-chloro-4-fluoro-2-nitrobenzene 
• 345-18-6 2-fluoro-5-chloronitrobenzene 
• 428-15-9 1,1,2r,3t,4ξ,5t,6c-heptachloro-4ξ-fluoro-cyclohexane 
• 371-40-4 4-fluoroaniline 
• 76481-44-2 2-(4'-fluorophenyl)-2-adamantanol 
• 462-06-6 fluorobenzene 
• 398-23-2 4,4'-difluorobiphenyl 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 450-39-5 4-(4-fluorophenyl)anisole 
• 10540-43-9 4'-fluoro-3-methoxy-1,1'-biphenyl 
• 6161-50-8 3,3'-dimethoxybiphenyl 
• 92-88-6 4,4'-Dihydroxybiphenyl 
• 324-94-7 4'-fluoro-biphenyl-4-ol 

Relevant articles and documents

Photocatalytic monofluorination of benzene by fluoride via photoinduced electron transfer with 3-cyano-1-methylquinolinium

The photocatalytic fluorination of benzene occurs under photoirradiation of an oxygen-saturated acetonitrile (MeCN) of the 3-cyano-1-methylquinolinium ion (QuCN+) containing benzene and tetraethylammonium fluoride tetrahydrofluoride (TEAF·4HF) with a xenon lamp (500 W) attached to a colored-glass filter (λ + and benzene exhibited absorption bands due to QuCN ? (λmax = 500 nm) and the benzene dimer radical cation (λmax = 900 nm), which were generated by photoinduced electron transfer from benzene to the singlet excited state of QuCN+. The decay rate of the transient absorption band due to the benzene dimer radical cation was accelerated by the addition of TEAF·4HF. The observed rate constant increased with increasing concentration of TEAF·4HF. The rate constant of the electrophilic addition of fluoride to the benzene radical cation was determined to be 9.4 × 109 M-1 s-1. Thus, the photocatalytic reaction is initiated by intermolecular photoinduced electron transfer from benzene to the single excited state of QuCN+. The benzene radical cation formed by photoinduced electron transfer reacts with the fluoride anion to yield the F-adducted radical. However, QuCN? can reduce O2 to O2?-, and this is followed by the protonation of O2?- to afford HO2?. The hydrogen abstraction of HO2? from the F-adduct radical affords fluorobenzene and H2O2 as the final products.

Fluorination of arylboronic esters enabled by bismuth redox catalysis

Bismuth catalysis has traditionally relied on the Lewis acidic properties of the element in a fixed oxidation state. In this paper, we report a series of bismuth complexes that can undergo oxidative addition, reductive elimination, and transmetallation in a manner akin to transition metals. Rational ligand optimization featuring a sulfoximine moiety produced an active catalyst for the fluorination of aryl boronic esters through a bismuth (III)/bismuth (V) redox cycle. Crystallographic characterization of the different bismuth species involved, together with a mechanistic investigation of the carbonfluorine bond-forming event, identified the crucial features that were combined to implement the full catalytic cycle.

Highly efficient Sandmeyer reaction on immobilized CuI/CuII-based catalysts

Highly effective embodiment of Sandmeyer reaction has been revealed for Cu-based catalysts incorporating ionic liquid on Silochrom support. The most active catalyst (TOF = = 4000–8000 h–1) contains comparable amounts of cuprous and cupric chloride anions. The reported method allows one to carry out the reaction for anilines in the one-pot mode.