15145-69-4

Basic information

• Product Name: 3-CHLOROBENZAL CHLORIDE
• Synonyms: ,,2-Trichlorotoluene;1-Chloro-2-(dichloromethyl)benzene;Benzene,1-chloro-3-(dichloromethyl)-;o-Chlorobenzalchloride;o-Chlorobenzyldichloride;o-Chloro-benzylidenechloride;ALPHA,ALPHA,3-TRICHLOROTOLUENE;3-CHLOROBENZAL CHLORIDE
• CAS NO: 15145-69-4
• Molecular Formula: C₇H₅Cl₃
• Molecular Weight: 195.47
• EINECS: 239-206-2
• Mol File: 15145-69-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 35.64°C (estimate)
• Boiling Point: 235-237°C
• Flash Point: 235-237°C
• Appearance: clear colorless to slightly yellow liquid
• Density: 1.38
• Vapor Pressure: 0.0844mmHg at 25°C
• Refractive Index: 1.565-1.567
• CAS DataBase Reference: 3-CHLOROBENZAL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROBENZAL CHLORIDE(15145-69-4)
• EPA Substance Registry System: 3-CHLOROBENZAL CHLORIDE(15145-69-4)

Safety Data

• Hazard Codes: C
• Statements: 34-20/22
• Safety Statements: 45-36/37/39-26
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 15145-69-4(Hazardous Substances Data)

Usage

Description

3-CHLOROBENZAL CHLORIDE, also known as m-chlorobenzoyl chloride, is an organic compound belonging to the class of haloaromatics. It is characterized by a benzene ring with a chlorine atom at the meta position and a chloro group attached to the carbonyl carbon. 3-CHLOROBENZAL CHLORIDE is a clear colorless to slightly yellow liquid and is commonly used in various chemical synthesis processes.

Uses

Used in Chemical Synthesis:
3-CHLOROBENZAL CHLORIDE is used as a synthetic intermediate for the production of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and functional groups make it a versatile building block in the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-CHLOROBENZAL CHLORIDE is used as a key intermediate in the synthesis of various drugs. Its unique structure allows for the formation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Industry:
3-CHLOROBENZAL CHLORIDE is also utilized in the agrochemical industry for the synthesis of pesticides and other crop protection agents. Its chemical properties enable the development of compounds with improved efficacy and selectivity in controlling pests and diseases.
Used in Polymer Industry:
In the polymer industry, 3-CHLOROBENZAL CHLORIDE is employed as a monomer in the production of synthetic linear polyester fibers and films. Its incorporation into polymer chains can enhance the properties of the resulting materials, such as strength, durability, and resistance to environmental factors.
Overall, 3-CHLOROBENZAL CHLORIDE is a valuable compound with a wide range of applications across different industries, primarily due to its unique chemical structure and reactivity. Its versatility as a synthetic intermediate and its ability to be incorporated into various products make it an essential component in the development of new and innovative materials.

InChI:InChI=1/C7H5Cl3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,7H

Upstream product

• 587-04-2 m-Chlorobenzaldehyde 
• 98-87-3 benzylidene dichloride 
• 7553-56-2 iodine 
• 873-63-2 m-chlorobenzyl alcohol 
• 18483-96-0 2-(3-chlorobenzyloxy)tetrahydro-2H-pyran 
• 1309880-47-4 [(3-Chlorobenzyl)oxy]trimethylsilane 

Downstream Products

• 65867-08-5 4,5-dichloro-2-(3-chloro-phenyl)-[1,3]oxazin-6-one 
• 2136-81-4 3-chlorobenzotrichloride 

Relevant articles and documents

One-pot, oxidative and selective conversion of benzylic silyl and tetrahydropyranyl ethers to gem-dichlorides using trichloroisocyanuric acid and triphenylphosphine as an efficient and neutral system

A one-pot and oxidative method is described for the first time for the conversion of benzylic trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers to gem-dichlorides using trichloroisocyanuric acid (TCCA) and triphenylphosphine (PPh3) in neutral media. Various theses substrates containing electron withdrawing or donating groups can be efficiently converted to their corresponding gem-dichlorides in good to excellent yields. The present method shows a high degree of chemoselectivity, and due to its one-pot nature is in accordance with green chemistry.

Nitrile ylide dimerization: Investigation of the carbene reactivity of nitrile ylides

A series of novel hexaaryl diazatrienes 5 ("nitrile ylide dimers") were synthesized directly from the corresponding diaryl ketimines 12 and dichlorotoluenes 13 in a facile one-pot synthesis. The carbene character of the nitrile ylides was investigated by varying the substituents on the aromatic ring adjacent to the carbene center. The isolation of the corresponding carbene dimers as stable crystalline materials with absorption maxima (λmax) from 363 to 422 nm was shown to be promoted by the absence of strongly electron-withdrawing substituents. The crystal structures indicate that the E-isomers were isolated when phenyl, 3-methylphenyl, and 3-chlorophenyl substituents are present at the carbene carbon; the Z-isomer was isolated when the more sterically hindered 2,4,6-trimethylphenyl substituent (Mes) is present. The 1H NMR spectra of the E-isomers demonstrate the nonequivalence of the aromatic rings, in which two of the aromatic rings of the imine moiety are pseudoaxial and the remaining aromatic rings are pseudoequatorial. The reactions proceed via the intermediate nitrile ylides 1 generated by the base-promoted 1,1-elimination of HCl from the intermediate chloroimine 14. The nitrile ylide was also generated by 1,3-elimination of HCl from the imidoyl chloride 18, confirming common pathways via the nitrile ylide as the dimer products obtained from these different routes were identical. The strongly electron-withdrawing 4-nitrophenyl substituent promotes the linear carbanion character of the 1,3-dipole and no dimer is formed.

OXYGEN-CHLORINE CARBENOID EXCHANGE REACTION BETWEEN AROMATIC ALDEHYDES AND COMPOUNDS WITH A DICHLOROMETHYL GROUP

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