13940-94-8

Basic information

• Product Name: 4-chloro-1-(dichloromethyl)benzene
• Synonyms: 4-chloro-1-(dichloromethyl)benzene;p-Chlorobenzalchloride;4-Chlorobenzyl Dichloride;1-Chlor-4-(dichlormethyl)-benzol;1-chloro-4-(dichloromethyl)-benzen;4-chlorobenzylidene chloride;alpha,alpha',p-trichloro-toluen;alpha,alpha,p-trichlorotoluene
• CAS NO: 13940-94-8
• Molecular Formula: C₇H₅Cl₃
• Molecular Weight: 195.4736
• EINECS: 237-721-7
• Mol File: 13940-94-8.mol

Chemical Properties

• Melting Point: 35.64°C (estimate)
• Boiling Point: 230.4°C (estimate)
• Flash Point: 154.4°C
• Appearance: /
• Density: 1.384
• Vapor Pressure: 0.0483mmHg at 25°C
• Refractive Index: 1.5670 (estimate)
• CAS DataBase Reference: 4-chloro-1-(dichloromethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-1-(dichloromethyl)benzene(13940-94-8)
• EPA Substance Registry System: 4-chloro-1-(dichloromethyl)benzene(13940-94-8)

Safety Data

• Hazardous Substances Data: 13940-94-8(Hazardous Substances Data)

Usage

Safety Profile

Moderately toxic by an unspecified route. When heated to decomposition it emits toxic vapors of Clí .

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

Upstream product

• 98-87-3 benzylidene dichloride 
• 106-43-4 para-chlorotoluene 
• 104-88-1 4-chlorobenzaldehyde 
• 98-59-9 p-toluenesulfonyl chloride 
• 111-90-0 ethoxyethoxyethanol 
• 39184-66-2 (4-chlorophenyl)chlorodiazirine 
• 3848-36-0 4-chlorobenzaldoxime 
• 7553-56-2 iodine 
• 873-76-7 para-Chlorobenzyl alcohol 
• 18484-03-2 2-(4-chlorobenzyloxy)tetrahydro-2H-pyran 
• 14856-74-7 4-chlorobenzyltrimethylsilyl ether 

Downstream Products

• 2621-46-7 1-chloro-4-isopropylbenzene 
• 606126-63-0 4,4'-(butane-2,3-diyl)bis(chlorobenzene) 
• 116570-77-5 1-chloro-4-dideuteriomethyl-benzene 
• 65867-07-4 4,5-dichloro-2-(4-chloro-phenyl)-[1,3]oxazin-6-one 
• 128654-19-3 2-phenyl-2-(4-chlorophenyl)-chloromethyl-1,3-dioxolane 
• 128654-20-6 1-benzoyloxy 2-(4-chlorobenzoyloxy)ethane 
• 128654-22-8 2-(4-methoxyphenyl)-2-(4-chlorophenyl)chloromethyl-1,3-dioxolane 
• 128654-23-9 1-(4-methoxybenzoyloxy) 2-(4-chlorobenzoyloxy)ethane 
• 96395-03-8 anti-9-<1-(p-chlorophenyl)>-cis-bicyclo<6.1.0>nona-2,4,6-triene 
• 5216-25-1 4-chlorotrichloromethylbenzene 
• 2510-74-9 (E)-1,2-di(4-chlorophenyl)ethene 
• 13856-87-6 1-(p-chlorophenyl)-1-pentanol 
• 104-88-1 4-chlorobenzaldehyde 
• 74-11-3 para-chlorobenzoic acid 

Relevant articles and documents

One-pot, selective and mild conversion of benzylic alcohols to gem -dichlorides using chlorodiphenylphosphine and 2,3-dichloro-5,6-dicyanobenzoquinone as a new and neutral system

A mild and one-pot conversion of benzylic alcohols to their corresponding gem-dichlorides is reported for the first time using chlorodiphenylphosphine (ClPPh2) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in dichloromethane under neutral conditions and at room temperature. The present method can be efficiently used for preparation of gem-dichlorides even in the presence of some other functional groups with excellent chemoselectivity.

Conversion of aromatic aldehydes to gem-dichlorides using boron trichloride. A new highly efficient method for preparing dichloroarylmethanes

The chlorination of aromatic aldehydes with boron trichloride in hexane under reflux conditions produces the corresponding dichloromethyl derivatives in excellent yields. (C) 2000 Elsevier Science Ltd.

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.

A preparation method of the Pcad (by machine translation)

The invention discloses a method for preparing chlorobenzaldehyde, monochlorotoluene to raw materials under the action of catalyst with chlorine to produce substitution reaction to obtain the mixture of chlorine phenmethyl chlorine and chlorine benzal chloride. To chlorine phenmethyl chlorine and chlorine benzal chloride mixture under the action of catalyst through hydrolytic reaction and air catalytic oxidation reaction to obtain the Pcad. The invention through the action of a catalyst reduces the reaction temperature of the substitution reaction, improves the selectivity of the substitution reaction, by hydrolysis reaction and air way of combining the catalytic oxidation reaction to improve the yield of chlorobenzaldehyde, through catalyst applied mechanically mode to reduce the hydrolysis reaction of the waste water. (by machine translation)

Halogenation through Deoxygenation of Alcohols and Aldehydes

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.

Facile conversion of aldehydes and ketones to gem-dichlorides using chlorodiphenylphosphine/N-chlorosuccinimide as a new and neutral system

Aldehydes and ketones are easily converted to their corresponding gem-dichlorides using a mixture of chlorodiphenylphosphine and N-chlorosuccinimide (ClPPh2/NCS) in dichloromethane under neutral conditions and at room temperature. Copyright Taylor & Francis Group, LLC.

A simple and efficient procedure for the preparation of benzal chlorides and benzal bromides

Benzal chlorides and benzal bromides were conveniently synthesized by reaction of aryl aldehydes with a Vilsmeier type reagent formed in situ by reduction of CCl4 or CBr4 in dimethylformamide (DMF) as solvent.

New applications of tungsten hexachloride (WCl6) in organic synthesis. Halo-de-hydroxylation and dihalo-de-oxo-bisubstitution reactions

Tungsten hexachloride (WCl6) has been used for the halo-de-hydroxylation and dihalo-de-oxo-bisubstitution reactions of benzylic alcohols, benzaldehydes, acyloins, and epoxides to their chlorides, gem-dichlorides, vic-trichlorides, and vic-dichlorides respectively.

TRANSFORMATION OF PHENYLCHLORODIAZIRINES TO 1,3-DIOXOLANES AND A 1,3-DITHIOLANE

Chlorophenylcarbene reacts with bifuncional or polyfuncional alcohols and ethanedithiol to form 2-phenyl-1,3-dioxolanes and 2-phenyl-1,3-dithiolane.