6639-40-3

Usage

Chemical class

Benzene and substituted derivatives

Chlorinated derivative

Contains a chlorine atom attached to the benzene ring

Structure

Contains two phenyl rings, one of which is further substituted with a chloroethyl group

Applications

Used in manufacturing of industrial and consumer products such as pesticides, insecticides, and pharmaceuticals

Intermediate

Can be used as an intermediate in the synthesis of other organic compounds

Toxicity

Has toxic and potentially harmful properties

Precautions

Proper safety measures should be taken when handling and using 1-chloro-2-[2-(2-chlorophenyl)ethyl]benzene

Upstream product

• 65276-14-4 5,5'-Di-tert.-butyl-2,2'-dichlor-diphenylethan 
• 56344-09-3 bis-(2-chloro-benzyl)-selenide 
• 611-19-8 1-chloro-2-(chloromethyl)benzene 
• 95-49-8 2-methylchlorobenzene 
• 201230-82-2 carbon monoxide 
• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 57239-47-1 (2-chlorophenyl)methaneselenenyl cyanide 
• 611-17-6 1-bromomethyl-2-chlorobenzene 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 15961-35-0 4,4,6-trimethyl-2-phenyl-[1,3,2]dioxaborinane 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 65276-28-0 5-tert.-Butyl-2-chlor-benzylchlorid 
• 312624-11-6 (2-chlorobenzyl)zinc(II) chloride 

Relevant academic research and scientific papers

Method for preparing biaryl hydrocarbon compound from alcohol compound

The invention provides a method for preparing a biaryl hydrocarbon compound from an alcohol compound. The method comprises the following steps: sequentially adding the alcohol compound, sodium borohydride and iodine (the molar ratio is 1: (2-3): (0.5-1)) into a reaction tube containing acetonitrile solvent, sealing the reaction tube, heating to 100 DEG C, reacting for 10-20 hours, quenching with water after the reaction is completed, drying an organic phase with anhydrous magnesium sulfate, and carrying out rotary evaporation to remove the solvent and obtain a target product. The method has the advantages of convenience in operation, easiness in product separation, high yield, small environmental pollution and the like, is an ideal method for producing the high-energy-density hydrocarbon by utilizing oxygen-enriched biomass raw materials, and has important practical value.

Reductive Homocoupling of Organohalides Using Nickel(II) Chloride and Samarium Metal

A homocoupling method for organohalides and organosulfonates promoted by samarium metal and HMPA, and catalyzed by NiCl2 has been developed. Various organohalides (benzyl, aryl, heterocyclic, alkenyl and alkyl halides), α-haloacetophenones, and phenyl organosulfonates were tolerated, and the reaction afforded coupling products with high efficiency. Excellent chemoselectivity was exhibited between halides and other groups, such as ?COOH, ?NO2, halogen, heterocyclic ring, ester, and ketone groups. The stereoselectivity suggested that the reaction mechanism might involve an organosamarium species.

Feedstocks to Pharmacophores: Cu-Catalyzed Oxidative Arylation of Inexpensive Alkylarenes Enabling Direct Access to Diarylalkanes

A Cu-catalyzed method has been identified for selective oxidative arylation of benzylic C-H bonds with arylboronic esters. The resulting 1,1-diarylalkanes are accessed directly from inexpensive alkylarenes containing primary and secondary benzylic C-H bonds, such as toluene or ethylbenzene. All catalyst components are commercially available at low cost, and the arylboronic esters are either commercially available or easily accessible from the commercially available boronic acids. The potential utility of these methods in medicinal chemistry applications is highlighted.

An unprecedented oxidative intermolecular homo coupling reaction between two sp3C–sp3C centers under metal-free condition

An unprecedented formation of benzylic sp3C–sp3C coupled dibenzylic products has been illustrated. The reactions have been carried out in the presence of three oxidizing reagents, i.e., diacetoxy-iodobenzene (IBDA), N-fluorobenzenesulfonimide (NFSI), and pyridine (Py) using toluene derivatives.

Straightforward synthesis of substituted dibenzyl derivatives

The C-C bond formation by homogeneous catalysis is a powerful tool in organic synthesis. The replacement of noble metal by cheaper one for already reported methodologies is of interest for an economical purpose. The attractivity of such replacement is also enhanced if a first raw transition metal is found to be active in several processes. This work demonstrates that a common nickel complex can be used for a two-step cross-coupling procedure, namely a homocoupling reaction of benzyl derivatives and a subsequent Suzuki reaction. These consecutive reactions permit the synthesis of new polyfunctionalized dibenzyl compounds.

Palladium-catalyzed homocoupling reactions between two Csp3-Csp3 centers

(Matrix Presented) A novel palladium-catalyzed coupling reaction between two Csp3-Csp3 centers has been investigated. This protocol is initiated by the oxidative addition of an α-halo carbonyl compound to a palladium(0) species, followed by the double transmetalation. The key dialkyl palladium intermediate undergoes reductive elimination to form the desired coupling product.

Flash vacuum pyrolysis over magnesium. Part 1 - Pyrolysis of benzylic, other aryl/alkyl and aliphatic halides

Flash vacuum pyrolysis over a bed of freshly sublimed magnesium on glass wool results in efficient coupling of benzyl halides to give the corresponding bibenzyls. Where an ortho halogen substituent is present further dehalogenation gives some dihydroanthracene and anthracene. Efficient coupling is also observed for halomethylnaphthalenes and halodiphenylmethanes while chlorotriphenylmethane gives 4,4′-bis(diphenylmethyl)biphenyl. By using α,α′-dihalo-o-xylenes, benzocyclobutenes are obtained in good yield, while the isomeric α,α′-dihalo-p-xylenes give a range of high thermal stability polymers by polymerisation of the initially formed p-xylylenes. Other haloalkylbenzenes undergo largely dehydrohalogenation where this is possible, in some cases resulting in cyclisation. Deoxygenation is also observed with haloalkyl phenyl ketones to give phenylalkynes as well as other products. With simple alkyl halides there is efficient elimination of HCl or HBr to give alkenes. For aliphatic dihalides this also occurs to give dienes but there is also cyclisation to give cycloalkanes and dehalogenation with hydrogen atom transfer to give alkenes in some cases. For 5-bromopent-1-ene the products are those expected from a radical pathway but for 6-bromohex-1-ene they are clearly not. For 2,2-dichloropropane and 1,1-dichloropropane elimination of HCl occurs but for 1,1-dichlorobutane, -pentane and -hexane partial hydrolysis followed by elimination of HCl gives E, E-, E,Z- and Z,Z- isomers of the dialk-1-enyl ethers and fully assigned 13C NMR data are presented for these. With 6-chlorohex-1-yne and 7-chlorohept-1-yne there is cyclisation to give methylenecycloalkanes and -cycloalkynes. The behaviour of 1,2-dibromocyclohexane and 1,2-dichlorocyclooctane under these conditions is also examined. Various pieces of evidence are presented that suggest that these processes do not involve generation of free gas-phase radicals but rather surface-adsorbed organometallic species.

Synthesis and chemistry of 10,11-dihydro-5-phenyl-5H-dibenzo[b, f]phosphepine 5-oxide, the 5-propyl analogue and related phosphonium salts

The preparation of the title compounds is greatly improved by combining seven steps (three lithiations, three substitutions and an oxidation) into a one-pot procedure. The hydrolysis of the related phosphonium salts, the lithiation of the P-propyl phosphepine oxides and their reaction with electrophiles are described.

New Electrochemical Synthesis of Ketones from Organic Halides and Carbon Monoxide

The dissolution of a stainless steel anode provides catalytic nickel species which enable the efficient synthesis of ketones by electrolysis of organic halides in DMF in the presence of bipyridine and carbon monoxide.

ARYL RADICALS FROM ORGANOMETALLIC SOURCES. PREFERENTIAL ATTACK ON THE SIDE CHAIN OF TOLUENES BY THE o-TOLYL RADICALS.

The o-tolyl radicals, formed by the reaction of o-chlorotoluene with (dppe = Ph2PCH2CH2PPh2) or by the decomposition of o-toluoyl peroxide, prefrentially attack the methyl group of toluenes giving rise to bibenzyls.In contrast the m- and p-tolyl radicals preferentially attack the aromatic nucleus.