5182-43-4

Usage

Chemical structure

1-Chloro-3-(2-chloro-ethyl)-benzene consists of a benzene ring with two chlorine atoms and an ethyl group attached.

Physical state

It is a colorless liquid.

Odor

It has a faint, sweet odor.

Uses

a. Intermediate in the production of various chemicals such as dyes, pharmaceuticals, and pesticides.
b. Used as a solvent.
c. Used in chemical synthesis.

Hazards

a. May be harmful if inhaled, swallowed, or absorbed through the skin.
b. Exposure can cause irritation to the respiratory system and skin.

Safety precautions

It is important to handle this chemical with care and use appropriate safety precautions when working with it.

Upstream product

• 5182-44-5 2-(3-chlorophenyl)ethanol 
• 67-66-3 chloroform 
• 765-46-8 spiro[2.4]hepta-4,6-diene 
• 110-58-7 n-Pentylamine 
• 620-16-6 3-chloroethylbenzene 
• 865-47-4 potassium tert-butylate 
• 6032-29-7 (+/-)-2-pentanol 
• 64-17-5 ethanol 
• 71-23-8 propan-1-ol 
• 67-56-1 methanol 
• 71-36-3 butan-1-ol 
• 67-63-0 isopropyl alcohol 
• 109-89-7 diethylamine 
• 86301-91-9 4,4-dichlorodispiro2,7.0^3,5>undec-9-ene-11,1''-cyclopropane> 

Downstream Products

• 34176-92-6 3-chloro-bibenzyl 
• 1025822-45-0 2-{1-[2-(3-Chloro-phenyl)-ethyl]-piperidin-4-yl}-1H-benzoimidazole 
• 517914-38-4 1-{2-[3-(1-hydroxycyclohexyl)phenyl]ethyl}-1-cyclohexanol 

Relevant academic research and scientific papers

Ketone-catalyzed photochemical C(sp3)–H chlorination

Photoexcited arylketones catalyze the direct chlorination of C(sp3)–H groups by N- chlorosuccinimide. Acetophenone is the most effective catalyst for functionalization of unactivated C–H groups while benzophenone provides better yields for benzylic C–H functionalization. Activation of both acetophenone and benzophenone can be achieved by irradiation with a household compact fluorescent lamp. This light-dependent reaction provides a better control of the reaction as compared to the traditional chlorination methods that proceed through a free radical chain propagation mechanism.

Lithiophenylalkyllithiums: New dilithium reagents having both sp2- and sp3-hybridised remote carbanionic centres

The reaction of chloro-(2-chloroethyl)benzenes (1), 4-chloro-(3-chloropropyl)benzene (3) or 4-chlorophenyl chloromethyl ether (5) with lithium power using naphthalene as the electron shuttle (8 mol%) in the presence of different carbonyl compounds [Busub

REACTION OF DICHLOROCARBENE WITH SPIROHEPTA-4,6-DIENE

Dichlorocarbene adds to spirohept-4,6-diene with the formation of 6,6-dichlorospiro(bicyclohex-2-ene-4,1'-cyclopropane).When heated the latter undergoes isomerization to 3-(2-chloroethyl)chlorobenzene, and in the presence of nucleophiles (alcohols, amines) it is converted into 3-(2-alkoxyethyl)chlorobenzenes and N-substituted 3-(2-aminoethyl)chlorobenzenes respectively.

SYNTHESIS OF ADDUCTS OF DIHALOGENOCARBENES WITH THE DIMERS OF CYCLOPENTADIENE AND SPIROHEPTA-4,6-DIENE AND THEIR THERMAL TRANSFORMATIONS

It was found that dichloro-, dibromo-, bromochloro-, and bromofluorocarbenes react with the cyclopentadiene dimer (tricyclo2,6>deca-3,8-diene) and the spirohepta-4,6-diene dimer cyclopropanespiro-5-(tricyclo2,6>deca-3,8-diene)-10-spirocyclopropane with the exclusive formation of the adducts at the double bond of the cyclopentene fragment, i.e., 4,4-dihalogenotetracyclo2,7.03,5>undec-5-enes and cyclopropanespiro-6-(4,4-dihalogenotetracyclo2,7.03,5>undec-9-ene)-11-spirocyclopropanes respectively.When the adducts of the carbenes are heated with the cyclopentadiene dimer, they undergo thermal isomerization with opening of the three-membered ring, leading to 4,5-dihalogenotricyclo2,7>undeca-3,9-dienes.The adducts of the carbenes with the spirohepta-4,6-diene dimer undergo the reverse Diels-Alder reaction when heated with the formation of cyclopropanespiro-5-(tricyclo2,6>deca-3,8-diene)-10-spirocyclopropane and 3-(2-halogenoethyl)halogenobenzenes.