32327-70-1

Basic information

• Product Name: 2-(4-CHLOROPHENYL)ETHYL CHLORIDE
• Synonyms: 2-(4-CHLOROPHENYL)ETHYL CHLORIDE;1-chloro-4-(2-chloroethyl)benzene;Benzene,1-chloro-4-(2-chloroethyl)- (Related Reference);p-Chlorophenethyl chloride
• CAS NO: 32327-70-1
• Molecular Formula: C₈H₈Cl₂
• Molecular Weight: 175.06
• Mol File: 32327-70-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 70°C/ .8mm
• Flash Point: 96.2°C
• Appearance: /
• Density: 1.202g/cm³
• Vapor Pressure: 0.079mmHg at 25°C
• Refractive Index: 1.538
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)ETHYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)ETHYL CHLORIDE(32327-70-1)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)ETHYL CHLORIDE(32327-70-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 32327-70-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 57, p. 3772, 1992 DOI: 10.1021/jo00040a010Tetrahedron Letters, 35, p. 7911, 1994 DOI: 10.1016/0040-4039(94)80009-X

InChI:InChI=1/C8H8Cl2/c9-6-5-7-1-3-8(10)4-2-7/h1-4H,5-6H2

Upstream product

• 1875-88-3 2-(4-Chlorophenyl)ethanol 
• 593-71-5 Chloroiodomethane 
• 104-88-1 4-chlorobenzaldehyde 
• 622-98-0 4-chloro(ethylbenzene) 
• 937-20-2 p-chlorophenacyl chloride 
• 108-90-7 chlorobenzene 
• 1878-66-6 4-chlorophenylacetic Acid 
• 104-10-9 2-(4'-aminophenyl)ethyl alcohol 
• 156-41-2 4-chlorophenylethylamine 
• 146404-41-3 C₁₅H₁₇ClN₂O₂S 
• 141666-91-3 N-[2-(4-chlorophenyl)ethyl]-4-methylbenzenesulfonamide 
• 84648-20-4 C₁₆H₁₂Cl₂O₄ 
• 6948-71-6 toluene-4-sulfonic acid 2-(4-chloro-phenyl)-ethyl ester 

Downstream Products

• 14310-22-6 4-chlorobibenzyl 
• 622-24-2 2-phenylethyl chloride 
• 1073-67-2 4-vinylbenzyl chloride 
• 64008-46-4 4-(4-Chloro-phenyl)-2-(2,4-dichloro-phenyl)-butyric acid methyl ester 
• 64008-67-9 2-(2,4-Dichlorphenyl)-4-p-chlorphenylbutanol 
• 64008-25-9 2-(2,4-Dichlorphenyl)-4-(p-chlorphenyl)-butyronitril 
• 171068-92-1 2-{1-[2-(4-Chloro-phenyl)-ethyl]-piperidin-4-yl}-1H-benzoimidazole 
• 25198-48-5 4-Chlor-phenethyl-hydrazin 
• 136389-70-3 S-(4-chlorophenethyl)isothiouronium chloride 
• 112703-67-0 5-[(4-Chlorophenethyl)-methylamino]-2-(3,5-dimethoxyphenyl)-2-isopropylvaleronitrile 
• 1186136-54-8 1-chloro-4-(6-phenylhex-3-ynyl)benzene 
• 1260401-03-3 4-(4-chlorophenethyl)piperazin-2-one 

Relevant articles and documents

Chemoselective Homologation-Deoxygenation Strategy Enabling the Direct Conversion of Carbonyls into (n+1)-Halomethyl-Alkanes

The sequential installation of a carbenoid and a hydride into a carbonyl, furnishing halomethyl alkyl derivatives, is reported. Despite the employment of carbenoids as nucleophiles in reactions with carbon-centered electrophiles, sp3-type alkyl halides remain elusive materials for selective one-carbon homologations. Our tactic levers on using carbonyls as starting materials and enables uniformly high yields and chemocontrol. The tactic is flexible and is not limited to carbenoids. Also, diverse carbanion-like species can act as nucleophiles, thus making it of general applicability.

Synthetic method of 2-bromo-4-(2-chloro-ethyl)-aniline

The invention relates to a synthetic method of 2-bromo-4-(2-chloro-ethyl)-aniline and belongs to the field of chemical synthesis. The method comprises the following steps: using chlorobenzene and anhydrous AlCl2 as raw materials, dropwise adding chloroacetyl chloride, using ice water and hydrochloric acid, stirring and reacting, carrying out suction filtration, washing with sodium hydroxide and deionized water, carrying out vacuum suction filtration and collecting chlorobenzene, carrying out rotary evaporation until collecting 4-chloro-benzeneacetyl chloride, heating a 4-chloro-benzeneacetyl chloride solution, hydrazine hydrate and diglycol and carrying out reflux reaction, collecting 1-chloro-4-(2-chloroethyl)benzene and drying under reduced pressure to prepare light yellow powder, carrying out a bromination reaction and dropwise adding a sodium hypochlorite solution and an ammonium sulfite solution, washing and collecting saffron yellow particles so as to prepare 2-bromo-4-(2-chloro-ethyl)-aniline.

Functionalized acridin-9-yl phenylamines protected neuronal HT22 cells from glutamate-induced cell death by reducing intracellular levels of free radical species

The in vitro neuronal cell death model based on the HT22 mouse hippocampal cell model is a convenient means of identifying compounds that protect against oxidative glutamate toxicity which plays a role in the development of certain neurodegenerative diseases. Functionalized acridin-9-yl-phenylamines were found to protect HT22 cells from glutamate challenge at submicromolar concentrations. The Aryl1-NH-Aryl2 scaffold that is embedded in these compounds was the minimal pharmacophore for activity. Mechanistically, protection against the endogenous oxidative stress generated by glutamate did not involve up-regulation of glutathione levels but attenuation of the late stage increases in mitochondrial ROS and intracellular calcium levels. The NH residue in the pharmacophore played a crucial role in this regard as seen from the loss of neuroprotection when it was structurally modified or replaced. That the same NH was essential for radical scavenging in cell-free and cell-based systems pointed to an antioxidant basis for the neuroprotective activities of these compounds.