42365-43-5

Basic information

• Product Name: 4-Chlorobenzylamine hydrochloride
• Synonyms: KZNAUVKZACBZPF-UHFFFAOYSA-N
• CAS NO: 42365-43-5
• Molecular Formula: C₇H₈ClN*ClH
• Molecular Weight: 0
• Mol File: 42365-43-5.mol
• Article Data: 42

Chemical Properties

• Melting Point: 259 °C
• Boiling Point: 216.6°C at 760 mmHg
• Flash Point: 92.6°C
• Appearance: /
• Vapor Pressure: 0.139mmHg at 25°C
• CAS DataBase Reference: 4-Chlorobenzylamine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorobenzylamine hydrochloride(42365-43-5)
• EPA Substance Registry System: 4-Chlorobenzylamine hydrochloride(42365-43-5)

Safety Data

• Hazardous Substances Data: 42365-43-5(Hazardous Substances Data)

Usage

General Description

4-Chlorobenzylamine hydrochloride is a chemical compound that consists of a benzene ring with a chloro group and an amine group attached to it, as well as a hydrogen chloride salt. It is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and dyes due to its versatile reactivity and ability to form various types of chemical bonds. It can also be utilized as a reagent in organic chemistry reactions, such as reductive amination and nucleophilic substitution. Additionally, it has been studied for its potential applications in the development of novel materials and biomolecules. However, it is important to handle this compound with care, as it may cause irritation to the skin, eyes, and respiratory system upon contact or inhalation.

InChI:InChI=1/C7H8ClN.ClH/c8-7-3-1-6(5-9)2-4-7;/h1-4H,5,9H2;1H

Upstream product

• 92550-15-7 N,N'-bis(4-chlorobenzyl)urea 
• 51172-60-2 ethyl (4-chlorobenzyl)carbamate 
• 623-03-0 4-Cyanochlorobenzene 
• 15118-53-3 2,2-dimethyl-4-oxohexanoic acid 
• 103252-87-5 1-[(4-chlorophenyl)methyl]-1-(phenyl)hydrazine hydrochloride 
• 619-56-7 4-chlorobenzamide 
• 27032-10-6 4-chlorobenzyl azide 
• 14062-24-9 4-chloro-benzeneacetic acid, ethyl ester 
• 57676-51-4 2-(4-chlorophenyl)acetic hydrazide 
• 115601-14-4 4-Chlorphenylacetylazid 
• 65334-65-8 methanol diethyl ether 
• 104-86-9 4-chlorobenzylamine 
• 20101-92-2 2-(4-chlorophenyl)acetamide 
• 29559-24-8 4-chlorophenylnitromethane 

Downstream Products

• 65608-74-4 N-(4-chlorobenzyl)urea 
• 1053701-23-7 (3aS,4S,6R,6aR)-6-[6-(4-Chloro-benzylamino)-purin-9-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methylamide 
• 93070-54-3 C₉H₉ClN₄ 
• 610320-57-5 4-chloro-N-(4-chlorobenzyl)salicylamide 
• 128043-68-5 [3-(4-Chloro-benzyl)-2,4,5-trioxo-imidazolidin-1-yl]-acetic acid ethyl ester 
• 40408-50-2 (4-chloro-benzyl)-imidazolidinetrione 
• 104375-81-7 N-nitroso-N-(p-chlorobenzyl)urea 
• 220364-27-2 1-(4-Chlorobenzyl)-5-hydroxymethyl-1H-imidazole 
• 1206635-29-1 (R)-N-4-(chloro)benzyl 2-(tert-butoxycarbonyl)amino-3-hydroxypropionamide 
• 1213299-82-1 N₅-octyl-N₅-methyl-N₁-(4-chlorobenzyl)biguanide 
• 1333500-37-0 4,6-diamino-1-(4'-chlorobenzyl)-2-ethyl-2-methyl-1,2-dihydro-1,3,5-triazine hydrochloride 
• 1333500-38-1 4,6-diamino-1-(4'-chlorobenzyl)-2-cyclopropyl-2-methyl-1,2-dihydro-1,3,5-triazine hydrochloride 
• 1333500-41-6 7,9-diamino-10-(4'-chlorobenzyl)-6,8,10-triazaspiro[4.5]deca-6,8-diene hydrochloride 
• 1333500-46-1 C₁₅H₂₀ClN₅*ClH 

Relevant articles and documents

Reduction of Amides to Amines with Pinacolborane Catalyzed by Heterogeneous Lanthanum Catalyst La(CH2C6H4NMe2- o)3@SBA-15

Hydroboration of amides is a useful synthetic strategy to access the corresponding amines. In this contribution, it was found that the supported lanthanum benzyl material La(CH2C6H4NMe2-o)3@SBA-15 was highly active for the hydroboration of primary, secondary, and tertiary amides to amines with pinacolborane. These reactions selectively produced target amines and showed good tolerance for functional groups such as -NO2, -halogen, and -CN, as well as heteroatoms such as S and O. This reduction procedure exhibited the recyclable and reusable property of heterogeneous catalysts and was applicable to gram-scale synthesis. The reaction mechanisms were proposed based on some control experiments and the previous literature. This is the first example of hydroborative reduction of amides to amines mediated by heterogeneous catalysts.

Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni-OH] complex

A terminal [Ni-OH] complex1, supported by triflamide-functionalized NHC ligands, catalyzes the hydrosilylative reduction of a range of primary amides into primary amines in good to excellent yields under base-free conditions with key functional group tolerance. Catalyst1is also effective for the reduction of a variety of tertiary and secondary amides. In contrast to literature reports, the reactivity of1towards amide reduction follows an inverse trend,i.e., 1° amide > 3° amide > 2° amide. The reaction does not follow a usual dehydration pathway.

Base-Catalyzed Hydrosilylation of Nitriles to Amines and Esters to Alcohols

Base-catalyzed hydrosilylation of nitriles to amines and esters to silylated alcohols is reported. This protocol tolerates electron-rich and electron-neutral olefins and works in the presence of basic functional groups (e. g. tertiary amines) but fails for acidic substrates, such as phenols and NH anilines. This catalytic system does not tolerate carbonyl groups, such as aldehydes, ketones, esters and carbamides, which are reduced to corresponding alcohols and amines. With the exact amount of silane, esters can be selectively reduced in the presence of nitriles, but the selectivity drops for the pairs ester/carboxamide and carboxamide/nitrile. Through competition experiments, the following preference in functional group reactivity was determined: ester > carboxamide > nitrile.