40066-21-5

Basic information

• Product Name: (4-CHLOROBENZYL)ISOPROPYLAMINE
• Synonyms: N-(4-CHLOROBENZYL)-N-ISOPROPYLAMINE;N-(4-CHLOROPHENYLMETHYL)ISOPROPYLAMINE;UKRORGSYN-BB BBV-049434;(4-chlorobenzyl)isopropylamine(SALTDATA: HCl);(4-CHLOROBENZYL)ISOPROPYLAMINE
• CAS NO: 40066-21-5
• Molecular Formula: C₁₀H₁₄ClN
• Molecular Weight: 183.68
• Mol File: 40066-21-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 239.581°C at 760 mmHg
• Flash Point: 98.696°C
• Appearance: /
• Density: 1.041g/cm³
• Vapor Pressure: 0.04mmHg at 25°C
• Refractive Index: 1.519
• PKA: 9.53±0.19(Predicted)
• CAS DataBase Reference: (4-CHLOROBENZYL)ISOPROPYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CHLOROBENZYL)ISOPROPYLAMINE(40066-21-5)
• EPA Substance Registry System: (4-CHLOROBENZYL)ISOPROPYLAMINE(40066-21-5)

Safety Data

• Hazardous Substances Data: 40066-21-5(Hazardous Substances Data)

Usage

Description

(4-CHLOROBENZYL)ISOPROPYLAMINE, also known as p-Chloro-N-isopropylbenzylamine, is an organic compound with the molecular formula C10H12ClN. It is a derivative of benzylamine, featuring a chlorine atom at the 4-position of the benzene ring and an isopropyl group attached to the nitrogen atom. (4-CHLOROBENZYL)ISOPROPYLAMINE is known for its reactivity and is commonly used as a building block in the synthesis of various organic compounds.

Uses

Used in Pharmaceutical Industry:
(4-CHLOROBENZYL)ISOPROPYLAMINE is used as a synthetic intermediate for the development of nitrogen-containing analogs, particularly in the synthesis of fenvalerate. Fenvalerate is a widely used pyrethroid insecticide that exhibits potent insecticidal activity against a broad spectrum of pests. (4-CHLOROBENZYL)ISOPROPYLAMINE plays a crucial role in enhancing the efficacy and selectivity of the final product.
Used in Chemical Research:
(4-CHLOROBENZYL)ISOPROPYLAMINE is also utilized as a reagent in various chemical reactions, allowing researchers to explore its potential in the synthesis of new compounds with diverse applications. Its unique structural features make it a valuable tool in the development of novel pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C10H14ClN/c1-8(2)12-7-9-3-5-10(11)6-4-9/h3-6,8,12H,7H2,1-2H3

Upstream product

• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 75-31-0 isopropylamine 
• 104-86-9 4-chlorobenzylamine 
• 143885-03-4 isopropyloxy(diphenyl)-λ⁶-sulfanenitrile 
• 108-18-9 diisopropylamine 
• 1252059-74-7 1-[(4-chlorophenyl)methyl]-2-(phenoxymethyl)aziridine 
• 156697-68-6 2-(bromomethyl)-1-<(4-chlorophenyl)methyl>aziridine 
• 359445-35-5 N-(4-chlorobenzyl)-N-isopropylpropan-2-amine 
• 75-26-3 isopropyl bromide 

Downstream Products

• 55245-76-6 C₁₁H₁₃Cl₂NO 
• 125489-16-9 pentafluorobenzyl (N,N-isopropyl-p-chlorobenzyl)carbamate 
• 93683-72-8 6-[(4-Chloro-benzyl)-isopropyl-amino]-3-nitro-pyridine-2-carbonitrile 
• 125489-19-2 (4-Chloro-benzyl)-isopropyl-methyl-amine; hydriodide 
• 93683-85-3 3-Amino-6-[(4-chloro-benzyl)-isopropyl-amino]-pyridine-2-carbonitrile 
• 93683-97-7 2,4-diamino-6-<(p-chlorobenzyl)isopropylamino>pyrido<3,2-d>pyrimidine 

Relevant articles and documents

Cs2CO3-Promoted Direct N-Alkylation: Highly Chemoselective Synthesis of N-Alkylated Benzylamines and Anilines

Herein is described an efficient and chemoselective method for the synthesis of diversely substituted secondary amines in yields up to 98 %. Direct mono-N-alkylation of primary benzylamines and anilines with a wide range of alkyl halides is promoted by a cesium base in the absence of any additive or catalyst. The basicity and solubility of cesium carbonate in anhydrous N,N-dimethylformamide not only enables mono-N-alkylation of primary amines but also suppresses undesired dialkylation of the desired amines.

Microwave-assisted regioselective ring opening of non-activated aziridines by lithium aluminium hydride

A new synthetic protocol for the LiAlH4-promoted reduction of non-activated aziridines under microwave conditions was developed. Thus, ring opening of 2-(acetoxymethyl)aziridines provided the corresponding β-amino alcohols, which were then used as eligible substrates in the synthesis of 5-methylmorpholin-2-ones via condensation with glyoxal in THF. The same procedure was applied for the preparation of novel 5(R)- and 5(S)-methylmorpholin-2-ones starting from the corresponding enantiopure 2-(hydroxymethyl)aziridines. Additionally, 2-(methoxymethyl)- and 2-(phenoxymethyl)aziridines were treated with LiAlH4 under microwave irradiation, giving rise to either isopropylamines or 1-methoxypropan-2-amines depending on the reaction conditions.

Application of alkoxy-λ6-sulfanenitriles as strong alkylating reagents

Alkoxy-λ6-sulfanenitriles were found to be versatile alkylating reagents toward various nucleophiles bearing at least one proton such as methanol, phenol, thiophenols, carboxylic acids, ptoluenesulfonic acid, hydrochloric acid, and primary and secondary amines. Reactivity of the alkoxy group of the λ6-sulfanenitriles showed an opposite trend to the usual SN2 character, i.e. Me (la), Pr (1b), and Bu (1d) ? i-Pr (1c). In the presence of p-TsOH, alkyl tosylates were predominantly formed instead of the alkylation products of nucleophiles. In addition, even a sterically hindered substrate, neopentyloxy-λ6-sulfanenitrile, was found to undergo an SN2 reaction toward thiophenol without any rearrangement product to give neopentyl phenyl sulfide in good yield.