6575-27-5

Basic information

• Product Name: 2,6-Dichlorobenzylamine
• Synonyms: SALOR-INT L480827-1EA;TIMTEC-BB SBB003780;RARECHEM AL BW 0148;2,6-DICHLOROBENZYLAMINE;(2,6-dichlorophenyl)methanamine;2,6-Dichlorobenzylamine, 97+%;2,6-Dichlorobenzylamine,98%;2,6-Dichlorobenzylamine ,99%
• CAS NO: 6575-27-5
• Molecular Formula: C₇H₇Cl₂N
• Molecular Weight: 176.04
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 6575-27-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 40°C
• Boiling Point: 108°C/ 8mm
• Flash Point: 105.8 °C
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.32 g/cm³
• Vapor Pressure: 0.0207mmHg at 25°C
• Refractive Index: 1.557-1.559
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2,6-Dichlorobenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichlorobenzylamine(6575-27-5)
• EPA Substance Registry System: 2,6-Dichlorobenzylamine(6575-27-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26
• RIDADR: UN2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 6575-27-5(Hazardous Substances Data)

Usage

Description

2,6-Dichlorobenzylamine is an organic compound characterized by the presence of a benzene ring with two chlorine atoms at the 2nd and 6th positions and an amine group attached to the benzyl group. It exhibits a clear pale yellow liquid appearance and possesses unique chemical properties that make it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
2,6-Dichlorobenzylamine is used as a key intermediate in the synthesis of G protein-coupled receptor kinase 2 (GRK2) inhibitors. These inhibitors are highly selective and potent, playing a crucial role in the development of novel therapeutic agents for the treatment of various diseases, including cardiovascular disorders and neurological conditions.
Used in Agrochemical Industry:
Although not explicitly mentioned in the provided materials, 2,6-Dichlorobenzylamine, due to its chemical structure and reactivity, can also be utilized as an intermediate in the development of agrochemicals, such as herbicides, insecticides, and fungicides. Its potential applications in this industry could be attributed to its ability to form various derivatives with bioactive properties, contributing to enhanced crop protection and yield.

InChI:InChI=1/C7H7Cl2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H,4,10H2/p+1

Upstream product

• 100-97-0 hexamethylenetetramine 
• 20443-98-5 2,6-Dichlorobenzyl bromide 
• 25185-95-9 2,6-dichlorobenzaldoxime 
• 118-69-4 2,6-dichlorotoluene 
• 105219-30-5 N-Methoxy-2,6-dichlorobenzylimine 
• 1194-65-6 2,6-dichloro-benzonitrile 
• 83-38-5 2,6-dichlorobenzaldehyde 

Downstream Products

• 14885-07-5 IPRO-2 
• 102651-08-1 N-(tert-butyloxycarbonyl)-L-glutamic acid α-benzyl ester γ-(2,6-dichlorobenzylamide) 
• 23660-95-9 N⁶-(2,6-dichloro-benzyl)-adenosine 
• 64204-46-2 2-(2,6-dichlorobenzyl)isoindoline-1,3-dione 
• 1194-65-6 2,6-dichloro-benzonitrile 
• 588729-41-3 (R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid 2,6-dichloro-benzylamide 
• 1017252-86-6 N-(2,6-dichlorobenzyl)-4-chloro-5-nitropyrimidin-2-amine 
• 1017252-84-4 N-(2,6-dichlorobenzyl)-2-chloro-5-nitropyrimidin-4-amine 
• 1017252-94-6 N-(2,6-Dichlorobenzyl)-6-chloro-3-nitropyridin-2-amine 
• 102651-17-2 L-glutamic acid α-benzyl ester γ-(2,6-dichlorobenzylamide) p-toluenesulfonate salt 
• 105219-31-6 Methyl N-(2,6-dichlorobenzyl)dithiocarbamate 
• 115179-53-8 5'-(2,6-dichlorobenzylamino)-2',5'-dideoxy-5-ethyluridine 
• 1196994-27-0 C₁₁H₉Cl₃N₄ 
• 1208147-64-1 C₂₅H₁₆Cl₄N₄O 

Relevant articles and documents

Reaction of Diisobutylaluminum Borohydride, a Binary Hydride, with Selected Organic Compounds Containing Representative Functional Groups

The binary hydride, diisobutylaluminum borohydride [(iBu)2AlBH4], synthesized from diisobutylaluminum hydride (DIBAL) and borane dimethyl sulfide (BMS) has shown great potential in reducing a variety of organic functional groups. This unique binary hydride, (iBu)2AlBH4, is readily synthesized, versatile, and simple to use. Aldehydes, ketones, esters, and epoxides are reduced very fast to the corresponding alcohols in essentially quantitative yields. This binary hydride can reduce tertiary amides rapidly to the corresponding amines at 25 °C in an efficient manner. Furthermore, nitriles are converted into the corresponding amines in essentially quantitative yields. These reactions occur under ambient conditions and are completed in an hour or less. The reduction products are isolated through a simple acid-base extraction and without the use of column chromatography. Further investigation showed that (iBu)2AlBH4 has the potential to be a selective hydride donor as shown through a series of competitive reactions. Similarities and differences between (iBu)2AlBH4, DIBAL, and BMS are discussed.

PROCESS FOR PREPARATION OF HALOGENATED BENZYLAMINE AND INTERMEDIATES THEROF

The present invention provides an improved process for the preparation of halogenated benzylamine having the formula I from halogenated benzonitriles, Formula I wherein, X1 is selected from group consisting of hydrogen, chloro or fluoro, provided atleast one X1 is chloro or fluoro.

The efficient solvent-free reduction of oximes to amines with NaBH3CN catalyzed by ZrCl4/nano Fe3O4 system

Reduction of various aldoximes and ketoximes to the corresponding amines was carried out easily and efficiently with NaBH3CN in the presence of ZrCl4/nano Fe3O4 system. The reactions were carried out under solvent-free conditions at room temperature or 75-80°C to afford amines in high to excellent yields.