56746-19-1

Basic information

• Product Name: 4-BROMO-2,6-DIETHYLANILINE
• Synonyms: 4-BROMO-2,6-DIETHYLANILINE;2,6-DIETHYL-4-BROMOANILINE;Bromodiethylaniline;4-Bromo-2,6-diethylaniline,>98%;BENZENAMINE,4-BROMO-2,6-DIETHYL;(4-bromo-2,6-diethylphenyl)amine;4-BroMo-2,6-diethylaniline,2,6-Diethyl-4-broMoaniline
• CAS NO: 56746-19-1
• Molecular Formula: C₁₀H₁₄BrN
• Molecular Weight: 228.13
• Mol File: 56746-19-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 134 °C / 3mmHg
• Flash Point: 130.8 °C
• Appearance: /
• Density: 1.33
• Refractive Index: 1.5830-1.5850
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.43±0.10(Predicted)
• CAS DataBase Reference: 4-BROMO-2,6-DIETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2,6-DIETHYLANILINE(56746-19-1)
• EPA Substance Registry System: 4-BROMO-2,6-DIETHYLANILINE(56746-19-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 56746-19-1(Hazardous Substances Data)

Usage

Description

4-BROMO-2,6-DIETHYLANILINE is an organic compound with the molecular formula C10H14BrN. It is characterized by the presence of a bromine atom at the 4-position, and two ethyl groups at the 2 and 6 positions of the aniline molecule. 4-BROMO-2,6-DIETHYLANILINE is known for its potential applications in various chemical and pharmaceutical processes due to its unique structural features.

Uses

Used in Pharmaceutical Industry:
4-BROMO-2,6-DIETHYLANILINE is used as a synthetic intermediate for the development of substituted indazole and benzoxazolone amino acids. These amino acids serve as D-tyrosine surrogates in the creation of highly potent calcitonin gene-related peptide (CGRP) receptor antagonists. CGRP receptor antagonists are important in the treatment of migraines and other headache disorders, as they help to block the action of calcitonin gene-related peptide, a neuropeptide that is involved in the onset of these conditions.

Upstream product

• 579-66-8 2,6-diethylaniline 
• 1272455-68-1 1-(4-bromo-2,6-diethylphenyl)-2-phenyl-1H-imidazole 
• 1272455-69-2 1-(3,5-diethylbiphenyl-4-yl)-2-phenyl-1H-imidazole 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 
• 98-80-6 phenylboronic acid 

Downstream Products

• 314084-63-4 3,5-diethyl-4-aminobiphenyl 
• 849438-96-6 N-diphenylmethylene-2,6-diisopropyl-4-bromoaniline 
• 849438-99-9 (HO)2BC₆H₂(C₂H₅)2NC(C₆H₅)2 
• 849439-15-2 C₄₀H₄₀N₂O₂ 
• 210414-95-2 5-bromo-1,3-diethyl-2-fluorobenzene 
• 210414-96-3 3,5-diethyl-4-fluorobenzonitrile 

Relevant articles and documents

Selective formation of a two-dimensional coordination polymer based on a tridentate phospholane ligand and gold(i)

The tridentate phosphine ligand 1,3,5-tris[(E)-(4-phospholano-2,6-diethyl)styryl]benzene (1) reacts with [AuCl(tht)] (tht = tetrahydrothiophene) independent of the stoichiometry employed with selective formation of a two-dimensional coordination polymer (

Chiral nickel(II) and palladium(II) catalysts bearing strong electron-withdrawing fluorine groups: Synthesis, characterization and their application in catalytic polymerization for ethylene and styrene

A series of new chiral and achiral nickel(II) and palladium(II) complexes, {bis[N,N-(2,6-diethyl-4-naphthylphenyl)imino]-1,2-dimethylethane}dibromonickel 3a, {bis[N,N-(4-fluoro-2-methyl-6-sec-phenethylphenyl)imino]-1,2-dimethylethane} dibromonickel rac-(RS)-3b, {bis[N,N-(4-fluoro-6-sec-phenethylphenyl)imino]-1,2- dimethylethane}dibromonickel rac-(RR/SS)-3c and {bis[N,N-(4-fluoro-6-sec- phenethylphenyl)imino]-1,2-dimethylethane}dichloropalladium rac-(RR/SS)-3d were successfully synthesized and characterized. The molecular structures of representative ligand rac-(RS)-2b, nickel complex 3a, rac-(RR/SS)-3c and palladium complex rac-(RR/SS)-3d were determined by X-ray crystallography. The structures of complexes 3a and rac-(RR/SS)-3c have pseudo-tetrahedral geometry about the nickel center, showing C2 molecular symmetry. However, the structure of palladium complex rac-(RR/SS)-3d has pseudo-square planar geometry about the palladium center, showing C2 molecular symmetry. Complex 3e {bis[N,N-(2,6-dimethylphenyl)imino]-1,2-dimethylethane}dibromonickel was also synthesized for comparison. Nickel complex rac-(RS)-3b bearing strong electron-withdrawing fluorine group in the para-aryl position and a chiral sec-phenethyl group in the ortho-aryl position of the ligand (one methyl group in the ortho-aryl position) displays the highest catalytic activity for ethylene and styrene polymerization, and produced highly branched polyethylene and syndiotactic-rich polystyrene. However, palladium complex rac-(RR/SS)-3d shows low catalytic activity for ethylene and styrene polymerization due to the poor leaving group, Cl, attached to palladium and the unfavorable molecular structure. Copyright

Fast and efficient bromination of aromatic compounds with ammonium bromide and Oxone

A highly efficient, rapid and regioselective protocol was developed for the ring bromination of aromatic compounds under mild conditions with ammonium bromide as a source of bromine source and Oxone (potassium peroxysulfate) as an oxidant. No metal catalyst or acidic additive is required. A variety of aromatic compounds, including methoxy, hydroxy, amino, and alkyl arenes, reacted smoothly to give the corresponding monobrominated products in good to excellent yields in very short reaction times. Moreover, dibromination of deactivated anilines to give the corresponding dibromides proceeded in high yields. Interestingly, 1-(2-naphthyl)ethanone provided a ring-brominated product. Georg Thieme Verlag Stuttgart . New York.