5882-44-0

Basic information

• Product Name: N,N-DIMETHYLANILINE HYDROCHLORIDE
• Synonyms: N,N-Dimethylphenylaminehtdrochloride;N,N-DIMETHYLANILINE HYDROCHLORIDE;Benzenamine,N,N-dimethyl-,hydrochloride;Dimethyl-phenyl-ammoniumchloride;N,N-Dimethylanilinehydrochlor;n,n-dimethylaniliniumchloride;n,n-dimethyl-benzenaminhydrochloride;dimethylanilineHClextrapure
• CAS NO: 5882-44-0
• Molecular Formula: C₈H₁₁N*2ClH
• Molecular Weight: 157.64
• EINECS: 227-555-3
• Mol File: 5882-44-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 90°C
• Boiling Point: 259.56°C (rough estimate)
• Flash Point: 62.8 °C
• Appearance: /
• Density: 1.1156
• Refractive Index: 1.5480 (estimate)
• CAS DataBase Reference: N,N-DIMETHYLANILINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYLANILINE HYDROCHLORIDE(5882-44-0)
• EPA Substance Registry System: N,N-DIMETHYLANILINE HYDROCHLORIDE(5882-44-0)

Safety Data

• Hazardous Substances Data: 5882-44-0(Hazardous Substances Data)

Usage

General Description

N,N-Dimethylaniline hydrochloride is a chemical compound that consists of the dimethylated form of aniline, a type of aromatic amine, combined with a hydrochloride salt. It is commonly used as a reagent and intermediate in organic synthesis, particularly in the production of dyes, pharmaceuticals, and rubber chemicals. N,N-DIMETHYLANILINE HYDROCHLORIDE is also used as a catalyst in various chemical reactions, as a component in the manufacturing of corrosion inhibitors, and as a pigment in the textile industry. N,N-Dimethylaniline hydrochloride is known for its toxic and irritating properties, and proper safety precautions should be taken when handling and using this chemical.

InChI:InChI=1/C8H11N.ClH/c1-9(2)8-6-4-3-5-7-8;/h3-7H,1-2H3;1H

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 108-95-2 phenol 
• 62-53-3 aniline 
• 333-27-7 methyl trifluoromethanesulfonate 
• 122-51-0 orthoformic acid triethyl ester 
• 106-40-1 4-bromo-aniline 
• 28685-60-1 N-carbomethoxy-N-methylaniline 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 17763-67-6 Phenyl triflate 
• 124-40-3 dimethyl amine 
• 50-00-0 formaldehyd 
• 100-61-8 N-methylaniline 
• 1495-26-7 trifluoromethaneselenenyl chloride 

Downstream Products

• 29235-08-3 4-((benzyl(methyl)amino)methyl)-N,N-dimethylaniline 
• 51227-15-7 4-dimethylamino[(dimethylamino)methyl]benzene 
• 98-94-2 N,N-dimethyl-cyclohexanamine 
• 1076-44-4 pentafluorophenyl lithium 
• 1769-74-0 N,N-diethylaniline borane 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 1026778-14-2 N,N-dimethylphenylammonium tetrakis(tritert-butylsilylethynyl)borate 
• 1026778-16-4 N,N-dimethylphenylammonium tetrakis(triisopropylsilylethynyl)borate 
• 108945-98-8 {(neopentylidene)(2,6-diisopropylphenylimido)((OC(CH₃)(CF₃)2)2) molybdenum} 
• 769959-01-5 (C₅H₄Si(CH₃)2C₅H₃CH₂CHCH₃C₆H₅)ZrCl₂ 

Relevant articles and documents

Palladium-Catalyzed Synthesis of N, N-Dimethylanilines via Buchwald-Hartwig Amination of (Hetero)aryl Triflates

This work delineates the synthesis of N,N-dimethylaniline derivatives from dimethylamines and aryl triflates. The palladium-catalyzed C-N bond formation proceeds in excellent yields, using an unsophisticated catalytic system, a mild base, and triflates as electrophiles, which are readily available from inexpensive phenols. N,N-Dimethylanilines are multifunctional reaction partners and represent useful but underutilized building blocks in organic synthesis.

N-Methylation and Trideuteromethylation of Amines via Magnesium-Catalyzed Reduction of Cyclic and Linear Carbamates

A new reduction of carbamates to N-methyl amines is presented. The magnesium-catalyzed reduction reaction allows the conversion of cyclic and linear carbamates, including N-Boc protected amines, into the corresponding N-methyl amines and amino alcohols which are of significant interest due to their presence in many biologically active molecules. Furthermore, the reduction can be extended to the formation of N-trideuteromethyl labeled amines.

N -Monomethylation of amines using paraformaldehyde and H2

The selective N-monomethylation of amines is an important topic in fine chemical synthesis. Herein, for the first time, we described a selective N-monomethylation reaction of amines with paraformaldehyde and H2 in the presence of a CuAlOx catalyst. A variety of amines, including primary aromatic amines, benzylamine and cyclohexylamine, as well as secondary amines, have been shown to be compatible with this reaction.