Dimethylanilinium chloride

Base Information

• Chemical Name: Dimethylanilinium chloride
• CAS No.: 5882-44-0
• Molecular Formula: C8H12ClN
• Molecular Weight: 157.643
• Mol file: 5882-44-0.mol

Synonyms:dimethylanilinium chloride;NS00082212

Chemical Property of Dimethylanilinium chloride

Chemical Property:

• Melting Point: 90°C
• Refractive Index: 1.5480 (estimate)
• Boiling Point: 193.5 °C at 760 mmHg
• Flash Point: 62.8 °C
• PSA: 74.08000
• Density: 0.95 g/cm³
• LogP: 1.83890
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 157.0658271
• Heavy Atom Count: 10
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

N,N-DIMETHYLANILINE HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[NH+](C)C1=CC=CC=C1.[Cl-]

Technology Process of Dimethylanilinium chloride

There total 15 articles about Dimethylanilinium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Phenyl triflate (17763-67-6) + dimethyl amine (124-40-3) → N,N-dimethylaniline hydrochloride (5882-44-0)

Guidance literature:

Phenyl triflate; With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; at 80 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

dimethyl amine; In tetrahydrofuran; at 80 ℃; for 16h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In diethyl ether; Inert atmosphere;

DOI:10.1021/acs.joc.0c00491

Reference yield: 89.0%

N-carbomethoxy-N-methylaniline (28685-60-1) → N,N-dimethylaniline hydrochloride (5882-44-0)

Guidance literature:

N-carbomethoxy-N-methylaniline; With dibutylmagnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In n-heptane; at 65 ℃; for 24h; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; for 0.25h; Reagent/catalyst; Catalytic behavior;

DOI:10.1021/acs.orglett.0c00988

Reference yield: 67.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-methylaniline (100-61-8) → N,N-dimethylaniline hydrochloride (5882-44-0)

Guidance literature:

formaldehyd; N-methylaniline; With hydrogen; In tetrahydrofuran; at 120 ℃; for 9h; under 3750.38 Torr; Autoclave;

With hydrogenchloride; In water;

DOI:10.1039/c7cc02314f

upstream raw materials:

N,N-dimethyl-aniline

bromobenzene

iodobenzene

phenol

Downstream raw materials:

4-dimethylamino[(dimethylamino)methyl]benzene

4-Iodo-N,N-dimethylaniline

N,N-dimethylphenylammonium tetrakis(tritert-butylsilylethynyl)borate

N,N-dimethylphenylammonium tetrakis(triisopropylsilylethynyl)borate

Refernces

• 1、 Magre, Marc,Szewczyk, Marcin,Rueping, Magnus. "N-Methylation and Trideuteromethylation of Amines via Magnesium-Catalyzed Reduction of Cyclic and Linear Carbamates". supporting information. p. 3209 - 3214. Retrieved 2020/04/10.
• 2、 Park, Hee Soo,Kim, Tae Hee,Baek, Jun Won,Lee, Hyun Ju,Kim, Tae Jin,Ryu, Ji Yeon,Lee, Junseong,Lee, Bun Yeoul. "Extremely Active Ethylene Tetramerization Catalyst Avoiding the Use of Methylaluminoxane: [iPrN{P(C6H4-p-SiR3)2}2CrCl2]+[B(C6F5)4]?". . p. 4351 - 4359. Retrieved 2019/08/01.