3-Chloro-N,N-dimethylaniline

Base Information

• Chemical Name: 3-Chloro-N,N-dimethylaniline
• CAS No.: 6848-13-1
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• Hs Code.: 2921420090
• European Community (EC) Number: 229-935-4
• UNII: 5BFR4B47YA
• DSSTox Substance ID: DTXSID8064488
• Nikkaji Number: J265.928J
• Wikidata: Q72469615
• Mol file: 6848-13-1.mol

Synonyms:3-Chloro-N,N-dimethylaniline;6848-13-1;N,N-Dimethyl-3-chloroaniline;Benzenamine, 3-chloro-N,N-dimethyl-;Benzenamine,3-chloro-N,N-dimethyl-;M-CHLORO-N,N-DIMETHYLANILINE;5BFR4B47YA;EINECS 229-935-4;3-Chloro-NN-dimethylaniline;UNII-5BFR4B47YA;n,n-dimethyl-m-chloroaniline;SCHEMBL60096;DTXSID8064488;3-chloranyl-N,N-dimethyl-aniline;MFCD00018456;3-(N,N-Dimethylamino)phenyl chloride;AKOS006230243;3-CHLORO-N,N-DIMETHYLBENZENAMINE;AS-59457;C3192;CS-0151315;FT-0615496;A836158

Chemical Property of 3-Chloro-N,N-dimethylaniline

Chemical Property:

• Vapor Pressure: 0.058mmHg at 25°C
• Refractive Index: 1.5760
• Boiling Point: 232.663 °C at 760 mmHg
• PKA: 3.83(at 20℃)
• Flash Point: 94.512 °C
• PSA: 3.24000
• Density: 1.117 g/cm³
• LogP: 2.40600
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-N,N-dimethylaniline >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 20/21/22-36/37/38
• Safety Statements: 28-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC(=CC=C1)Cl
• Uses: It can be used to produce 3-(3-dimethylamino-phenyl)-acrylic acid butyl ester at the temperature of 140°C in the presence of reagent Na2CO3 and solvent N,N-dimethyl-acetamide with the reaction time of 20 hours.

Technology Process of 3-Chloro-N,N-dimethylaniline

There total 30 articles about 3-Chloro-N,N-dimethylaniline 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: 100.0%

methanol (67-56-1) + 3-chloro-aniline (108-42-9) → 3-chloro-N,N-dimethylaniline (6848-13-1)

Guidance literature:

With C₁₅H₂₉IrN₄⁽²⁺⁾*2I^(1-); at 120 ℃; for 17h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1055/s-0037-1610252

Reference yield: 100.0%

9-methylfluorenyl carboanion (31468-21-0) + N-(p-methoxybenzyl)-N,N-dimethyl-m-chloroanilinium bromide (104322-38-5) → 3-chloro-N,N-dimethylaniline (6848-13-1) + 3-(2-Bromo-9-methyl-9H-fluoren-9-ylmethyl)-benzonitrile

Guidance literature:

With potassium nitrate; In dimethyl sulfoxide; at 25 ℃; for 0.0333333h; Rate constant;

DOI:10.1021/ja00283a027

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + 3-chloro-N-methylaniline (7006-52-2) → 3-chloro-N,N-dimethylaniline (6848-13-1)

Guidance literature:

With phenylsilane; triphenylphosphine; In tetrahydrofuran; at 120 ℃; for 24h; under 3750.38 Torr; Autoclave; Green chemistry;

DOI:10.1039/c5cc03151f

upstream raw materials:

trimethyl phosphite

3-chloro-aniline

dimethyl sulfate

formaldehyd

Downstream raw materials:

N-(3-chlorophenyl)-N-methylnitrous amide

(R)-4-oxo-2-(4-dimethylamino-2-chlorophenyl)-butyric acid methyl ester

ethyl 6-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-ylamino)hexanoate

N,N-dimethyl-3-nitroaniline

Refernces

• 1、 -. "Preparation method of N-alkylated derivative of primary amine compound". Paragraph 0021; 0045. . Retrieved 2021/07/09.
• 2、 Zhou, Chao-Zheng,Zhao, Yu-Rou,Tan, Fang-Fang,Guo, Yan-Jun,Li, Yang. "Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation". . p. 4724 - 4728. Retrieved 2021/09/06.