2-Chloro-N,N-dimethylaniline

Base Information

• Chemical Name: 2-Chloro-N,N-dimethylaniline
• CAS No.: 698-01-1
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• Hs Code.: 2921420090
• UNII: L0R3P6H8FE
• DSSTox Substance ID: DTXSID40220088
• Nikkaji Number: J1.844.588C
• Wikidata: Q27282557
• Mol file: 698-01-1.mol

Synonyms:2-Chloro-N,N-dimethylaniline;698-01-1;o-Chloro-N,N-dimethylaniline;Benzenamine, 2-chloro-N,N-dimethyl-;ANILINE, O-CHLORO-N,N-DIMETHYL-;HSDB 2719;UNII-L0R3P6H8FE;L0R3P6H8FE;2-chloro-N,N-dimethylbenzenamine;2-chloro-N,N-dimethyl-aniline;Chlordimethylanilin;2-Chloro-n,n-Dimethyl Aniline;SCHEMBL2314697;2-Chloro-N,N-dimethylaniline #;DTXSID40220088;AMY31139;MFCD03452792;AKOS006283422;AS-17895;2-Chloro-N,N-dimethylaniline, AldrichCPR;2-CHLORO-N,N-DIMETHYLANILINE [HSDB];A9230;CS-0151312;FT-0632835;D70898;Q27282557

Chemical Property of 2-Chloro-N,N-dimethylaniline

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.225mmHg at 25°C
• Melting Point: 145 °C
• Refractive Index: 1.565
• Boiling Point: 207.5 °C at 760 mmHg
• PKA: 4.40±0.18(Predicted)
• Flash Point: 74.4 °C
• PSA: 3.24000
• Density: 1.116 g/cm₃
• LogP: 2.40600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• 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:

99% ^*data from raw suppliers

2-Chloro-N,N-dimethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CN(C)C1=CC=CC=C1Cl

Technology Process of 2-Chloro-N,N-dimethylaniline

There total 32 articles about 2-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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + N-methyl-2-chloroaniline (932-32-1) → 1-chloro-2-(dimethylamino)benzene (698-01-1)

Guidance literature:

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

DOI:10.1039/c5cc03151f

Reference yield: 99.0%

formic acid (64-18-6) + 2-Chloronitrobenzene (88-73-3) → 1-chloro-2-(dimethylamino)benzene (698-01-1)

Guidance literature:

With tetrakis(triphenylphosphine)platinum; phenylsilane; C₃₀H₅₁Cl₃Mo₃N₆PPtS₄⁽¹⁺⁾*BF₄^(1-); In tetrahydrofuran; at 70 ℃; under 760.051 Torr; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201702783

Reference yield: 96.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) → 1-chloro-2-(dimethylamino)benzene (698-01-1)

Guidance literature:

With hydrogenchloride; riboflavine tetraacetate; acetic acid; 4-Methoxybenzyl alcohol; In water; acetonitrile; at 45 ℃; for 2.5h; Irradiation;

DOI:10.1002/anie.201600783

upstream raw materials:

2-chloro-4-iodo-N,N-dimethyl-aniline

N,N-dimethyl-aniline

trimethyl phosphite

o-chloroaniline

Downstream raw materials:

3-phenyl-propionic acid-(2-chloro-N-methyl-anilide)

DavePhos

N-(2-chlorophenyl)-N-methylbenzamide

2-chloro-N,N-dimethylaniline N-oxide

Refernces

• 1、 Chen, Gong,Arai, Kenta,Morisaki, Kazuhiro,Kawabata, Takeo,Ueda, Yoshihiro. "Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines". supporting information. p. 728 - 732. Retrieved 2021/01/18.
• 2、 Xu, Yangsen,Zhang, Zhaofei,Qiu, Chuntian,Chen, Shaoqin,Ling, Xiang,Su, Chenliang. "Photocatalytic Water-Splitting Coupled with Alkanol Oxidation for Selective N-alkylation Reactions over Carbon Nitride". . p. 582 - 589. Retrieved 2020/12/09.