N,N-Bis(2-chloroethyl)aniline

Base Information

• Chemical Name: N,N-Bis(2-chloroethyl)aniline
• CAS No.: 553-27-5
• Molecular Formula: C10H13 Cl2 N
• Molecular Weight: 218.126
• Hs Code.: 2921420090
• NSC Number: 18429
• UNII: CUJ6745Z9J
• DSSTox Substance ID: DTXSID30203820
• Nikkaji Number: J60.392I
• Wikidata: Q27275806
• NCI Thesaurus Code: C249
• ChEMBL ID: CHEMBL19336
• Mol file: 553-27-5.mol

Synonyms:Aniline Mustard;Lymphochin;Lymphocin;Lymphoquin;Mustard, Aniline;N,N-bis(2-chloroethyl)aniline;N,N-bis-(2-chloroethyl)aniline;N,N-Di(2-Chloroethyl)aniline

Chemical Property of N,N-Bis(2-chloroethyl)aniline

Chemical Property:

• Vapor Pressure: 0.000893mmHg at 25°C
• Melting Point: 45°
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 304.1 ºC at 760 mmHg
• PKA: 4.35±0.50(Predicted)
• Flash Point: 137.7 ºC
• PSA: 3.24000
• Density: 1.19 g/cm³
• LogP: 2.97060
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 217.0425048
• Heavy Atom Count: 13
• Complexity: 118

Purity/Quality:

99%, ^*data from raw suppliers

N,N-Bis(2-chloroethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(CCCl)CCCl

Technology Process of N,N-Bis(2-chloroethyl)aniline

There total 11 articles about N,N-Bis(2-chloroethyl)aniline 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: 92.0%

2,2'-(phenylimino)bis[ethanol] (120-07-0) → aniline mustard (553-27-5)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1007/s10953-016-0473-y

Reference yield: 71.0%

N,N-bis<2-<(methylsulfonyl)oxy>ethyl>aniline (22964-38-1) → aniline mustard (553-27-5)

Guidance literature:

With sodium chloride; In N,N-dimethyl-formamide; at 160 ℃; for 0.333333h;

DOI:10.1016/j.bmcl.2010.12.052

Reference yield: 70.0%

1-iodo-3-chloro-propane (6940-76-7) + aniline (62-53-3) → N-(2-chloroethyl)aniline (935-06-8) + aniline mustard (553-27-5)

Guidance literature:

With potassium iodide; In acetonitrile; at 110 ℃; for 0.166667h; under 825.066 Torr; microwave irradiation;

DOI:10.1016/j.tetlet.2004.10.002

upstream raw materials:

2,2'-(phenylimino)bis[ethanol]

1-iodo-3-chloro-propane

aniline

N,N-diethylaniline

Downstream raw materials:

4-acetyl-1-phenyl-piperidine-4-carboxylic acid ethyl ester

4'-phenylspiro[indoline-1,1'-piperazin]-1-ium chloride

10-phenyl-1,4-dioxa-7,13-dithia-10-aza-cyclopentadecane

N-(4-aminophenyl)-1,4-dioxa-7,13-dithia-10-azacyclopentadecane

Refernces

• 1、 Wang, Yang,Wei, Renbo,He, Yaning,Wang, Xiaogong. "Synthesis of hyperbranched azo-polymer-grafted graphene oxide hybrid". . p. 430 - 431. Retrieved 2012.
• 2、 -. "Fluorescent probe molecule for detecting azo reductase based on coumarin derivative as well as preparation method and application of fluorescent probe molecule". Paragraph 0083; 0087. . Retrieved 2021/07/17.
• 3、 Chen, Xiao-Chao,Liu, Ye,Lu, Yong,Yao, Yin-Qing,Zhao, Kai-Chun. "Synergetic activation of CO2by the DBU-organocatalyst and amine substrates towards stable carbamate salts for synthesis of oxazolidinones". . p. 7072 - 7082. Retrieved 2021/11/17.