ANILINE, p-CHLORO-N-METHYL-N-NITROSO-

Base Information

• Chemical Name: ANILINE, p-CHLORO-N-METHYL-N-NITROSO-
• CAS No.: 1007-19-8
• Molecular Formula: C7H7 Cl N2 O
• Molecular Weight: 170.598
• DSSTox Substance ID: DTXSID30143459
• Nikkaji Number: J971.199F
• ChEMBL ID: CHEMBL152396
• Mol file: 1007-19-8.mol

Synonyms:ANILINE, p-CHLORO-N-METHYL-N-NITROSO-;BRN 0639044;p-Chloro-N-methyl-N-nitrosoaniline;1007-19-8;CHEMBL152396;2-12-00-00332 (Beilstein Handbook Reference);SCHEMBL10797569;DTXSID30143459;Methyl(4-chlorophenyl)nitrosamine;4-chloro-N-methyl-N-nitroso aniline;BDBM50214514;LS-19663

Chemical Property of ANILINE, p-CHLORO-N-METHYL-N-NITROSO-

Chemical Property:

• Vapor Pressure: 0.000735mmHg at 25°C
• Boiling Point: 307.2°Cat760mmHg
• Flash Point: 139.6°C
• Density: 1.23g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 170.0246905
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=C(C=C1)Cl)N=O

Technology Process of ANILINE, p-CHLORO-N-METHYL-N-NITROSO-

There total 14 articles about ANILINE, p-CHLORO-N-METHYL-N-NITROSO- 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%

N-methyl(p-chloroaniline) (932-96-7) → 4-chloro-N-methyl-N-nitrosoaniline (1007-19-8)

Guidance literature:

With oxygen; nitrogen(II) oxide; In 1,2-dichloro-ethane; for 24h; Ambient temperature;

DOI:10.1248/cpb.47.819 DOI:10.1248/cpb.47.133

Reference yield: 95.0%

4-chloro-N,N-dimethylaniline (698-69-1) → 4-chloro-N-methyl-N-nitrosoaniline (1007-19-8)

Guidance literature:

With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1039/c7gc02775c

Reference yield: 83.0%

4-chloro-N,N-dimethylaniline (698-69-1) → (4-Chloro-2-nitro-phenyl)-dimethyl-amine (17815-99-5) + 4-chloro-N-methyl-N-nitrosoaniline (1007-19-8)

Guidance literature:

With acetic acid; sodium nitrite; at 21 ℃; for 1.5h; Product distribution; Mechanism; other N,N-dialkyl aromatic amines; other solvent, var. times, also with addition gases (N₂, NO, O₂); deuterium kinetics isotope effect;

DOI:10.1021/ja9732744

upstream raw materials:

pyridine

ethanol

tetranitromethane

4-chloro-N,N-dimethylaniline

Refernces

• 1、 Valizadeh,Gholipour. "1-butyl-3-methylimidazolium nitrite as a reagent for the efficient n-nitrosation of secondary amines". . p. 857 - 861. Retrieved 2011.
• 2、 Itoh, Takashi,Matsuya, Yuji,Maeta, Hiromi,Miyazaki, Michiko,Nagata, Kazuhiro,Ohsawa, Akio. "Effect of oxygen on the reaction of secondary amines with nitric oxide". . p. 133 - 135. Retrieved 1999.
• 3、 Guo Zhengmao,McGill,Yu Libing,Li Jun,Ramirez,Wang. "S-nitrosation of proteins by N-methyl-N-nitrosoanilines". . p. 573 - 578. Retrieved 1996.
• 4、 Cui, Xin-F,Huang, Guo-Sh. "Rhodium-catalyzed tandem acylmethylation/annulation ofN-nitrosoanilines with sulfoxonium ylides for the synthesis of substituted indazoleN-oxides". supporting information. p. 4014 - 4018. Retrieved 2020/06/09.
• 5、 Shang, Yaping,Jonnada, Krishna,Yedage, Subhash Laxman,Tu, Hua,Zhang, Xiaofeng,Lou, Xin,Huang, Shijun,Su, Weiping. "Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy". supporting information. p. 9547 - 9550. Retrieved 2019/08/15.