4-(Methylnitrosoamino)benzaldehyde

Base Information

• Chemical Name: 4-(Methylnitrosoamino)benzaldehyde
• CAS No.: 7431-19-8
• Molecular Formula: C8H8N2O2
• Molecular Weight: 164.164
• UNII: HG4H786Y23
• ChEMBL ID: CHEMBL164847
• Nikkaji Number: J54.614C
• Wikidata: Q27279913
• Mol file: 7431-19-8.mol

Synonyms:4-(Methylnitrosoamino)benzaldehyde;7431-19-8;HG4H786Y23;4(Nitrosomethylamino)benzaldehyd;N-Nitroso-4-methylaminobenzaldehyde;UNII-HG4H786Y23;4-Formyl-N-methyl-N-nitrosoaniline;4-(N-Nitrosomethylamino)benzaldehyde;Benzaldehyde, p-(methylnitrosamino)-;Benzaldehyde, 4-(methylnitrosoamino)-;BRN 0908576;Benzaldehyde, 4-(N-nitrosomethylamino)-;4(Nitrosomethylamino)benzaldehyd [German];1-14-00-00363 (Beilstein Handbook Reference);CHEMBL164847;4-[methyl(nitroso)amino]benzaldehyde;P-(N-METHYLNITROSAMINO)BENZALDEHYDE;N-NITROSO-4-N-METHYLAMINOBENZALDEHYDE;N-NITROSO-N-METHYL-4-AMINOBENZALDEHYDE;Q27279913

Chemical Property of 4-(Methylnitrosoamino)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000197mmHg at 25°C
• Boiling Point: 327.8°Cat760mmHg
• Flash Point: 152.1°C
• PSA: 58.53000
• Density: 1.2g/cm³
• LogP: 1.70790
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 164.058577502
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

N-NITROSO-4-METHYLAMINOBENZALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(Methylnitrosoamino)benzaldehyde

There total 7 articles about 4-(Methylnitrosoamino)benzaldehyde 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: 89.0%

4-dimethylamino-benzaldehyde (100-10-7) → N-(4-formylphenyl)-N-methylnitrous amide (7431-19-8)

Guidance literature:

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

DOI:10.1039/c7gc02775c

Reference yield: 16.0%

4-dimethylamino-benzaldehyde (100-10-7) → 4-dimethylamino-3-nitrobenzaldehyde (59935-39-6) + N,N-Dimethyl-4-nitroaniline (100-23-2) + N-(4-formylphenyl)-N-methylnitrous amide (7431-19-8)

Guidance literature:

With acetic acid; sodium nitrite; for 96h; Product distribution; examination of further 4-substituted N,N-dimethylanilines;

DOI:10.1039/P29840000165

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 4,4'-bis(dimethylamino)benzhydrol (119-58-4) → p-dimethylaminonitrosobenzene (138-89-6) + N,N-Dimethyl-4-nitroaniline (100-23-2) + N-(4-formylphenyl)-N-methylnitrous amide (7431-19-8) + N-methyl-N-nitroso-4-nitroaniline (943-41-9)

Guidance literature:

at 0 ℃; Produkt 5:3-Nitro-4-dimethylamino-benzaldehyd;

upstream raw materials:

4-dimethylamino-benzaldehyde

4-(methylamino)benzaldehyde

hydrogenchloride

4,4'-bis(dimethylamino)benzhydrol

Downstream raw materials:

C₃₁H₂₆N₆O₂

C₃₁H₂₆N₆O₂

4-[4-(methyl-nitroso-amino)-benzylideneamino]-N-thiazol-2-yl-benzenesulfonamide

Refernces

• 1、 Jia, Xiaodong,Li, Pengfei,Shao, Yu,Yuan, Yu,Ji, Honghe,Hou, Wentao,Liu, Xiaofei,Zhang, Xuewen. "Highly selective sp3 C-N bond activation of tertiary anilines modulated by steric and thermodynamic factors". supporting information. p. 5568 - 5574. Retrieved 2017/12/06.