N-Methyleneaniline

Base Information

• Chemical Name: N-Methyleneaniline
• CAS No.: 100-62-9
• Molecular Formula: C7H7 N
• Molecular Weight: 105.139
• European Community (EC) Number: 202-871-4
• NSC Number: 51521
• DSSTox Substance ID: DTXSID90142847
• Nikkaji Number: J182.137G
• Wikidata: Q1959600
• Mol file: 100-62-9.mol

Synonyms:N-Methyleneaniline;N-phenylmethanimine;100-62-9;Benzenamine, N-methylene-;EINECS 202-871-4;NCIOpen2_002162;Methylenanilin;N-methylenanilin;N-methylene aniline;Methanimine, N-phenyl-;SCHEMBL490280;DTXSID90142847;NSC51521;NSC-51521;Q1959600;25656-96-6

Chemical Property of N-Methyleneaniline

Chemical Property:

• Vapor Pressure: 2.01mmHg at 25°C
• Boiling Point: 169.8°C at 760 mmHg
• Flash Point: 47.7°C
• PSA: 12.36000
• Density: 0.87g/cm³
• LogP: 2.01870
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 105.057849228
• Heavy Atom Count: 8
• Complexity: 72.5

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=NC1=CC=CC=C1

Technology Process of N-Methyleneaniline

There total 32 articles about N-Methyleneaniline 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: 95.0%

methanol (67-56-1) + aniline (62-53-3) → N-methylenebenzenamine (100-62-9)

Guidance literature:

With titanium(IV) dioxide; for 10h; UV-irradiation;

DOI:10.1007/s11164-011-0472-y

Reference yield: 93.0%

2,3a,6,6a-tetraphenyl-3a,5,6,6a-tetrahydro-3H-oxazolo<4,5-d>-1,2,3-triazol-2-ium-3-ide → N-methylenebenzenamine (100-62-9) + 2,4,6-Triphenyl-4H-1,3,4,5-oxatriazine (76875-19-9)

Guidance literature:

With acetic acid; In ethanol; for 0.333333h; Heating;

Reference yield: 89.0%

C19H20N4O → N-methylenebenzenamine (100-62-9) + 2-phenyl-1,2,3-triazaspiro<4.4>non-1-en-2-ylium-3-id-4-one

Guidance literature:

With acetic acid; In ethanol; for 0.5h; Heating;

upstream raw materials:

N-allyl-N-methylaniline

N,N'-diphenylmethylenediamine

N-ethyl-N-phenyl-N-propargylamine

bis(3-(trifluoromethyl)benzenesulfonyl) peroxide

Downstream raw materials:

2-((phenylamino)methyl)naphthalen-1-ol

N-pentylaniline

N-phenyl-2,2-dichloroacetamide

4,5-bis(dichloromethylene)-1,3-diphenylimidazolidin-2-one

Refernces

• 1、 Lin, Dian-Zhao,Huang, Jing-Mei. "Synthesis of 3-Formylindoles via Electrochemical Decarboxylation of Glyoxylic Acid with an Amine as a Dual Function Organocatalyst". . p. 5862 - 5866. Retrieved 2019.
• 2、 Hosseinnia, Azarmidokht,Pazouki, Mohammad,Karimian, Ketauon. "Photocatalytic reaction of arylamines/alcohols on TiO2 nano-particles". . p. 373 - 381. Retrieved 2010.
• 3、 Li, Guangzhe,Yu, Guo,Wang, Chengdong,Morita, Taiki,Zhang, Xuhai,Nakamura, Hiroyuki. "Copper(i)-catalysed intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphites". supporting information. p. 113 - 116. Retrieved 2021/12/29.
• 4、 Guo, Can-Cheng,Li, Hui,Liu, Qiang,Luo, Wei-Ping,Nie, Zhiwen,Su, Miao-Dong,Yang, Tonglin. "[3+1+1+1] Annulation to the Pyridine Structure in Quinoline Molecules Based on DMSO as a Nonadjacent Dual-Methine Synthon: Simple Synthesis of 3-Arylquinolines from Arylaldehydes, Arylamines, and DMSO". . . Retrieved 2022/02/10.