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100-62-9 Usage

General Description

N-methyleneaniline, also known as N-methylaniline or NMA, is an aromatic amine with the chemical formula C7H9N. It is a colorless to pale yellow liquid with a fishy odor and is commonly used as an intermediate in the production of dyes, pharmaceuticals, and other organic compounds. N-methyleneaniline is considered a hazardous chemical, as it is toxic if swallowed, inhaled, or comes into contact with skin and eyes. Exposure to N-methyleneaniline can cause irritation to the skin, eyes, and respiratory system, as well as potential damage to the liver and kidneys. It is important to handle and store N-methyleneaniline with proper safety measures and equipment to prevent any adverse health effects.

Check Digit Verification of cas no

The CAS Registry Mumber 100-62-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 100-62:
19 % 10 = 9
So 100-62-9 is a valid CAS Registry Number.



According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017


1.1 GHS Product identifier

Product name N-Phenylmethanimine

1.2 Other means of identification

Product number -
Other names Ethylmethylazomethine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-62-9 SDS

100-62-9Relevant articles and documents

Synthesis of imines from nitrobenzene and TiO2 particles suspended in alcohols via semiconductor photocatalysis type B

Rios-Bern?, Omar,Flores, Sergio O.,Córdova, Iván,Valenzuela, Miguel A.

, p. 2730 - 2733 (2010)

UV irradiation on a non-aqueous suspension of titanium dioxide with nitrobenzene and different alcohols in deaerated conditions produces imines and aniline as main products. The conversion of nitrobenzene and the corresponding selectivity of imines or aniline depend on the type of alcohol used. A low conversion (3-12%) and selectivity close to 100% to imines were obtained with methyl, ethyl, or propyl alcohol. Otherwise, using i-propanol only aniline was detected with a conversion of 13%. Finally, a mixture of aniline and imines was formed employing n-butyl, n-amyl, and i-amyl alcohols with the higher conversion (~50%).

Cyclocondensation of lower aliphatic aldehydes with arylamines and cyclopentadiene


, (2013)

Three-component condensation of lower aliphatic aldehydes (C 1-C3) with arylamines and cyclopentadiene (the Povarov reaction) gave 3a,4,5,9b-tetrahydro-3H-cyclopenta[c]-quinolines. Ozonization of their N-trifluoroacetyl derivatives a

Carbonylation of nitrobenzene in methanol with palladium bidentate phosphane complexes: An unexpectedly complex network of catalytic reactions, centred around a Pd-imido intermediate

Mooibroek, Tiddo J.,Schoon, Lodi,Bouwman, Elisabeth,Drent, Eite

, p. 13318 - 13333 (2011)

The reactivity of palladium complexes of bidentate diaryl phosphane ligands (P2) was studied in the reaction of nitrobenzene with CO in methanol. Careful analysis of the reaction mixtures revealed that, besides the frequently reported reduction products of nitrobenzene [methyl phenyl carbamate (MPC), N,N′-diphenylurea (DPU), aniline, azobenzene (Azo) and azoxybenzene (Azoxy)], large quantities of oxidation products of methanol were co-produced (dimethyl carbonate (DMC), dimethyl oxalate (DMO), methyl formate (MF), H 2O, and CO). From these observations, it is concluded that several catalytic processes operate simultaneously, and are coupled via common catalytic intermediates. Starting from a P2Pd0 compound formed in situ, oxidation to a palladium imido compound P2PdII=NPh, can be achieved by de-oxygenation of nitrobenzene 1) with two molecules of CO, 2) with two molecules of CO and the acidic protons of two methanol molecules, or 3) with all four hydrogen atoms of one methanol molecule. Reduction of P 2PdII=NPh to P2Pd0 makes the overall process catalytic, while at the same time forming Azo(xy), MPC, DPU and aniline. It is proposed that the Pd-imido species is the central key intermediate that can link together all reduction products of nitrobenzene and all oxidation products of methanol in one unified mechanistic scheme. The relative occurrence of the various catalytic processes is shown to be dependent on the characteristics of the catalysts, as imposed by the ligand structure.

[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

Guo, Can-Cheng,Li, Hui,Liu, Qiang,Luo, Wei-Ping,Nie, Zhiwen,Su, Miao-Dong,Yang, Tonglin

, (2022/02/10)

A [3+1+1+1] annulation of arylamines, arylaldehydes, and dimethyl sulfoxide (DMSO) to the pyridine structure in quinolines using DMSO as a nonadjacent dual-methine (═CH?) synthon is disclosed. In this annulation, arylamines provide two carbon atoms and one nitrogen atom, arylaldehydes furnish one carbon atom, and DMSO provides two nonadjacent methines (═CH?) to the pyridine ring in quinoline molecules. This annulation provides a simple approach for the synthesis of 3-arylquinolines from readily available substrates in useful yields. On the basis of the control experiments and the literature, a plausible mechanism is proposed.

Iron-Catalyzed Regioselective α-C-H Alkylation of N-Methylanilines: Cross-Dehydrogenative Coupling between Unactivated C(sp3)-H and C(sp3)-H Bonds via a Radical Process

Li, Ze-Lin,Sun, Kang-Kang,Wu, Peng-Yu,Cai, Chun

, p. 6830 - 6839 (2019/06/14)

The iron-catalyzed α-C-H alkylation of N-methylanilines without any directing group by cross-dehydrogenative coupling between unactivated C(sp3)-H and C(sp3)-H bonds has been established for the first time, which provides a good complement to C(sp3)-H activation reactions and expands the field of Fe-catalyzed C-H functionalizations. Many different C(sp3)-H bonds in cyclic alkanes, cyclic ethers, and toluene derivatives can be used as coupling partners. Mechanistic investigations including the radical reaction process, the main role of various reagents, and the kinetic isotope effect experiment were also described.

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