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Merck

398985

Sigma-Aldrich

N-Methyl-1,2-phenylenediamine

97%

Sinónimos:

1-N-Methylbenzene-1,2-diamine, 2-(Methylamino)aniline, 2-Amino-N-methylaniline, 2-N-Methylbenzene-1,2-diamine, N-Methyl-1,2-benzenediamine, N-Methyl-1,2-diaminobenzene, N-Methyl-o-diaminobenzene, N-Methyl-o-phenylenediamine, N1-Methyl-1,2-benzenediamine

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About This Item

Fórmula lineal:
CH3NHC6H4NH2
Número de CAS:
Peso molecular:
122.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.612 (lit.)

bp

123-124 °C/10 mmHg (lit.)

mp

22 °C (lit.)

density

1.075 g/mL at 25 °C (lit.)

SMILES string

CNc1ccccc1N

InChI

1S/C7H10N2/c1-9-7-5-3-2-4-6(7)8/h2-5,9H,8H2,1H3

InChI key

RPKCLSMBVQLWIN-UHFFFAOYSA-N

Categorías relacionadas

General description

N-Methyl-1,2-phenylenediamine is an ortho-diamine. In situ generated diazonium cations of N-methyl-1,2-phenylenediamine were used for the electrochemical modification of glassy carbon electrode.

Application

N-Methyl-1,2-phenylenediamine may be used in the following studies:
  • One-pot synthesis of 1-methyl-2(hetero)arylbenzimidazoles.
  • Preparation of 1-methyl-1H-benzimidazole-2(3H)-thione.
  • Total synthesis of the angiotensin II receptor antagonist, telmisartan.
  • Preparation of benzimidazoles from ketene dithioacetals.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Hizbullah Khan et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 6), o1141-o1141 (2008-01-01)
The title compound, C(8)H(8)N(2)S, was prepared by the condensation of N-methyl-1,2-phenyl-enediamine and carbon disulfide. The crystal structure is stabilized by a C-H⋯π inter-action between a benzene H atom and the benzene ring of a neighbouring mol-ecule, and by inter-molecular N-H⋯S
Recent developments in use of heteropolyacids, their salts and polyoxometalates in organic synthesis.
Heravi MM and Sadjadi S.
Journal of the Iranian Chemical Society, 6(1), 1-54 (2009)
Synthesis, 1273-1273 (1992)
A Sanjeev Kumar et al.
Beilstein journal of organic chemistry, 6, 25-25 (2010-05-27)
An efficient synthesis of the angiotensin II receptor antagonist Telmisartan (1) is presented involving a cross coupling of 4-formylphenylboronic acid 10 with 2-(2-bromophenyl)-4,4-dimethyl-2-oxazoline (11) as the key step (90% yield). The benzimidazole moiety 15 was constructed regioselectively via a reductive
Rodrigo Quezada et al.
Nanomaterials (Basel, Switzerland), 10(6) (2020-06-12)
Type of metal and metal-oxide NPs added to modify Thin-Film Composites Reverse Osmosis Membranes (TFC-RO) can alter their anti-biofouling properties by changing the dissolution process. The development of a mathematical model can facilitate the selection of these NPs. This work

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