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398985

Sigma-Aldrich

N-Methyl-1,2-phenylenediamine

97%

Sinonimo/i:

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

Formula condensata:
CH3NHC6H4NH2
Numero CAS:
4760-34-3
Peso molecolare:
122.17
Numero CE:
225-297-6
Numero MDL:
MFCD00192314
Codice UNSPSC:
12352100
ID PubChem:
24864778
NACRES:
NA.22

Livello qualitativo

100

Saggio

97%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.612 (lit.)

P. eboll.

123-124 °C/10 mmHg (lit.)

Punto di fusione

22 °C (lit.)

Densità

1.075 g/mL at 25 °C (lit.)

Gruppo funzionale

amine

Stringa SMILE

CNc1ccccc1N

InChI

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

Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302 + H312 + H332,H315,H319

Classi di pericolo

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

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCF3099
MKBX1920V
MKBT0675V
MKBP5703V
MKBK9084V

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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)
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
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
Synthesis, 1273-1273 (1992)
Tony Breton et al.
Langmuir : the ACS journal of surfaces and colloids, 24(16), 8711-8718 (2008-07-26)
The electrochemically induced functionalization of glassy carbon electrode by aryl groups having an aliphatic amine group was achieved by reduction of in situ generated diazonium cations in aqueous media. The corresponding diazonium cations of 4-aminobenzylamine, 2-aminobenzylamine, 4-(2-aminoethyl)aniline, N-methyl-1,2-phenylenediamine, and N

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