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398985

N-Methyl-1,2-phenylenediamine

97%

Synonym(s):

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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$291.00

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$838.00

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About This Item

Linear Formula:
CH3NHC6H4NH2
CAS Number:
4760-34-3
Molecular Weight:
122.17
NACRES:
NA.22
PubChem Substance ID:
24864778
UNSPSC Code:
12352100
EC Number:
225-297-6
MDL number:
MFCD00192314
Assay:
97%
Form:
liquid

Key Documents

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InChI key

RPKCLSMBVQLWIN-UHFFFAOYSA-N

InChI

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

SMILES string

CNc1ccccc1N

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.)

functional group

amine

Quality Level

100

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This Item
P2395433380193992
N-Methyl-1,2-phenylenediamine 97%

Sigma-Aldrich

398985

N-Methyl-1,2-phenylenediamine

m-Phenylenediamine flakes, 99%

Sigma-Aldrich

P23954

m-Phenylenediamine

4-Methyl-o-phenylenediamine purum, ≥98.0% (NT)

Sigma-Aldrich

33380

4-Methyl-o-phenylenediamine

N,N-Dimethyl-p-phenylenediamine 97%

Sigma-Aldrich

193992

N,N-Dimethyl-p-phenylenediamine

assay

97%

assay

99%

assay

≥98.0% (NT)

assay

97%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200

refractive index

n20/D 1.612 (lit.)

refractive index

-

refractive index

-

refractive index

-

form

liquid

form

flakes

form

-

form

solid

bp

123-124 °C/10 mmHg (lit.)

bp

282-284 °C

bp

155-156 °C/18 mmHg (lit.)

bp

262 °C (lit.)

mp

22 °C (lit.)

mp

64-66 °C

mp

87-89 °C (lit.)

mp

34-36 °C (lit.)

Application

N-Methyl-1,2-phenylenediamine may be used in the following studies:
  • One-pot synthesis of 1-methyl-2(hetero)arylbenzimidazoles.[1]
  • Preparation of 1-methyl-1H-benzimidazole-2(3H)-thione.[2]
  • Total synthesis of the angiotensin II receptor antagonist, telmisartan.[3]
  • Preparation of benzimidazoles from ketene dithioacetals.[4]

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.[5]

pictograms

Exclamation mark
GHS07

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCR9256
MKCF3099
MKBX1920V
MKBT0675V
MKBP5703V

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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
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)
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