Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

398985

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Quality Level

100

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

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

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
GHS07

Signal Word

Warning

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCR9256
MKCF3099
MKBX1920V
MKBT0675V
MKBP5703V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Chelidamic acid hydrate ≥95%, powder

Sigma-Aldrich

C8011

Chelidamic acid hydrate

N-Phenyl-p-phenylenediamine 98%

Sigma-Aldrich

241393

N-Phenyl-p-phenylenediamine

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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service