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About This Item
Linear Formula:
CH3NHC6H4NH2
CAS Number:
Molecular Weight:
122.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
225-297-6
MDL number:
Assay:
97%
Form:
liquid
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
Related Categories
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.
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
Regulatory Information
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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
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
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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