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Merck

P23938

Sigma-Aldrich

o-Phenylenediamine

flaked, 99.5%

Sinónimos:

1,2-Diaminobenzene, 1,2-Phenylenediamine, OPD

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About This Item

Fórmula empírica (notación de Hill):
C6H8N2
Número de CAS:
Peso molecular:
108.14
Beilstein/REAXYS Number:
606074
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.7 (vs air)

Quality Level

vapor pressure

0.01 mmHg ( 25 °C)

assay

99.5%

form

powder

bp

256-258 °C

mp

100-102 °C

SMILES string

Nc1ccccc1N

InChI

1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2

InChI key

GEYOCULIXLDCMW-UHFFFAOYSA-N

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Application

o-Phenylenediamine can be used:
  • To prepare quinoxalines, benzimidazoles, and 1H-1,5-benzodiazepines by condensing with aryl aldehydes or ketones.
  • In the H2O mediated one-pot preparation of 1,2-disubstituted benzimidazoles by reacting with aldehydes in the presence of trimethylsilyl chloride.
  • In the copper-catalyzed synthesis of alkyne substituted quinoxalines by reacting with terminal alkynes.
  • In the preparation of 1,5-benzodiazepine derivatives by reacting with different ketones under neat reaction conditions via ytterbium trichloride catalyzed condensation reaction.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Irrit. 2 - Muta. 2 - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

276.8 °F - closed cup

flash_point_c

136 °C - closed cup


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