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P23938

Sigma-Aldrich

o-Phenylenediamine

flaked, 99.5%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C6H8N2
Numero CAS:
95-54-5
Peso molecolare:
108.14
Beilstein:
606074
Numero CE:
202-430-6
Numero MDL:
MFCD00007721
Codice UNSPSC:
12352100
ID PubChem:
24898319
NACRES:
NA.22

Densità del vapore

3.7 (vs air)

Livello qualitativo

200

Tensione di vapore

0.01 mmHg ( 25 °C)

Saggio

99.5%

Forma fisica

powder

P. eboll.

256-258 °C

Punto di fusione

100-102 °C

Stringa SMILE

Nc1ccccc1N

InChI

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

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Applicazioni

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.

Avvertenze

Danger

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

276.8 °F - closed cup

Punto d’infiammabilità (°C)

136 °C - closed cup

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Certificati d'analisi (COA)

Lot/Batch Number
WXBD0919V
WXBD0023V
WXBC8315V
WXBC6716V
WXBC6158V

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Efficient Synthesis of 1, 5-Benzodiazepine Derivatives by Ytterbium Trichloride-Catalyzed Condensation of o-Phenylenediamine and Ketones
Wu J, et al.
Synthetic Communications, 36(4), 457-464 (2006)
Syntheses of Benzimidazoles, Quinoxalines and 3, 3-Dihydro-1H-1, 5-benzodiazepines Starting from o-Phenylenediamine
Yong Cui, et al.
Chin. J. Chem., 23(5), 589-595 (2005)
Water mediated chemoselective synthesis of 1, 2-disubstituted benzimidazoles using o-phenylenediamine and the extended synthesis of quinoxalines
Wan J, et al.
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