P23938
o-Phenylenediamine
flaked, 99.5%
Synonym(s):
1,2-Diaminobenzene, 1,2-Phenylenediamine, OPD
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About This Item
Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
Molecular Weight:
108.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-430-6
Beilstein/REAXYS Number:
606074
MDL number:
Assay:
99.5%
Form:
powder
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
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.
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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
WGK 3
flash_point_f
276.8 °F - closed cup
flash_point_c
136 °C - closed cup
Regulatory Information
危险化学品
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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)
Water mediated chemoselective synthesis of 1, 2-disubstituted benzimidazoles using o-phenylenediamine and the extended synthesis of quinoxalines
Wan J, et al.
Green Chemistry, 11(10), 1633-1637 (2009)
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P23938-100G | 04061835158355 |
| P23938-500G | 04061835158362 |
| P23938-5G | 04061835158379 |