P23938

o-Phenylenediamine

flaked, 99.5%

• Synonym(s): 1,2-Diaminobenzene, 1,2-Phenylenediamine, OPD
• Empirical Formula (Hill Notation): C₆H₈N₂
• CAS Number: 95-54-5
• Molecular Weight: 108.14
• Beilstein/REAXYS Number: 606074
• EC Number: 202-430-6
• MDL number: MFCD00007721
• UNSPSC Code: 12352100
• PubChem Substance ID: 24898319
• NACRES: NA.22

Properties

• vapor density: 3.7 (vs air)
• Quality Level: 200
• 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

Description

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.

Safety Information

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H301,H312 + H332,H317,H319,H341,H351,H410
• pcodes: P273 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• 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