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P23938 Sigma-Aldrich

o-Phenylenediamine

flaked, 99.5%

Synonym: 1,2-Diaminobenzene, 1,2-Phenylenediamine, OPD

  • CAS Number 95-54-5

  • Empirical Formula (Hill Notation) C6H8N2

  • Molecular Weight 108.14

  •  Beilstein/REAXYS Number 606074

  •  EC Number 202-430-6

  •  MDL number MFCD00007721

  •  PubChem Substance ID 24898319

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Properties

Related Categories Biochemicals and Reagents, Building Blocks, Chemical Synthesis, Derivatization agents, Luminescent Compounds/Detection,
Quality Level   200
vapor density   3.7 (vs air)
vapor pressure   0.01 mmHg ( 25 °C)
assay   99.5%
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.

Packaging

5, 100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
RIDADR 
UN 1673 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
276.8 °F - closed cup
Flash Point(C) 
136 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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