Structure via PubChem · Public domain (PubChem)
o-phenylenediamine
Sign in to save'''o-Phenylenediamine (OPD') is an organic compound with the formula C6H4(NH2)2. This aromatic diamine is an important precursor to many heterocyclic compounds. OPD is a white compound although samples appear darker owing to oxidation by air. It is isomeric with m-phenylenediamine and p''-phenylenediamine.
In the Vinony graph
Within Vinony's link graph, o-phenylenediamine is referenced by 37 other articles, and connects out to medication, International Standard Book Number and mass density.
It sits within the topics Anilines, Chelating agents and Chembox having GHS data.
Its subject is documented across 23 Wikipedia language editions.
Chemical data
- Formula
- C6H8N2
- Molecular weight
- 108.14 g/mol
- IUPAC name
- benzene-1,2-diamine
- SMILES
- C1=CC=C(C(=C1)N)N
- InChIKey
- GEYOCULIXLDCMW-UHFFFAOYSA-N
- XLogP
- 0.1
- Polar surface area
- 52 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- phenylenediamine
- Has part
- carbon
- Mass
- 108.06874825599999
Show 7 more facts
- canonical SMILES
- Nc1ccccc1N
- chemical formula
- C₆H₈N₂
- melting point
- 102.5
- Commons category
- 1,2-Diaminobenzene
- subject has role
- carcinogen
- boiling point
- 257
- ionization energy
- 7.20
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Preparation
- Reactions and uses
- Safety
- References
'''o-Phenylenediamine (OPD') is an organic compound with the formula C6H4(NH2)2. This aromatic diamine is an important precursor to many heterocyclic compounds. OPD is a white compound although samples appear darker owing to oxidation by air. It is isomeric with m-phenylenediamine and p-phenylenediamine.
==Preparation== Commonly, 2-nitrochlorobenzene is treated with ammonia to generate 2-nitroaniline, whose nitro group is then reduced: ClC6H4NO2 + 2 NH3 → H2NC6H4NO2 + NH4Cl H2NC6H4NO2 + 3 H2 → H2NC6H4NH2 + 2 H2O
Excerpted from Wikipedia’s “o-phenylenediamine” article, available under the CC BY-SA 4.0 licence.