Skip to Content
Merck
All Photos(3)

Documents

694975

Sigma-Aldrich

o-Phenylenediamine

sublimed, ≥99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
95-54-5
Molecular Weight:
108.14
Beilstein:
606074
EC Number:
202-430-6
MDL number:
MFCD00007721
UNSPSC Code:
12352100
PubChem Substance ID:
329761704
NACRES:
NA.22

vapor density

3.7 (vs air)

vapor pressure

0.01 mmHg ( 25 °C)

Assay

≥99%

form

sublimed

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

Looking for similar products? Visit Product Comparison Guide

Application

o-Phenylenediamine can be used in the synthesis of:
  • Various benzimidazole derivatives that are structural units of several bioactive drug substances and pigments.
  • N-doped colloidal graphene quantum dots (QDs), which can electrochemically catalyze the oxygen reduction reactions.
  • N-doped graphene nanoplatelets from simple solution edge-functionalization for n-type field-effect transistors.
  • N-heteroacenes (azaacenes) that are good candidates as active materials for organic thin film transistors.

Signal Word

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 Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Versatile 2, 7-substituted pyrene synthons for the synthesis of pyrene-fused azaacenes.
More S, et al.
Organic Letters, 14(16), 4170-4173 (2012)
Pyrazinacenes: Aza Analogues of Acenes.
Richards GJ, et al.
The Journal of Organic Chemistry, 74(23), 8914-8923 (2009)
Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles.
Bahrami K, et al.
The Journal of Organic Chemistry, 73(17), 6835-6837 (2008)
Extension of N?Heteroacenes through a Four?Membered Ring.
Yang S, et al.
Chemistry?A European Journal , 22(19), 6637-6642 (2016)
Nitrogen-doped colloidal graphene quantum dots and their size-dependent electrocatalytic activity for the oxygen reduction reaction.
Li Q, et al.
Journal of the American Chemical Society, 134(46), 18932-18935 (2012)
View All Related Papers

Articles

Quantification of Methylglyoxal in Manuka Honey - A Simple HPTLC Based Approach

High-Performance Thin-Layer chromatography (HPTLC) quantification of methylglyoxal (MGO) in complex and matrix rich manuka honey offering quick sample preparation, high-matrix tolerance, and high-throughput.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service