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P23954

Sigma-Aldrich

m-Phenylenediamine

flakes, 99%

Synonym(s):

1,3-Benzenediamine, 1,3-Diaminobenzene, 1,3-Phenylenediamine, MPDA

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About This Item

Linear Formula:
C6H4-1,3-(NH2)2
CAS Number:
108-45-2
Molecular Weight:
108.14
Beilstein/REAXYS Number:
471357
EC Number:
203-584-7
MDL number:
MFCD00007799
UNSPSC Code:
12352100
PubChem Substance ID:
24898321
NACRES:
NA.22

vapor density

3.7 (vs air)

Quality Level

200

vapor pressure

0.62 mmHg ( 100 °C)

assay

99%

form

flakes

autoignition temp.

1040 °F

bp

282-284 °C

mp

64-66 °C

SMILES string

Nc1cccc(N)c1

InChI

1S/C6H8N2/c7-5-2-1-3-6(8)4-5/h1-4H,7-8H2

InChI key

WZCQRUWWHSTZEM-UHFFFAOYSA-N

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General description

m-Phenylenediamine (MPD) is an aromatic diamine. It copolymerizes with iso- or terephthaloyl chloride and 3,5-diaminobenzoic acid or 2,4-diaminobenzene sulfonic acid (or sulfonate) to afford copolyamides by low temperature solution polymerization. MPD has been reported to be formed selectively during the hydrogenation of m-dinitrobenzene in the presence of bimetallic Ni-Pt catalysts supported on carbon. Cyclic voltammetric method has been proposed to study the electrochemical copolymerization of aniline with MPD in sulfuric acid solution.

Application

m-Phenylenediamine may be used in the synthesis of the following:
  • intrinsically electrically semiconducting microparticles of semiladder poly(m-phenylenediamine-co-2-hydroxy-5-sulfonic aniline) structures
  • extraction medium based on chitosan-poly(m-phenylenediamine) (CS-PPD) Fe3O4 nanocomposite, used as sorbent for the magnetic solid-phase extraction (MSPE) of polychlorinated biphenyls
  • series of terpolymers, via chemical oxidative polymerization
  • thin film composite (TFC) membranes based polyamide
  • TFC reverse osmosis (RO) membranes

Other Notes

May darken in storage

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - 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

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Electrochemical copolymerization of aniline with m-phenylenediamine.
Mazeikiene R and Malinauskas A.
Synthetic Metals, 92(3), 259-263 (1998)
Sudakar Padmanaban et al.
Scientific reports, 7, 44796-44796 (2017-03-21)
Silver nanobelts (AgNBs) have attracted a great interest due to their excellent electrical conductivity and mechanical strength, leading a facile synthesis of these AgNBs in great demand. In here, we are reporting a simple, aqueous phase, size tunable synthesis of
Qie Gen Liao et al.
Analytical and bioanalytical chemistry, 406(29), 7571-7579 (2014-10-25)
A extraction medium based on chitosan-poly(m-phenylenediamine) (CS-PPD) @Fe3O4 nanocomposite was synthesized by chemical polymerization of m-phenylenediamine in the presence of chitosan coated magnetic nanocomposite, and for the first time, used as the sorbent for the magnetic solid-phase extraction (MSPE) of
Polyamide thin film composite membranes prepared from 3, 4', 5-biphenyl triacyl chloride, 3, 3', 5, 5'-biphenyl tetraacyl chloride and m-phenylenediamine.
Li L, et al.
Journal of Membrane Science, 289(1), 258-267 (2007)
Mei-Rong Huang et al.
ACS applied materials & interfaces, 6(24), 22096-22107 (2014-11-19)
Intrinsically electrically semiconducting microparticles of semiladder poly(m-phenylenediamine-co-2-hydroxy-5-sulfonic aniline) structures containing abundant functional groups, like -NH-, -N=, -NH2, -OH, -SO3H as complexation sites, were efficiently synthesized by chemical oxidative copolymerization of m-phenylenediamine and 2-hydroxy-5-sulfonic aniline. The obtained copolymers were found to
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