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P23954

Sigma-Aldrich

m-Phenylenediamine

flakes, 99%

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Synonym(s):
1,3-Benzenediamine, 1,3-Diaminobenzene, 1,3-Phenylenediamine, MPDA
Linear Formula:
C6H4-1,3-(NH2)2
CAS Number:
108-45-2
Molecular Weight:
108.14
Beilstein:
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

Signal Word

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

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  5. Does the purity of product P23954, m-Phenylendiamine, decrease substantially if it has darkened? Some batches of this product have been found to be white, and some are dark.

    In most cases, the product is entirely usable after it has turned dark. Darkening may be apparent even when small amounts of product have been exposed to moisture in the atmosphere and there is no analyzable change in product purity. However, the products should not be used if a strong odor of ammonia is detected, as this indicates product degradation.The darkening is normal, and it is due to uptake of moisture from the atmosphere over time.

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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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