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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:
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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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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
Synthesis of ternary copolyamides from aromatic diamine (m-phenylenediamine, diaminodiphenylsulfone), aromatic diamine with carboxyl or sulfonic group (3, 5-diaminobenzoic acid, 2, 4-diaminobenzenesulfonic acid), and iso-or terephthaloyl chloride.
Konagaya S and Tokai M.
Journal of Applied Polymer Science, 76(6), 913-920 (2000)
Preparation and characterization of soluble terpolymers from m-phenylenediamine, o-anisidine, and 2, 3-xylidine.
Li X-G, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 39(22), 3989-4000 (2001)
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