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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
Pricing and availability is not currently available.

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.[1] 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.[2] Cyclic voltammetric method has been proposed to study the electrochemical copolymerization of aniline with MPD in sulfuric acid solution.[3]

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[4]
  • 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[5]
  • series of terpolymers, via chemical oxidative polymerization[6]
  • thin film composite (TFC) membranes based polyamide[7]
  • TFC reverse osmosis (RO) membranes[8]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1004
BCCL7077
BCCL9162
BCCL4293
BCCK3730

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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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Questions

1–4 of 4 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  4. 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.

    1 answer

    1. 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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