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Sigma-Aldrich

4,4′-Diaminodiphenylmethane

≥97.0% (GC)

Synonym(s):

4,4′-Methylenedianiline, MDA

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$58.80
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50 G
$28.20
250 G
$58.80
1 KG
$142.00

About This Item

Empirical Formula (Hill Notation):
C13H14N2
CAS Number:
101-77-9
Molecular Weight:
198.26
Beilstein/REAXYS Number:
474706
EC Number:
202-974-4
MDL number:
MFCD00007914
UNSPSC Code:
12352100
PubChem Substance ID:
57648737
NACRES:
NA.22
assay:
≥97.0% (GC)

$28.20

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Quality Level

100

assay

≥97.0% (GC)

mp

88-92 °C

solubility

water: soluble

SMILES string

Nc1ccc(Cc2ccc(N)cc2)cc1

InChI

1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2

InChI key

YBRVSVVVWCFQMG-UHFFFAOYSA-N

Gene Information

mouse ... Slc6a2(20538)
rat ... Slc6a3(24898) , Slc6a4(25553)

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General description

4,4′-diaminodiphenylmethane acts as a bidentate-bridging ligand, forming hydrogen bonds with its amine hydrogen atoms, and also participates in several non-covalent interactions.[1]

Application

4,4′-Diaminodiphenylmethane was employed:
  • as dummy template for bisphenols imprinting[2]
  • in the synthesis of amino modified multi-walled carbon nanotubes/polydimethylsiloxane[3]
  • as curing agent to study the kinetics of formation of epoxy resin composites[4]
  • in rubber industry as an epoxyresin hardener[5]

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Carc. 1B - Muta. 2 - Skin Sens. 1 - STOT RE 2 - STOT SE 1

target_organs

Liver, Liver,eye - retina

Storage Class

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

wgk_germany

WGK 3

flash_point_f

429.8 °F - closed cup

flash_point_c

221 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7223
BCCL3118
BCCJ8946
BCCJ7297
BCCD7037

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Six transition metal--organic materials with the ditopic 4, 4?-diaminodiphenylmethane ligand: Synthesis, structure characterization and luminescent properties
Chisca D, et al.
Polyhedron, 192, 114844-114844 (2020)
Bing Yu et al.
Journal of ethnopharmacology, 165, 173-179 (2015-02-25)
Fuzi [the lateral root of Aconitum carmichaeli Debx (Ranunculaceae)] is a well-known traditional medicinal herb used to treat chronic heart failure (CHF). Aconitine-type alkaloids are major alkaloids that are responsible for the pharmacological activity and toxicity of this herb.To investigate
Cong Hu et al.
Journal of chromatography. A, 1300, 165-172 (2013-06-04)
In this work, amino modified multi-walled carbon nanotubes/polydimethylsiloxane (multi-walled carbon nanotubes-4,4'-diaminodiphenylmethane/polydimethylsiloxane, MWCNTs-DDM/PDMS) was synthesized, and utilized as a novel coating for stir bar sorptive extraction (SBSE) of seven phenols (phenol, 2-chlorophenol, 2-nitrophenol, 4-nitrophenol, 2,4-dimethylphenol, p-choro-m-cresol and 2,4,6-trichlorphenol) in environmental water
Carcinogenic and chronic effects of 4,4'-diaminodiphenylmethane, an epoxyresin hardener.
R Schoental
Nature, 219(5159), 1162-1163 (1968-09-14)
A dsc kinetic study on the effect of filler concentration on crosslinking of diglycidylether of bisphenol-A with 4, 4'-diaminodiphenylmethane.
de Miranda MIG, et al.
Polymer, 38(5), 1017-1020 (1997)
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Questions

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  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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