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32950

Sigma-Aldrich

4,4′-Diaminodiphenylmethane

≥97.0% (GC)

Synonym(s):

4,4′-Methylenedianiline, MDA

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About This Item

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

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.

Application

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

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

429.8 °F - closed cup

Flash Point(C)

221 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Xiaoli Sun et al.
Journal of chromatography. A, 1343, 33-41 (2014-04-15)
A simple and fast method for both dummy template selection and polymer composition optimization is proposed here. A series of dummy templates for bisphenols imprinting were screened by running them on a non-imprinted polymer (NIP) column with porogen solvent as
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)
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