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4,4′-Diaminodiphenylmethane

analytical standard

Synonym(s):

DAPM, 4,4′-Methylenedianiline, MDA

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About This Item

Empirical Formula (Hill Notation):
C13H14N2
CAS Number:
Molecular Weight:
198.26
Beilstein:
474706
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

88-92 °C

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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

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General description

4,4′-Diaminodiphenylmethane (MDA) is an aromatic diamine, which finds industrial applications as a precursor in the manufacturing of polyurethane products, isocyanates, polyisocyanates, etc. It is also used as a hardener in the production of epoxy resins and elastomers.
4,4′-Diaminodiphenylmethane is a curing agent for epoxy resins. It is prepared from formaldehyde aniline when heated with aniline hydrochloride and aniline.

Application

4,4′-Diaminodiphenylmethane is used as an analytical reference standard for the quantification of the analyte in the following:
  • Urine samples using gas-chromatography coupled to mass spectrometry (GC-MS).
  • Hepatic microsomal incubation mixture from rabbits using high-performance liquid chromatography-plasma spray mass spectrometry (HPLC-PSP-MS), offline HPLC with fast atom bombardment mass spectrometry (FAB-MS) and fast atom bombardment tandem mass spectrometry (FAB-MS/MS).

It is reported to be used in the synthesis of amino modified multi-walled carbon nanotubes/polydimethylsiloxane, which serves as a coating for the stir bar sorptive extraction (SBSE) of phenols in environmental samples, followed by analysis using high performance liquid chromatography with ultraviolet detection (HPLC-UV).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

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Certificates of Analysis (COA)

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4, 4'-Diaminodiphenylmethane.
Gooch, Jan W.
Encyclopedic Dictionary of Polymers, 204-205 (2011)
Characterization of biliary conjugates of 4, 4?-methylenedianiline in male versus female rats
Toxicology and Applied Pharmacology, 232(2), 190-202 (2008)
Amino modified multi-walled carbon nanotubes/polydimethylsiloxane coated stir bar sorptive extraction coupled to high performance liquid chromatography-ultraviolet detection for the determination of phenols in environmental samples
Journal of Chromatography A, 1300(42), 165-172 (2013)
Identification of metabolites of 4, 4'-diaminodiphenylmethane (methylene dianiline) using liquid chromatographic and mass spectrometric techniques
Journal of Chromatography. B, Biomedical Sciences and Applications, 583(1), 63-76 (1992)
Hexamethylene diisocyanate, 2, 4?toluene diisocyanate, 2, 6?toluene diisocyanate, isophorone diisocyanate and 4, 4??methylene diphenyl diisocyanate?Determination of hexamethylenediamine, 2, 4?toluenediamine, 2, 6?toluenediamine, isophoronediamine and 4, 4??methylenedianiline in urine using gas chromatography?mass spectrometry [Biomonitoring Methods, 2017]
The MAK?Collection for Occupational Health and Safety: Annual Thresholds and Classifications for the Workplace, 2(3), 1415-1435 (2002)

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