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32950

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57648737
EC Number:
202-974-4
Beilstein/REAXYS Number:
474706
MDL number:
MFCD00007914
Assay:
≥97.0% (GC)

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InChI key

YBRVSVVVWCFQMG-UHFFFAOYSA-N

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

SMILES string

Nc1ccc(Cc2ccc(N)cc2)cc1

assay

≥97.0% (GC)

Quality Level

100

Gene Information

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

mp

88-92 °C

solubility

water: soluble

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1 of 4

This Item
768549673831640
4,4′-Diaminodiphenylmethane ≥97.0% (GC)

Sigma-Aldrich

32950

4,4′-Diaminodiphenylmethane

(S)-(−)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl ≥97.0% (H-NMR)

Sigma-Aldrich

76854

(S)-(−)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl

(R)-(+)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl ≥95.0% (H-NMR)

Sigma-Aldrich

96738

(R)-(+)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl

4,4′-Diaminodiphenylmethane analytical standard

Supelco

31640

4,4′-Diaminodiphenylmethane

assay

≥97.0% (GC)

assay

≥97.0% (H-NMR)

assay

≥95.0% (H-NMR)

assay

-

solubility

water: soluble

solubility

-

solubility

-

solubility

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

88-92 °C

mp

-

mp

-

mp

88-92 °C

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

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[1]
  • in the synthesis of amino modified multi-walled carbon nanotubes/polydimethylsiloxane[2]
  • as curing agent to study the kinetics of formation of epoxy resin composites
  • in rubber industry as an epoxyresin hardener[3]

signalword

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

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
BCCN9248
BCCN9247
BCCM7223
BCCL3118
BCCJ8946

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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)
Jessica M Labonté et al.
The ISME journal, 9(11), 2386-2399 (2015-04-08)
Viral infections dynamically alter the composition and metabolic potential of marine microbial communities and the evolutionary trajectories of host populations with resulting feedback on biogeochemical cycles. It is quite possible that all microbial populations in the ocean are impacted by
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)
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
View All Related Papers

Questions

1–2 of 2 Questions  

  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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