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M44451

Sigma-Aldrich

4,4′-Methylenebis(N,N-dimethylaniline)

97.5 - 102.5% purity, powder, crystals or chunks

Synonym(s):

N,N,N′,N′-Tetramethyl-4,4′-diaminodiphenylmethane, N,N,N′,N′-Tetramethyl-4,4′-methylenedianiline, Arnolds base, Michlers base

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About This Item

Linear Formula:
CH2[C6H4N(CH3)2]2
CAS Number:
Molecular Weight:
254.37
Beilstein:
479956
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

4,4′-Methylenebis(N,N-dimethylaniline), 97.5% (GC)

Quality Level

Assay

97.5% (GC)

form

powder, crystals or chunks

color

white to faint beige, to Tan

mp

88-89 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CN(C)c1ccc(Cc2ccc(cc2)N(C)C)cc1

InChI

1S/C17H22N2/c1-18(2)16-9-5-14(6-10-16)13-15-7-11-17(12-8-15)19(3)4/h5-12H,13H2,1-4H3

InChI key

JNRLEMMIVRBKJE-UHFFFAOYSA-N

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General description

4,4′-Methylenebis(N,N-dimethylaniline) is an intermediate in dye manufacture and works as a reagent for the determination of lead. It is suitable for the qualitative assay of cyanogens.

Application

4,4′-Methylenebis(N,N-dimethylaniline) has been used to check the production of hydrogen cyanide by bacteria.
4,4′-Methylenebis(N,N-dimethylaniline) has been used as a component in the preparation of Feigl-Anger paper for visualizing HCN release. It may also be suitable for the preparation and characterization of inclusion complex with β-cyclodextrin.

Biochem/physiol Actions

4,4′-Methylenebis(N,N-dimethylaniline) is used in the adduct purification of precursors. It is used as an intermediate in the preparation of its hydrochloric salt.

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

352.4 °F - closed cup

Flash Point(C)

178 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Eighth Annual Report on Carcinogens (1999)
Is the ability of biocontrol fluorescent pseudomonads to produce the antifungal metabolite 2,4-diacetylphloroglucinol really synonymous with higher plant protection?
Rezzonico F
The New phytologist, 173, 861-861 (2007)
Y Kitahori et al.
Cancer letters, 40(3), 275-281 (1988-06-30)
The promotive effect of 4,4'-methylenebis(N,N-dimethyl)benzenamine (MDBA) on 2-stage thyroid tumorigenesis induced by N-bis(2-hydroxypropyl)nitrosamine (DHPN) in Wistar male rats was investigated. Animals were given i.p. injections of DHPN, and then a basal diet containing 0.0375% MDBA for 19 weeks. In addition
The multiple strategies of an insect herbivore to overcome plant cyanogenic glucoside defence
Pentzold S, et al.
Testing, 9(3), e91337-e91337 (2014)
4,4'-Methylenebis(N,N-dimethyl)benzenamine.
Report on carcinogens : carcinogen profiles, 10, 151-151 (2004-08-26)

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