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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/REAXYS Number:
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)

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

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

352.4 °F - closed cup

flash_point_c

178 °C - closed cup

ppe

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


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)
Cassava flour and starch: progress in research and development (1996)
Investigation on inter molecular complexation between 4, 4?-methylene-bis (N, N-dimethylaniline) and beta-cyclodextrin: Preparation and characterization in aqueous medium and solid state
Periasamy R, et al.
Journal of Molecular Structure, 1080(3), 69-79 (2015)
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

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