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Merck
CN

M44451

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:
101-61-1
Molecular Weight:
254.37
NACRES:
NA.47
PubChem Substance ID:
24896922
UNSPSC Code:
12171500
EC Number:
202-959-2
MDL number:
MFCD00008317
Beilstein/REAXYS Number:
479956

Key Documents

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Product Name

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

InChI key

JNRLEMMIVRBKJE-UHFFFAOYSA-N

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

SMILES string

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

assay

97.5% (GC)

form

powder, crystals or chunks

technique(s)

titration: suitable

color

white to faint beige, to Tan

mp

88-89 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

100

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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
GHS08,GHS09

signalword

Danger

hcodes

H350,H410

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3162
MKCX7435
SHBK6406
SHBK5672
SHBH8383

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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)
Eighth Annual Report on Carcinogens (1999)
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, 11, III168-III168 (2004-01-01)
A S Murthy
Toxicology letters, 6(6), 391-397 (1980-10-01)
Follicular neoplasms of the thyroid gland developed in 79 of 200 Fischer 344 rats of both sexes, fed either 0.0375% or 0.075% 4,4'-methylene-bis-(N,N-dimethyl)-benzenamine (MDBA) mixed with the diet. Hyperplastic changes in the follicular epithelium occurred in 12 rats fed the
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