Michler's base

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Structural formula
Structural formula of N, N, N ′, N′-tetramethyl-4,4′-methylenedianiline
General
Surname Michler's base
other names
  • N , N , N ', N ' -tetramethyl-4,4'-methylenedianiline
  • 4,4'-bis (dimethylamino) diphenylmethane
  • N , N , N ', N ' -Tetramethyl-4,4'-diaminodiphenylmethane
  • 4,4′-methylenebis ( N , N -dimethylaniline)
  • Tetramethyldiaminodiphenylmethane
  • Michler's base
  • Tetrabase
Molecular formula C 17 H 22 N 2
Brief description

white to bluish white solid with a characteristic odor

External identifiers / databases
CAS number 101-61-1
EC number 202-959-2
ECHA InfoCard 100.002.691
PubChem 7567
ChemSpider 21106506
Wikidata Q27116024
properties
Molar mass 254.38 g mol −1
Physical state

firmly

density

1.039 g cm −3

Melting point

90-91 ° C

boiling point

390 ° C

solubility
  • practically insoluble in water (13 mg l −1 )
  • soluble in methanol
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
08 - Dangerous to health 09 - Dangerous for the environment

danger

H and P phrases H: 350-410
P: 201-273-308 + 313-501
Authorization procedure under REACH

particularly worrying : carcinogenic ( CMR )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Michler's base is a chemical compound from the group of aminobenzenes and diarylmethanes . It is named after the German chemist Wilhelm Michler (1846–1889).

Extraction and presentation

Michler's base can be obtained by reacting dimethylaniline with 40% formaldehyde and concentrated hydrochloric acid , by reacting dimethylaniline with diacetyl peroxide or by reacting dimethylaniline with tert-butyl perbenzoate .

properties

Michler's base is a flammable, hardly inflammable, white to bluish-white solid with a characteristic odor, which is practically insoluble in water. It decomposes when heated.

use

Michler's base is used as an intermediate in the production of dyes and serves as a reagent for the determination of lead.

Individual evidence

  1. ↑ a b c d e f g h Entry on N, N, N ′, N′-tetramethyl-4,4′-methylenedianiline in the GESTIS substance database of the IFA , accessed on July 8, 2019(JavaScript required) .
  2. ↑ a b ECHA: SUPPORT DOCUMENT FOR IDENTIFICATION OF N, N, N ', N'-tetramethyl-4,4'-methylenedianiline (Michler's base) PROPOSAL FOR IDENTIFICATION OF A SUBSTANCE AS A CMR 1A OR 1B, PBT, vPvB OR A SUBSTANCE OF AN EQUIVALENT LEVEL OF CONCERN , accessed July 8, 2019.
  3. ↑ Data sheet 4,4′-Methylenebis (N, N-dimethylaniline), 98 +% from AlfaAesar, accessed on July 8, 2019 ( PDF )(JavaScript required) .
  4. ↑ Entry on N, N, N ′, N′-tetramethyl-4,4′-methylenedianiline in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 8, 2019. Manufacturers or distributors can use the harmonized classification and labeling expand .
  5. ↑ Entry in the SVHC list of the European Chemicals Agency , accessed on April 21, 2020.
  6. ↑ Entry on BIS (P- (DIMETHYLAMINO) PHENYL) METHANES in the Hazardous Substances Data Bank , accessed on July 8, 2019.
  7. ↑ Data sheet 4,4′-Methylenebis (N, N-dimethylaniline), 98% from Sigma-Aldrich , accessed on July 8, 2019 ( PDF ).