N,N'-Di-(4-methyl-phenyl)-benzidine

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CAS:10311-61-2
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N,N'-Di-(4-methyl-phenyl)-benzidine Basic information
Uses
Product Name:N,N'-Di-(4-methyl-phenyl)-benzidine
Synonyms:N,N'-Bis(4-methylphenyl)benzidine;N,N'-Di-p-tolylbenzidine;N,N'-Bis(4-methylphenyl)-[1,1'-biphenyl]-4,4'-diamine;N,N'-Di-(4-methyl-phenyl)-benzidine;N'-Di-(4-methyl-phenyl)-benzidine;K0067;N,N'-Di-p-tolylbenzidine>;N4,N4'-Di-p-toL
CAS:10311-61-2
MF:C26H24N2
MW:364.48
EINECS:1312995-182-4
Product Categories:
Mol File:10311-61-2.mol
N,N'-Di-(4-methyl-phenyl)-benzidine Structure
N,N'-Di-(4-methyl-phenyl)-benzidine Chemical Properties
Melting point 240 °C
Boiling point 562.5±45.0 °C(Predicted)
density 1.141
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form powder to crystal
pka1.83±0.50(Predicted)
color White to Light yellow
Safety Information
HS Code 2921.59.8090
MSDS Information
N,N'-Di-(4-methyl-phenyl)-benzidine Usage And Synthesis
UsesN,N'-di-p-tolylbenzidine is used as a research compound and is a commonly used hole transport layer material in organic electroluminescent devices.
Synthesis
4,4'-Diiodobiphenyl

3001-15-8

p-Toluidine

106-49-0

N,N'-Di-(4-methyl-phenyl)-benzidine

10311-61-2

Example 2 The target compound N,N'-di-p-tolylbenzidine (structural formula (2)-p) was synthesized according to the following reaction scheme. The steps were as follows:(c1) 4,4'-diiodo-1,1'-biphenyl (35 g, 86 mmol), p-toluidine (92 g, 86 mmol), copper powder (2.7 g, 43 mmol) and potassium carbonate (12 g, 86 mmol) were added to a reactor, and the reaction was stirred for 24 hours at 170 °C. After completion of the reaction, tetrahydrofuran (400 ml) was added to the reaction mixture and the insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure and the residue obtained was washed sequentially with ethyl acetate, hexane and acetonitrile. Finally, the resulting crystals were dried to give (c2) N,N'-bis(4-methylphenyl)benzidine (13 g, 40% yield).

References[1] Organometallics, 2018, vol. 37, # 6, p. 989 - 1000
[2] Patent: US2007/149815, 2007, A1. Location in patent: Page/Page column 10
N,N'-Di-(4-methyl-phenyl)-benzidine Preparation Products And Raw materials
Raw materials4-Methyldiphenylamine-->Triphenylsilyl chloride-->Sulfuric acid-->4,4'-Diiodobiphenyl-->p-Toluidine-->Acetic acid
Tag:N,N'-Di-(4-methyl-phenyl)-benzidine(10311-61-2) Related Product Information
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