492-17-1

Basic information

• Product Name: 24DIAMINOBIPHENYL
• Synonyms: 24DIAMINOBIPHENYL;[1,1'-Biphenyl]-2,4'-diamine;1,1'-Biphenyl-2,4'-diamine;Diphenyline;[2-(4-aminophenyl)phenyl]amine;2-(4-aminophenyl)aniline;2-(4-azanylphenyl)aniline
• CAS NO: 492-17-1
• Molecular Formula: C₁₂H₁₂N₂
• Molecular Weight: 184.23708
• Mol File: 492-17-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 54.5°C
• Boiling Point: 308.2°C (rough estimate)
• Appearance: /
• Density: 1.1160 (rough estimate)
• Refractive Index: 1.6266 (estimate)
• PKA: 4.46±0.10(Predicted)
• CAS DataBase Reference: 24DIAMINOBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 24DIAMINOBIPHENYL(492-17-1)
• EPA Substance Registry System: 24DIAMINOBIPHENYL(492-17-1)

Safety Data

• Hazardous Substances Data: 492-17-1(Hazardous Substances Data)

Usage

Safety Profile

A poison by ingestion.Questionable carcinogen with experimental tumorigenicdata. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the diamine from aqueous EtOH or pet ether (m 54-54.5o). [Beilstein 9 III 416, 9 IV 360.]

Upstream product

• 122-66-7 diphenyl hydrazine 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 1227476-15-4 Azobenzene 
• 20972-43-4 trans-azoxybenzene 
• 10035-10-6 hydrogen bromide 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 84392-17-6 4'-(trifluoromethyl)-2-biphenylcarboxylic acid 

Downstream Products

• 4539-51-9 2-aminocarbazole 
• 91822-41-2 4-(2-cyanophenyl)-aniline 
• 3477-62-1 2,4'-Diamino-4-nitro-biphenyl 
• 90-43-7 2-Phenylphenol 
• 71857-67-5 4'-Acetamido-2-benzamido-4-nitro-biphenyl 
• 113550-97-3 N,N'-disalicylidene-biphenyl-2,4'-diyldiamine 
• 92-67-1 4-phenylalanine 
• 42289-52-1 [1,1'-biphenyl]-2,4'-dicarbonitrile 
• 34883-43-7 2,4'-dichlorobiphenyl 

Relevant articles and documents

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Chronopotentiometric study of EC mechanism during the first cycle of alternating current

The theoretical approach to the application of the first period of a sinusoidal current at static and dynamic spherical electrodes for study of EC mechanism is presented. Methods for determining heterogeneous and homogeneous kinetic parameters are proposed. In order to check theoretical result, the rate of benzidine rearrangement was evaluated from transition time measurements.

BOND-FORMING CARBON KINETIC ISOTOPE EFFECTS IN BENZIDINE REARRANGEMENTS

Kinetic isotope effects (KIE, k(12)C/k(13)C) have been measured for the acid-catalyzed rearrangement of N-2-naphthyl-N'-phenylhydrazine, 1, into 1-(o-aminophenyl)-2-naphthylamine, 2, and of hydrazobenzene, 3, into benzidine, 4, and diphenyline, 5.The KIE for formation of 2 was 1.0177, confirming the earlier diagnosis of concerted rearrangement.From the (13)C KIE, k(12)C/k(14)C is calculated to be 1.0339, as compared with the value 1.0287 obtained earlier with (14)C labelling and compensated for both intra- and intermolecular isotopic competition.The KIE for forming 4 and 5 were 0.9945 and 0.9953, respectively.The KIE for formation of 5 is thus experimentally the same as that for forming 4, for which , of course, the measured KIE in this case must be unity.Thus, the KIE obtained for 5 is consistent with forming 5 by a non-concerted pathway.The new result with labelling is consistent with earlier findings with 4- and 4,4'-carbon labelling.Collectively, the present results are used to illustrate potential problems with measuring and interpreting carbon KIE for bond-forming reactions.