60664-67-7

Basic information

• Product Name: (1Z)-[(4-bromophenyl)(phenyl)methylidene]hydrazine
• CAS NO: 60664-67-7
• Molecular Formula: C₁₃H₁₁BrN₂
• Molecular Weight: 275.1438
• Mol File: 60664-67-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 369.7°C at 760 mmHg
• Flash Point: 177.4°C
• Density: 1.38g/cm³
• Vapor Pressure: 1.17E-05mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: (1Z)-[(4-bromophenyl)(phenyl)methylidene]hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (1Z)-[(4-bromophenyl)(phenyl)methylidene]hydrazine(60664-67-7)
• EPA Substance Registry System: (1Z)-[(4-bromophenyl)(phenyl)methylidene]hydrazine(60664-67-7)

Safety Data

• Hazardous Substances Data: 60664-67-7(Hazardous Substances Data)

Upstream product

• 90-90-4 (4-bromophenyl)(phenyl)methanone 

Downstream Products

• 1213-70-3 1-(4-bromo-phenyl)-2,2-dichloro-1-phenyl-ethene 
• 1283715-01-4 2-{2-[(4-bromophenyl)(phenyl)methylidene]hydrazino}-5,5-dimethyl-4-oxohex-2-enoic acid 
• 1283715-00-3 2-{2-[(4-bromophenyl)(phenyl)methylidene]hydrazino}-5,5-dimethyl-4-oxohex-2-enoic acid 

Relevant articles and documents

Copper-Mediated Cross-Coupling of Diazo Compounds with Sulfinates

A copper-mediated cross-coupling reaction between a diazo compound and a sodium alkane(arene)sulfinate gives a sulfone as the product. This reaction proceeds under mild conditions and features excellent functional group compatibility. A wide range of sodium alkane(arene)sulfinates were successfully applied in this chemistry. Mechanistic studies revealed that the overall reaction efficiency of the sulfinates was in line with their nucleophilicity in this reaction.

Direct α-Monofluoroalkenylation of Heteroatomic Alkanes via a Combination of Photoredox Catalysis and Hydrogen-Atom-Transfer Catalysis

In this study, a new C(sp3)-H monofluoroalkenylation reaction involving cooperative visible-light photoredox catalysis and hydrogen-atom-transfer catalysis to afford products generated by selective hydrogen abstraction and radical-radical cross-coupling was described. This mild, efficient reaction shows high regioselectivity for the α-carbon atoms of amines, ethers, and thioethers and thus allows the preparation of monofluoroalkenes bearing various substituents. The reaction was applied to two bioactive molecules, indicating its utility for late-stage monofluoroalkenylation of compounds with inert C(sp3)-H bonds.

gem-Difluoroolefination of Diazo Compounds with TMSCF3 or TMSCF2Br: Transition-Metal-Free Cross-Coupling of Two Carbene Precursors

A new olefination protocol for transition-metal-free cross-coupling of two carbene fragments arising from two different sources, namely, a nonfluorinated carbene fragment resulting from a diazo compound and a difluorocarbene fragment derived from Ruppert-Prakash reagent (TMSCF3) or TMSCF2Br, has been developed. This gem-difluoroolefination proceeds through the direct nucleophilic addition of diazo compounds to difluorocarbene followed by elimination of N2. Compared to previously reported Cu-catalyzed gem-difluoroolefination of diazo compounds with TMSCF3, which possesses a narrow substrate scope due to a demanding requirement on the reactivity of diazo compounds and in-situ-generated CuCF3, this transition-metal-free protocol affords a general and efficient approach to various disubstituted 1,1-difluoroalkenes, including difluoroacrylates, diaryldifluoroolefins, as well as arylalkyldifluoroolefins. In view of the ready availability of diazo compounds and difluorocarbene reagents and versatile transformations of 1,1-difluoroalkenes, this new gem-difluoroolefination method is expected to find wide applications in organic synthesis.