7466-30-0

Basic information

• Product Name: 1-(4-bromophenyl)-2-phenylhydrazine
• CAS NO: 7466-30-0
• Molecular Formula: C₁₂H₁₁BrN₂
• Molecular Weight: 263.1331
• Mol File: 7466-30-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 276.1°C at 760 mmHg
• Flash Point: 120.8°C
• Density: 1.526g/cm³
• Vapor Pressure: 0.00489mmHg at 25°C
• Refractive Index: 1.72
• CAS DataBase Reference: 1-(4-bromophenyl)-2-phenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromophenyl)-2-phenylhydrazine(7466-30-0)
• EPA Substance Registry System: 1-(4-bromophenyl)-2-phenylhydrazine(7466-30-0)

Safety Data

• Hazardous Substances Data: 7466-30-0(Hazardous Substances Data)

Usage

Description

1-(4-bromophenyl)-2-phenylhydrazine is a chemical compound with the molecular formula C12H11BrN2. It is a hydrazine derivative featuring a bromophenyl group and a phenyl group attached to the nitrogen atom. 1-(4-bromophenyl)-2-phenylhydrazine is characterized by its solid state at room temperature, insolubility in water, and solubility in organic solvents. The presence of the bromine substituent in the molecule renders it versatile for various reactions and allows for the introduction of additional functional groups, making it a valuable intermediate in organic chemistry and a building block in the synthesis of pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Synthesis:
1-(4-bromophenyl)-2-phenylhydrazine is used as a building block for the development of various pharmaceuticals. Its unique structure and reactivity enable the creation of a wide range of therapeutic agents, contributing to the advancement of medical treatments.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-(4-bromophenyl)-2-phenylhydrazine is utilized as a key intermediate in the synthesis of different agrochemicals. Its properties and reactivity play a crucial role in the development of effective products for agricultural applications.
Used in Organic Chemistry:
As a versatile intermediate in organic chemistry, 1-(4-bromophenyl)-2-phenylhydrazine is employed for the preparation of other organic compounds. Its bromophenyl and phenyl groups, along with the hydrazine functionality, make it a valuable component in the synthesis of various organic molecules with diverse applications.

Upstream product

• 4418-84-2 4-bromoazobenzene 
• 6141-96-4 (E)-1-(4-bromophenyl)-2-phenyldiazene 
• 586-96-9 Nitrosobenzene 
• 106-40-1 4-bromo-aniline 
• 98-95-3 nitrobenzene 

Downstream Products

• 62-53-3 aniline 
• 106-40-1 4-bromo-aniline 
• 4418-84-2 4-bromoazobenzene 
• 40932-75-0 N¹-(4-bromophenyl)benzene-1,4-diamine 
• 6141-96-4 (E)-1-(4-bromophenyl)-2-phenyldiazene 

Relevant articles and documents

Visible-Light-Promoted Diboron-Mediated Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes

A visible-light-promoted transfer hydrogenation of azobenzenes has been developed. In the presence of B2pin2 and upon visible-light irradiation, the reactions proceeded smoothly in methanol at ambient temperature. The azobenzenes with diverse functional groups have been reduced to the corresponding hydrazobenzenes with a yield of up to 96%. Preliminary mechanistic studies indicated that the hydrogen atom comes from the solvent and the transformation is achieved through a radical pathway.

Hydrogen peroxide based oxidation of hydrazines using HBr catalyst

Azo compounds (RN = NR′) are an important class of organic molecules that find wide application in organic synthesis. Herein, we report an efficient, practical and metal-free oxidation of hydrazines (RNH-NHR’) to azo compounds using 5 mol% HBr and hydrogen peroxide as terminal oxidant. This new method has been demonstrated by 40 examples with excellent yields. In addition, we showcased two examples of the one-pot sequential reactions involving our hydrazine oxidation/hydrolysis/Heck reaction or Cu-catalyzed N-arylation with aryl boronic acid. The distinct advantages of this protocol include metal-free catalysis, waste prevention, and easy operation.

Dehydrogenation of the NH?NH Bond Triggered by Potassium tert-Butoxide in Liquid Ammonia

A novel strategy for the dehydrogenation of the NH?NH bond is disclosed using potassium tert-butoxide (tBuOK) in liquid ammonia (NH3) under air at room temperature. Its synthetic value is well demonstrated by the highly efficient synthesis of aromatic azo compounds (up to 100 % yield, 3 min), heterocyclic azo compounds, and dehydrazination of phenylhydrazine. The broad application of this strategy and its benefit to chemical biology is proved by a novel, convenient, one-pot synthesis of aliphatic diazirines, which are important photoreactive agents for photoaffinity labeling.