5802-60-8

Basic information

• Product Name: 1,1-Dibenzylhydrazine
• Synonyms: 1,1-bis(phenylmethyl)-hydrazin;1,1-dibenzyl-hydrazin;1,1-dibenzylhydrazine;N,N-DIBENZYLHYDRAZINE;1,1-bis(benzyl)hydrazine;1,1-bis(phenylmethyl)hydrazine;N,N-Dibenzylhydrazine
• CAS NO: 5802-60-8
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.29
• Mol File: 5802-60-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 56°C
• Boiling Point: 171 °C / 5mmHg
• Flash Point: 207.6 °C
• Appearance: /
• Density: 1.094 g/cm³
• Vapor Pressure: 6.66E-06mmHg at 25°C
• Refractive Index: 1.613
• Solubility: soluble in Methanol
• PKA: 7.88±0.18(Predicted)
• CAS DataBase Reference: 1,1-Dibenzylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dibenzylhydrazine(5802-60-8)
• EPA Substance Registry System: 1,1-Dibenzylhydrazine(5802-60-8)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39
• RTECS: MV2086000
• HazardClass: IRRITANT
• Hazardous Substances Data: 5802-60-8(Hazardous Substances Data)

Usage

General Description

1,1-Dibenzylhydrazine is a chemical compound with the molecular formula C14H16N2. It is a hydrazine derivative that is commonly used in organic synthesis and pharmaceutical research. 1,1-Dibenzylhydrazine is known to have carcinogenic properties and is considered to be a potentially harmful substance. It is also used in the production of dyes and other organic compounds. This chemical is a colorless to pale yellow liquid with a faint amine-like odor and is primarily used as an intermediate in the manufacturing of various products. Due to its potential health hazards, proper safety precautions should be taken when handling 1,1-Dibenzylhydrazine.

InChI:InChI=1/C14H16N2/c15-16(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10H,11-12,15H2

Upstream product

• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 20735-22-2 dibenzyl-amine; nitrite 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 7803-57-8 hydrazine hydrate 
• 5336-53-8 dibenzylnitrosamine 
• 103-49-1 dibenzylamine 

Downstream Products

• 21136-32-3 1,1-dibenzyl-2-benzylidenehydrazine 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 102889-48-5 trans-cinnamic acid-(N',N'-dibenzyl-hydrazide) 
• 99886-56-3 D-arabino-[2]hexosulose-1-dibenzylhydrazone 
• 555-96-4 Benzylhydrazine 
• 7626-97-3 1,1-dibenzyl-2-ethoxycarbonyl-hydrazine 
• 151262-44-1 5-amino-3-dibenzylamino-[1,2,3]oxadiazolium betaine 
• 65114-31-0 N,N-Dibenzyl-N',N'-dimethylhydrazin 
• 29804-95-3 N',N'-dibenzylformohydrazide 
• 86768-73-2 N², N²-dibenzylmethanesulfonohydrazide 
• 38663-41-1 Formaldehyde N,N-Dibenzylhydrazone 
• 32847-25-9 N-(2,6-dichlorophenyl)hydroxylamine 
• 110811-19-3 1-(2'-6'-dichlorophenyl)-3,3-dibenzyltriazene-1-oxide 
• 90195-76-9 C₂₂H₁₉N₃O₂ 

Relevant articles and documents

N-Amino-1,8-Naphthalimide is a Regenerated Protecting Group for Selective Synthesis of Mono-N-Substituted Hydrazines and Hydrazides

A new route to synthesis of various mono-N-substituted hydrazines and hydrazides by involving in a new C?N bond formation by using N-amino-1,8-naphthalimide as a regenerated precursor was invented. Aniline and phenylhydrazines are reproduced upon reacting these individually with 1,8-naphthalic anhydride followed by hydrazinolysis. The practicality and simplicity of this C?N dihalo alkanes; developed a synthon for bond formation protocol was exemplified to various hydrazines and hydrazides. N-amino-1,8-naphthalimide is suitable synthon for transformation for selective formation of mono-substituted hydrazine and hydrazide derivatives. Those are selective mono-amidation of hydrazine with acid halides; mono-N-substituted hydrazones from aldehydes; synthesis of N-aminoazacycloalkanes from acetohydrazide scaffold and inserted to hydroxy derivatives; distinct synthesis of N,N-dibenzylhydrazines and N-benzylhydrazines from benzyl halides; synthesis of N-amino-amino acids from α-halo esters. Ecofriendly reagent N-amino-1,8-naphthalimide was regenerated with good yields by the hydrazinolysis in all procedures.

Synthesis of substituted 1 H-indazoles from arynes and hydrazones

The 1H-indazole skeleton can be constructed by a [3 + 2] annulation approach from arynes and hydrazones. Under different reaction conditions, both N-tosylhydrazones and N-aryl/alkylhydrazones can be used to afford a variety of indazoles. The former reaction affords 3-substituted indazoles either via in situ generated diazo compounds or through an annulation/elimination process. The latter reaction leads to 1,3-disubstituted indazoles likely through an annulation/oxidation process. The reactions operate under mild conditions and can accommodate aryl, vinyl, and less satisfactorily, alkyl groups.

N-NITRENES. II. INVESTIGATION OF THE MECHANISM OF DISSOCIATION OF DIBENZYLAMINONITRENE BY CHEMICALLY INDUCED POLARIZATION OF 1H NUCLEI. THE SPIN STATE OF DIBENZYLAMINONITRENE

The mechanism of the dissociation of dibenzylaminonitrene and p-bromodibenzylaminonitrene into molecular nitrogen and hydrocarbon products was studied.Dibenzylaminonitrene forms dibenzyl and o- and p-benzyltoluenes.In the presence of thiophenol significant amounts of toluene are formed.During dissociation p-bromodibenzylaminonitrene gives a mixture of symmetrical and unsymmetrical dibenzyls.In the presence of octanethiol only unsymmetrical p-bromodibenzyl is formed.The dissociation of dibenzylaminonitrene takes place by synchronous cleavage of the two C-N bonds and the formation of a pair of benzyl radicals.Dibenzylaminonitrene dissociates from the singlet electronic state.