1,1-Dibenzylhydrazine

Base Information

• Chemical Name: 1,1-Dibenzylhydrazine
• CAS No.: 5802-60-8
• Molecular Formula: C14H16N2
• Molecular Weight: 212.294
• European Community (EC) Number: 678-130-8
• UNII: X5ZL9C6KPM
• DSSTox Substance ID: DTXSID20206744
• Nikkaji Number: J81.094K
• Wikidata: Q72463619
• Mol file: 5802-60-8.mol

Synonyms:1,1-Dibenzylhydrazine;5802-60-8;N,N-Dibenzylhydrazine;Hydrazine, 1,1-bis(phenylmethyl)-;CCRIS 4561;1,1-Bis(phenylmethyl)hydrazine;X5ZL9C6KPM;Hydrazine, 1,1-dibenzyl-;BRN 0745409;Hydrazine, 1,1-bis(phenylmethyl)- (9CI);N,N-dibenzyl hydrazine;UNII-X5ZL9C6KPM;NCIOpen2_004241;SCHEMBL833414;DTXSID20206744;Benzene, 1,2,3-triiodo-5-nitro-;MFCD00144976;STL300746;AKOS000121430;AS-57512;LS-76716;BB 0258667;CS-0453708;D2132;FT-0629442;EN300-21208;D89998;A831704

Chemical Property of 1,1-Dibenzylhydrazine

Chemical Property:

• Vapor Pressure: 6.66E-06mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.613
• Boiling Point: 377.6 °C at 760 mmHg
• PKA: 7.88±0.18(Predicted)
• Flash Point: 207.6 °C
• PSA: 29.26000
• Density: 1.094 g/cm³
• LogP: 3.26280
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1-Dibenzylhydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(CC2=CC=CC=C2)N

Technology Process of 1,1-Dibenzylhydrazine

There total 10 articles about 1,1-Dibenzylhydrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

benzyl bromide (100-39-0) → N,N-dibenzylhydrazine (5802-60-8)

Guidance literature:

With hydrazine hydrate;

DOI:10.1021/jo202598e

Reference yield: 40.0%

benzyl chloride (100-44-7) → N,N-dibenzylhydrazine (5802-60-8)

Guidance literature:

With triethylamine; hydrazine; In benzene; for 2h; Heating;

DOI:10.1002/1099-0682(200206)2002:6<1495::aid-ejic1495>3.3.co;2-6

Reference yield:

dibenzylnitrosamine (5336-53-8) → N,N-dibenzylhydrazine (5802-60-8)

Guidance literature:

With ethanol; acetic acid; zinc;

upstream raw materials:

dibenzylnitrosamine

benzyl chloride

ethanol

water

Downstream raw materials:

1,1-dibenzyl-2-benzylidenehydrazine

1,1'-(1,2-ethanediyl)bisbenzene

trans-cinnamic acid-(N',N'-dibenzyl-hydrazide)

N',N'-dibenzylbenzenesulfonohydrazide

Refernces

10.1021/ja01522a036

The research explores the oxidation of unsymmetrically substituted 1,1-dibenzylhydrazines using various oxidizing agents to produce unsymmetrical bibenzyls. The study aims to delineate the scope and limitations of these oxidation reactions and to understand the mechanism behind the formation of bibenzyls. Key chemicals used include 1,1-dibenzylhydrazines with substituents such as methoxy, methyl, chlorine, and furyl groups, and oxidizing agents like yellow mercuric oxide, potassium permanganate, quinone, mercuric acetate, and Fehling solution. The researchers found that the oxidation with yellow mercuric oxide consistently produced the desired bibenzyls, while other oxidizing agents led to different products, such as tetrazenes. The study concludes that the nature of the substituents and the choice of oxidizing agent significantly influence the outcome of the oxidation reactions. The findings suggest that the oxidation process involves an intermediate state where the terminal nitrogen lacks hydrogens, leading to the loss of nitrogen and coupling of the benzyl residues to form bibenzyls. The research also highlights the potential of alkaline decomposition of benzenesulfonyl derivatives of these hydrazines as an alternative method to produce bibenzyls with better yields and purity.

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