Benzil, phenylhydrazone

Base Information

• Chemical Name: Benzil, phenylhydrazone
• CAS No.: 6630-86-0
• Molecular Formula: C20H16 N2 O
• Molecular Weight: 300.36
• European Community (EC) Number: 665-998-8
• NSC Number: 55811
• Mol file: 6630-86-0.mol

Synonyms:Benzil, phenylhydrazone;6630-86-0;(2E)-1,2-diphenyl-2-(phenylhydrazinylidene)ethanone;MLS002667778;BENZIL MONOPHENYLHYDRAZONE;NSC55811;SCHEMBL9917542;NSC-55811;AKOS024336569

Chemical Property of Benzil, phenylhydrazone

Chemical Property:

• Vapor Pressure: 1.56E-08mmHg at 25°C
• Melting Point: 131-135.5 °C
• Boiling Point: 456.9°C at 760 mmHg
• PKA: 11.18±0.10(Predicted)
• Flash Point: 230.1°C
• PSA: 41.46000
• Density: 1.08g/cm³
• LogP: 4.45870
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 300.126263138
• Heavy Atom Count: 23
• Complexity: 400

Purity/Quality:

99% ^*data from raw suppliers

BENZIL MONOPHENYLHYDRAZONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=NNC2=CC=CC=C2)C(=O)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C(=N\NC2=CC=CC=C2)/C(=O)C3=CC=CC=C3

Technology Process of Benzil, phenylhydrazone

There total 10 articles about Benzil, phenylhydrazone 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%

2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) + phenylhydrazine (100-63-0) → benzil phenylhydrazone (6630-86-0)

Guidance literature:

2-hydroxy-2-phenylacetophenone; With 3,6-bis(triphenylphosphonium)cyclohexene dichromate; at 20 ℃; for 0.0833333h;

phenylhydrazine; for 0.3h;

DOI:10.1080/10426500601015724

Reference yield: 30.0%

benzenediazonium (2684-02-8) + benzil (134-81-6) → 1,1-dibenzoyl-2-phenylhydrazine (136953-42-9) + N-benzoyl-N'-phenylhydrazine (532-96-7) + benzil phenylhydrazone (6630-86-0)

Guidance literature:

With titanium(III) chloride; In acetic acid; for 0.666667h; Ambient temperature;

DOI:10.1021/jo00024a021

Reference yield:

benzaldehyde phenylhydrazone (588-64-7) → benzil phenylhydrazone (6630-86-0)

Guidance literature:

With sodium acetate; thallium(III) acetate; sodium chloride; In acetic acid; at 35 ℃; Kinetics; Mechanism; other temperature, various concentrations of substrates;

upstream raw materials:

ethanol

3-oxo-2,3-diphenylpropanal

sodium acetate

benzene diazonium chloride

Downstream raw materials:

(1E,2E)-1,2-diphenylethane-1,2-dione bis(phenylhydrazone)

2,5,6-triphenylpyridazin-3(2H)-one

3,4-diphenylcinnoline

3-oxo-2,5,6-triphenyl-2,3-dihydro-pyridazine-4-carboxylic acid

Refernces

• 1、 Clerici, Angelo,Porta, Ombretta. "Addition of Semidione Radicals to Arenediazonium Ions: Synthesis of 1,1-Diacyl-2-arylhydrazines". . p. 6813 - 6818. Retrieved 2007/10/02.
• 2、 Mueller, Uwe,Peters, Kay,Timpe, Hans-Joachim. "Ungewoehnlich hohe Photochromieeffekte an einem C=N-Derivat". . p. 384 - 385. Retrieved 2007/10/02.