4-[(E)-C-phenylcarbonohydrazonoyl]benzonitrile

Base Information

• Chemical Name: 4-[(E)-C-phenylcarbonohydrazonoyl]benzonitrile
• CAS No.: 838-13-1
• Molecular Formula: C14H11 N3
• Molecular Weight: 221.261
• NSC Number: 254968
• DSSTox Substance ID: DTXSID90421048
• Mol file: 838-13-1.mol

Synonyms:NSC254968;838-13-1;DTXSID90421048;NSC-254968

Chemical Property of 4-[(E)-C-phenylcarbonohydrazonoyl]benzonitrile

Chemical Property:

• Vapor Pressure: 1.82E-06mmHg at 25°C
• Boiling Point: 395.6°C at 760 mmHg
• Flash Point: 193.1°C
• Density: 1.11g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.095297364
• Heavy Atom Count: 17
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=NN)C2=CC=C(C=C2)C#N
• Isomeric SMILES: C1=CC=C(C=C1)/C(=N\N)/C2=CC=C(C=C2)C#N

Technology Process of 4-[(E)-C-phenylcarbonohydrazonoyl]benzonitrile

There total 1 articles about 4-[(E)-C-phenylcarbonohydrazonoyl]benzonitrile 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: 30.2%

p-cyanobenzophenone (1503-49-7) → p-cyanobenzophenone hydrazone (838-13-1)

Guidance literature:

With hydrazine hydrate; sodium sulfate; In ethanol; benzene; for 8h;

DOI:10.1002/ejoc.200700456

Reference yield: 74.8%

p-cyanobenzophenone hydrazone (838-13-1) → (p-cyanophenyl)(phenyl)diazomethane (838-14-2)

Guidance literature:

With potassium hydroxide; sodium sulfate; mercury(II) oxide; In diethyl ether; ethanol;

DOI:10.1002/ejoc.200700456

Reference yield:

p-cyanobenzophenone hydrazone (838-13-1) → (-)-4-((dimethyl(phenyl)silyl)(phenyl)methyl)benzonitrile

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium sulfate; manganese(IV) oxide / dichloromethane / 0 - 20 °C / Inert atmosphere; Schlenk technique

2: tetrakis[(S)-5,5'-diphenyl-1,1'-spirobiindanyl-7,7'-diylphosphate] dirhodium (II) / dichloromethane / 0.05 h / 0 °C / Inert atmosphere; Schlenk technique

With manganese(IV) oxide; tetrakis[(S)-5,5'-diphenyl-1,1'-spirobiindanyl-7,7'-diylphosphate] dirhodium (II); magnesium sulfate; In dichloromethane;

DOI:10.1021/jacs.0c04725

upstream raw materials:

p-cyanobenzophenone

Downstream raw materials:

(p-cyanophenyl)(phenyl)diazomethane

Refernces

• 1、 Zimmerman, Howard E.,Suryanarayan, Vijay. "Organic photochemical rearrangements of triplets and zwitterions; mechanistic and exploratory organic photochemistry". . p. 4091 - 4102. Retrieved 2008/02/13.