(Z)-(ethyl cyano(2-phenylhydrazin-1-ylidene)formate)

Base Information

• Chemical Name: (Z)-(ethyl cyano(2-phenylhydrazin-1-ylidene)formate)
• CAS No.: 5335-36-4
• Molecular Formula: C11H11 N3 O2
• Molecular Weight: 217.227
• NSC Number: 2933
• DSSTox Substance ID: DTXSID30418634
• Nikkaji Number: J367.081C
• Mol file: 5335-36-4.mol

Synonyms:NSC2933;(Z)-(ethyl cyano(2-phenylhydrazin-1-ylidene)formate);5335-36-4;27097-86-5;DTXSID30418634;NSC-2933;AKOS001620185;ethyl (2Z)-cyano(phenylhydrazono)acetate;(2-Phenylhydrazono)cyanoacetic acid ethyl ester;2-CYANO-2-OXOACETIC ACID, 2-PHENYLHYDRAZONE;F8880-2493

Chemical Property of (Z)-(ethyl cyano(2-phenylhydrazin-1-ylidene)formate)

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Boiling Point: 322.4°C at 760 mmHg
• Flash Point: 148.8°C
• Density: 1.14g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 217.085126602
• Heavy Atom Count: 16
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NNC1=CC=CC=C1)C#N
• Isomeric SMILES: CCOC(=O)/C(=N\NC1=CC=CC=C1)/C#N

Technology Process of (Z)-(ethyl cyano(2-phenylhydrazin-1-ylidene)formate)

There total 10 articles about (Z)-(ethyl cyano(2-phenylhydrazin-1-ylidene)formate) 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:

aniline (62-53-3) + ethyl 2-cyanoacetate (105-56-6) → ethyl phenylazocyanoacetate (5335-36-4)

Guidance literature:

With hydrogenchloride; sodium nitrite; Yield given. Multistep reaction; 1.) 5 deg C, 3 h;

Reference yield:

→ ethyl phenylazocyanoacetate (5335-36-4)

Guidance literature:

at 130 ℃; β-form;

Reference yield:

benzene diazonium chloride (100-34-5) + ethyl 2-cyanoacetate (105-56-6) → ethyl phenylazocyanoacetate (5335-36-4)

Guidance literature:

With sodium acetate; β-form; Loesen des erhaltenen Gemischs in verd. Natronlauge und Leiten in die alkal. Loesung;

upstream raw materials:

sodium cyanoacetic acid ethyl ester

benzene diazonium chloride

ethyl 2-cyanoacetate

aniline hydrochloride

Downstream raw materials:

phenylhydrazono-acetic acid amide

2-(phenylhydrazono)malonic acid

Refernces

• 1、 Sheibani, Hassan,Saheb, Vahid,Rezaei, Marjan,Zahedifar, Mahboobeh. "Chemoselective three component reactions of 3-aminopyrazoles, aldehydes and malononitrile: Optimize the structures and compute the energies of possible tautomers". . p. 126 - 130. Retrieved 2014/03/21.
• 2、 Shawali, Ahmad S.,Albar, Hassan A.. "Kinetics and mechanism of dehydrochlorination of N-aryl-C-ethoxycarbonylformohydrazidoyl chlorides". . p. 871 - 875. Retrieved 2007/10/02.