3-Chloro-3-phenyl-acrylonitrile

Base Information

• Chemical Name: 3-Chloro-3-phenyl-acrylonitrile
• CAS No.: 78583-84-3
• Molecular Formula: C9H6 Cl N
• Molecular Weight: 163.606
• Hs Code.: 2926909090
• European Community (EC) Number: 673-946-0
• Nikkaji Number: J3.525.311D
• Mol file: 78583-84-3.mol

Synonyms:3-Chloro-3-phenyl-acrylonitrile;78583-84-3;3-chloro-3-phenylacrylonitrile;(Z)-3-Chloro-3-phenylacrylonitrile;(Z)-3-chloro-3-phenylprop-2-enenitrile;289712-48-7;880075-72-9;2-Propenenitrile,3-chloro-3-phenyl-;starbld0037522;HMS1409P01;MFCD00277431;AKOS000122581;AS-81842;EN300-05322;(2Z)-3-CHLORO-3-PHENYLPROP-2-ENENITRILE;A917546;Z56912627

Chemical Property of 3-Chloro-3-phenyl-acrylonitrile

Chemical Property:

• Vapor Pressure: 0.00482mmHg at 25°C
• Boiling Point: 276.4°C at 760 mmHg
• Flash Point: 118.2°C
• PSA: 23.79000
• Density: 1.18g/cm³
• LogP: 2.78988
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 163.0188769
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-3-phenyl-acrylonitrile ^*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(=CC#N)Cl
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C/C#N)/Cl

Technology Process of 3-Chloro-3-phenyl-acrylonitrile

There total 14 articles about 3-Chloro-3-phenyl-acrylonitrile 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: 89.0%

3-Phenyl-2-propynonitrile (935-02-4) → (Z)-3-chloro-3-phenyl-2-propenenitrile (78583-84-3)

Guidance literature:

With palladium diacetate; lithium chloride; cyclo-octa-1,5-diene; In acetic acid; at 110 ℃; for 12h; Reagent/catalyst; Solvent; stereoselective reaction;

DOI:10.1016/j.tetlet.2017.07.104

Reference yield: 89.0%

→ (Z)-3-chloro-3-phenyl-2-propenenitrile (78583-84-3)

Guidance literature:

With palladium diacetate; acetic acid; lithium chloride; cyclo-octa-1,5-diene; at 110 ℃; for 12h;

Reference yield: 81.0%

β-chloro-cinnamaldehyde-oxime (72806-43-0) → (Z)-3-chloro-3-phenyl-2-propenenitrile (78583-84-3)

Guidance literature:

With acetic anhydride; for 4h; Heating;

upstream raw materials:

β-chloro-cis-cinnamaldehyde seqcis-oxime

acetic anhydride

β-chloro-cinnamaldehyde-oxime

N,N-dimethyl-formamide

Downstream raw materials:

β-ethoxy-cinnamonitrile

ethyl 3-amino-5-(phenyl)thiophene-2-carboxylate

1-methyl-5-phenyl-1H-pyrazol-3-amine

1-methyl-3-phenyl-1H-pyrazol-5-amine

Refernces

• 1、 Kumar, Rajiv,Kumar, Amit,Ram, Sita,Angeli, Andrea,Bonardi, Alessandro,Nocentini, Alessio,Gratteri, Paola,Supuran, Claudiu T.,Sharma, Pawan K.. "Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors". . . Retrieved 2021/10/05.
• 2、 Irgashev, Roman A.,Steparuk, Alexander S.,Rusinov, Gennady L.. "One-pot synthesis of 2-substituted thieno[3,2-b]indoles from 3-aminothiophene-2-carboxylates through in situ generated 3-aminothiophenes". supporting information. . Retrieved 2019/09/30.