2-Cyano-3-phenylacrylamide

Base Information

• Chemical Name: 2-Cyano-3-phenylacrylamide
• CAS No.: 709-79-5
• Molecular Formula: C10H8 N2 O
• Molecular Weight: 172.186
• Hs Code.: 2926909090
• European Community (EC) Number: 664-373-7
• NSC Number: 61796
• DSSTox Substance ID: DTXSID30876215
• Nikkaji Number: J397.952K,J825.847C
• Wikidata: Q82857795
• ChEMBL ID: CHEMBL1927339
• Mol file: 709-79-5.mol

Synonyms:2-cyano-3-phenylacrylamide;709-79-5;(E)-2-Cyano-3-phenylacrylamide;(E)-2-cyano-3-phenylprop-2-enamide;alpha-Cyanocinnamamide;(2E)-2-cyano-3-phenylprop-2-enamide;2-Propenamide, 2-cyano-3-phenyl-, (2E)-;CHEMBL1927339;(2e)-2-cyano-3-phenylacrylamide;Benzal-cyanacetamid;Benzal-cyanacetamid [German];CINNAMAMIDE, alpha-CYANO-;2-Propenamide, 2-cyano-3-phenyl-;F 2382;NSC 61796;alpha-Cyanzimtsaureamid;BENZALCYANOACETAMIDE;(E)-Alpha-cyanocinnamamide;SCHEMBL1692375;(e)-2cyano-3-phenyl-acrylamide;DTXSID30876215;HMS1581D12;NSC61796;BDBM50428734;MFCD00096781;NSC-61796;STL169293;AKOS002287923;(2E)-2-Cyano-3-phenyl-2-propenamide #;CS-0357350;12A-022;J-501856

Chemical Property of 2-Cyano-3-phenylacrylamide

Chemical Property:

• Vapor Pressure: 6.39E-07mmHg at 25°C
• Melting Point: 118 °C
• Boiling Point: 409.7°C at 760 mmHg
• Flash Point: 201.6°C
• PSA: 66.88000
• Density: 1.222g/cm³
• LogP: 1.77918
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

2-CYANO-3-PHENYLACRYLAMIDE 95.00% ^*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=C(C#N)C(=O)N
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(\C#N)/C(=O)N

Technology Process of 2-Cyano-3-phenylacrylamide

There total 34 articles about 2-Cyano-3-phenylacrylamide 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: 100.0%

5-amino-3-phenyl-2,3-dihydroisoxazole-4-carbonitrile (1352994-20-7) → 2-cyano-3-phenylacrylamide (709-79-5)

Guidance literature:

5-amino-3-phenyl-2,3-dihydroisoxazole-4-carbonitrile; With hydrogenchloride; In water; at 20 ℃; for 0.5h; pH=1 - 3;

In water; chemoselective reaction;

DOI:10.1039/c1ob06318a

Reference yield: 99.0%

benzaldehyde (100-52-7) + cyanoacetic acid amide (107-91-5) → (E)-2-cyano-3-phenylacrylamide (709-79-5,148238-27-1,15795-18-3)

Guidance literature:

for 0.00555556h; stereoselective reaction; Microwave irradiation;

DOI:10.1039/c4ra06619g

Reference yield: 96.0%

benzaldehyde (100-52-7) + cyanoacetic acid amide (107-91-5) → 2-cyano-3-phenylacrylamide (709-79-5)

Guidance literature:

With ammonium sulphamate; for 0.00416667h; Microwave irradiation; neat (no solvent);

upstream raw materials:

sodium ethanolate

benzaldehyde

cyanoacetic acid amide

malononitrile

Downstream raw materials:

(2-carbamoyl-2-cyano-1-phenyl-ethyl)-phosphonic acid dibutyl ester

Benzylidenemalononitrile

2-cyano-3-(10-oxo-5,10-dihydro-10λ⁵-phenophosphazin-10-yl)-3-phenyl-propionamide

α-cyano-2,3-dihydro-2-oxo-β-phenyl-1H-indole-3-propanamide

Refernces

• 1、 Anbu, Nagaraj,Maheswari, Raju,Elamathi, Vimali,Varalakshmi, Perumal,Dhakshinamoorthy, Amarajothi. "Chitosan as a biodegradable heterogeneous catalyst for Knoevenagel condensation between benzaldehydes and cyanoacetamide". . . Retrieved 2020/03/03.
• 2、 Datta, Arup. "Bismuth (III) Triflate: A Mild, Efficient Promoter for the Synthesis of Trisubstituted Alkenes through Knoevenagel Condensation". . p. 843 - 849. Retrieved 2020/11/25.