2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)-

Base Information

• Chemical Name: 2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)-
• CAS No.: 64380-24-1
• Molecular Formula: C10H8 F3 N O
• Molecular Weight: 215.175
• Hs Code.: 2924299090
• Nikkaji Number: J75.232K
• ChEMBL ID: CHEMBL107281
• Mol file: 64380-24-1.mol

Synonyms:(E)-m-(trifluoromethyl)cinnamide;(Z)-m-(trifluoromethyl)cinnamide;3-(trifluoromethyl)cinnamide;m-(trifluoromethyl)cinnamide;meta-(trifluoromethyl)cinnamide

Chemical Property of 2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)-

Chemical Property:

• Vapor Pressure: 5.25E-05mmHg at 25°C
• Boiling Point: 347.8°C at 760 mmHg
• Flash Point: 164.2°C
• PSA: 43.09000
• Density: 1.306g/cm³
• LogP: 2.90420
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 215.05579836
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

99%min ^*data from raw suppliers

(E)-3-[3-(TRIFLUOROMETHYL)PHENYL]PROP-2-ENAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C=CC(=O)N
• Isomeric SMILES: C1=CC(=CC(=C1)C(F)(F)F)/C=C/C(=O)N

Technology Process of 2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)-

There total 4 articles about 2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)- 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: 95.0%

trans-3-(trifluoromethyl)cinnamoyl chloride (60689-14-7,64379-91-5) → (E)-3-(3-(trifluoromethyl)phenyl)acrylamide (64380-24-1)

Guidance literature:

With ammonia; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00379a007

Reference yield: 87.0%

3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4) → (E)-3-(3-(trifluoromethyl)phenyl)acrylamide (64380-24-1)

Guidance literature:

3-(trifluoromethyl)cinnamic acid; With thionyl chloride; In tetrahydrofuran; at 50 ℃; for 1h;

With ammonium hydroxide; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

DOI:10.1021/acs.orglett.8b02422

Reference yield:

m-trifluoromethylphenyl iodide (401-81-0) + 2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5) → (E)-3-(3-(trifluoromethyl)phenyl)acrylamide (64380-24-1)

Guidance literature:

With triethylamine; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); In acetonitrile; at 100 ℃;

DOI:10.1055/s-2006-951505

upstream raw materials:

trans-3-(trifluoromethyl)cinnamoyl chloride

m-trifluoromethylphenyl iodide

2-propenamide

3-(trifluoromethyl)cinnamic acid

Downstream raw materials:

3-(3-trifluoromethyl-phenyl)-propionic acid amide

diethyl biphenyl-4,4'-dicarboxylate

3‐[3‐(trifluoromethyl)phenyl]propan‐1‐amine

[1-(5,6-dihydronaphthalen-1-yl)ethyl]-[3-(3-trifluoromethylphenyl)propyl]amine

Refernces

• 1、 Al-Huniti, Mohammed H.,Rivera-Chávez, José,Colón, Katsuya L.,Stanley, Jarrod L.,Burdette, Joanna E.,Pearce, Cedric J.,Oberlies, Nicholas H.,Croatt, Mitchell P.. "Development and Utilization of a Palladium-Catalyzed Dehydration of Primary Amides to Form Nitriles". supporting information. p. 6046 - 6050. Retrieved 2018/09/27.
• 2、 Bernini, Roberta,Cacchi, Sandro,De Salve, Ilse,Fabrizi, Giancarlo. "The Heck reaction of β-arylacrylamides: An approach to 4-aryl-2-quinolones". . p. 2947 - 2952. Retrieved 2008/02/12.