4-(Trifluoromethyl)-cinnamamide

Base Information

• Chemical Name: 4-(Trifluoromethyl)-cinnamamide
• CAS No.: 115093-99-7
• Molecular Formula: C10H8 F3 N O
• Molecular Weight: 215.175
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10381231
• Mol file: 115093-99-7.mol

Synonyms:4-(trifluoromethyl)-cinnamamide;3-[4-(trifluoromethyl)phenyl]prop-2-enamide;DTXSID10381231;3-(4-trifluoromethyl-phenyl)-acrylamide;FT-0616925

Chemical Property of 4-(Trifluoromethyl)-cinnamamide

Chemical Property:

• Vapor Pressure: 0.000112mmHg at 25°C
• Boiling Point: 149.6°Cat760mmHg
• PKA: 14.71±0.50(Predicted)
• Flash Point: 55°C
• PSA: 43.09000
• Density: 1.182g/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: 252

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Trifluoromethyl)cinnamamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)N)C(F)(F)F

Technology Process of 4-(Trifluoromethyl)-cinnamamide

There total 10 articles about 4-(Trifluoromethyl)-cinnamamide 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: 94.0%

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid (2062-26-2,87212-84-8,16642-92-5) → (E)-3-(4-trifluoromethylphenyl)-2-propenamide (115093-99-7)

Guidance literature:

With ammonium hydroxide; thionyl chloride; In N-methyl-acetamide; toluene;

Reference yield: 90.3%

trans-4-(trifluoromethyl)cinnamoyl chloride (105919-36-6,120681-07-4) → (E)-3-(4-trifluoromethylphenyl)-2-propenamide (115093-99-7)

Guidance literature:

With ammonium hydroxide;

Reference yield: 79.0%

triiron dodecarbonyl (17685-52-8) + carbon monoxide (201230-82-2) + 4-trifluoromethylphenylacetylene (705-31-7) → (E)-3-(4-trifluoromethylphenyl)-2-propenamide (115093-99-7)

Guidance literature:

With ammonium hydrogen carbonate; In tetrahydrofuran; at 140 ℃; for 18h; under 22502.3 Torr; regioselective reaction; Autoclave;

DOI:10.1016/j.cclet.2022.01.080

upstream raw materials:

4-Trifluoromethylbenzaldehyde

bromo-acetic acid amide

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid

oxalyl dichloride

Downstream raw materials:

ethyl [[(E)-2-(4-(trifluoromethyl)phenyl)ethenyl]-1,3-oxazol-4-yl]acetate

trans-4-(trifluoromethyl)cinnamoyl chloride

4-(hydroxymethyl)-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazole

Refernces

• 1、 Wang, Rong,Cui, Menghan,Yang, Qing,Kuang, Chunxiang. "A Facile Total Synthesis of Mubritinib". supporting information. p. 978 - 982. Retrieved 2021/02/03.
• 2、 Allen, Timothy E. H.,Chung, Injae,Fischer, Peter,Hardy, Rachel,Harvey, Robert F.,Hirst, Judy,Kellam, Barrie,Macfarlane, Marion,Mistry, Sarah,Pryde, Kenneth R.,Serreli, Riccardo,Stephenson, Zo? A.,Stoneley, Mark,Willis, Anne E.. "Identification of a novel toxicophore in anti-cancer chemotherapeutics that targets mitochondrial respiratory complex i". . . Retrieved 2020/06/10.