ethyl (2E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate

Base Information

• Chemical Name: ethyl (2E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate
• CAS No.: 149550-20-9
• Molecular Formula: C13H10F3NO2
• Molecular Weight: 269.22
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50352445
• Nikkaji Number: J2.687.349E
• Wikidata: Q82129592
• Mol file: 149550-20-9.mol

Synonyms:149550-20-9;ethyl (2E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate;Ethyl 2-cyano-3-[3-(trifluoromethyl)-phenyl]acrylate;ethyl (E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate;Ethyl 2-cyano-3-[3-(trifluoromethyl)phenyl]acrylate;ethyl 2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate;ethyl 2-cyano-3-(3-(trifluoromethyl)phenyl)acrylate;DTXSID50352445;MFCD03283527;AKOS001049892;9N-930;EN300-124742;SR-01000038709;SR-01000038709-1;Ethyl2-cyano-3-[3-(trifluoromethyl)-phenyl]acrylate;Z44297653

Chemical Property of ethyl (2E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate

Chemical Property:

• Melting Point: 77-78 °C
• Boiling Point: 340.9±42.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.281±0.06 g/cm3(Predicted)
• LogP: 3.17548
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 269.06636305
• Heavy Atom Count: 19
• Complexity: 406

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 2-cyano-3-[3-(trifluoromethyl)phenyl]acrylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC(=CC=C1)C(F)(F)F)C#N
• Isomeric SMILES: CCOC(=O)/C(=C/C1=CC(=CC=C1)C(F)(F)F)/C#N

Technology Process of ethyl (2E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate

There total 2 articles about ethyl (2E)-2-cyano-3-[3-(trifluoromethyl)phenyl]prop-2-enoate 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%

3-Trifluoromethylbenzaldehyde (454-89-7) + ethyl 2-cyanoacetate (105-56-6) → C13H10F3NO2 (149550-20-9)

Guidance literature:

With ((S)-N-(2-aminoethyl)pyrrolidine-2-carboxylate) functionalized polyacrylonitrile fiber; In water; at 30 ℃; for 3h; Green chemistry;

DOI:10.1016/j.jcat.2019.04.040

Reference yield: 94.0%

3-Trifluoromethylbenzaldehyde (454-89-7) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-2-cyano-3-(3-trifluoromethylphenyl)-2-propenoate (149550-20-9)

Guidance literature:

With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine; In ethanol; for 1.5h; Reflux;

DOI:10.1039/c0gc00877j

Reference yield: 85.0%

C13H10F3NO2 (149550-20-9) → 2-(hydroxymethyl)-3-[3-(trifluoromethyl)phenyl]propanenitrile (1146186-77-7)

Guidance literature:

With sodium tetrahydroborate; cobalt(II) chloride hexahydrate; In ethanol; at 25 ℃; for 6h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0028-1083353

upstream raw materials:

3-Trifluoromethylbenzaldehyde

ethyl 2-cyanoacetate

Downstream raw materials:

2-(hydroxymethyl)-3-[3-(trifluoromethyl)phenyl]propanenitrile