3-Buten-2-one, 4-(3-trifluoromethylphenyl)-

Base Information

• Chemical Name: 3-Buten-2-one, 4-(3-trifluoromethylphenyl)-
• CAS No.: 80992-92-3
• Molecular Formula: C₁₁H₉F₃O
• Molecular Weight: 214.187
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30876674
• Nikkaji Number: J1.755.023C,J910.382A
• Wikidata: Q82858340
• ChEMBL ID: CHEMBL72912
• Mol file: 80992-92-3.mol

Synonyms:80992-92-3;1-[3-(Trifluoromethyl)phenyl]but-1-en-3-one;3-Buten-2-one, 4-(3-trifluoromethylphenyl)-;(E)-4-[3-(trifluoromethyl)phenyl]but-3-en-2-one;4-(3-(trifluoromethyl)phenyl)but-3-en-2-one;m-Trifluoromethylbenzalacetone;4-[3-(trifluoromethyl)phenyl]but-3-en-2-one;(3E)-4-[3-(trifluoromethyl)phenyl]but-3-en-2-one;(E)-4-(3-(Trifluoromethyl)phenyl)but-3-en-2-one;4-(3-Trifluoromethylphenyl)-3-buten-2-one;84175-48-4;CHEMBL72912;3-Trifluoromethyl-benzalacetone;SCHEMBL1405101;DTXSID30876674;MFCD00052843;AKOS009157688;PS-6541;3-Buten-2-one,4-(3-CF3-phenyl)-;CS-10224;CS-0272023;4-[3-(Trifluoromethyl)phenyl]-3-buten-2-one;EN300-1938646;A840015;Z)-4-(3-Trifluoromethylphenyl)-but-3-en-2-one;(E)-4-[3-(trifluoromethyl)phenyl]-3-buten-2-one;(E)-4-[3-(Trifluoromethyl)phenyl]-3-butene-2-one;(3E)-4-[3-(Trifluoromethyl)phenyl]-3-buten-2-one #

Chemical Property of 3-Buten-2-one, 4-(3-trifluoromethylphenyl)-

Chemical Property:

• Vapor Pressure: 0.00618mmHg at 25°C
• Boiling Point: 115 °C
• Flash Point: 123°C
• PSA: 17.07000
• Density: 1.206g/cm³
• LogP: 3.30760
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 214.06054939
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

98% ^*data from raw suppliers

1-[3-(Trifluoromethyl)phenyl]but-1-en-3-one 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Buten-2-one, 4-(3-trifluoromethylphenyl)-

There total 2 articles about 3-Buten-2-one, 4-(3-trifluoromethylphenyl)- 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: 73.0%

3-Trifluoromethylbenzaldehyde (454-89-7) + acetone (67-64-1) → 1-[3-(trifluoromethyl)phenyl]but-1-en-3-one (84175-48-4,80992-92-3)

Guidance literature:

With sodium hydroxide; for 72h; Ambient temperature;

DOI:10.1021/jm00097a001

Reference yield: 47.0%

(S,E)-4-(tert-butyl)-3-(3-oxobut-1-en-1-yl)oxazolidin-2-one + (meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) → (S)-4-(tert-butyl)-3-((R)-3-oxo-1-(3-(trifluoromethyl)phenyl)butyl)oxazolidin-2-one + C18H14F6O + 1-[3-(trifluoromethyl)phenyl]but-1-en-3-one (84175-48-4,80992-92-3)

Guidance literature:

With [2,2]bipyridinyl; water; palladium diacetate; at 100 ℃; for 12h; diastereoselective reaction; Sealed tube; Schlenk technique;

DOI:10.1016/j.tetlet.2018.05.080

Reference yield: 96.0%

dimedone (126-81-8) + 1-[3-(trifluoromethyl)phenyl]but-1-en-3-one (84175-48-4,80992-92-3) → 2-hydroxy-2,7,7-trimethyl-4-(3-(trifluoromethyl)phenyl)-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one

Guidance literature:

With (R,R)-1,2-diphenylethylenediamine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; benzoic acid; In methoxybenzene; at -20 ℃; for 96h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo3001047

upstream raw materials:

3-Trifluoromethylbenzaldehyde

acetone

(meta-(trifluoromethyl)phenyl)boronic acid

Downstream raw materials:

4-Ethoxy-2-oxo-6-(3-trifluoromethyl-phenyl)-cyclohex-3-enecarboxylic acid ethyl ester

Refernces

• 1、 Qi, Bing,Guo, Shan,Zhang, Wenjing,Yu, Xiaolong,Song, Chao,Zhu, Jin. "Rh(III)-Catalyzed Enaminone-Directed Alkenyl C-H Activation for the Synthesis of Salicylaldehydes". supporting information. p. 3996 - 3999. Retrieved 2018/07/15.
• 2、 Kesten, Stephen J.,Degnan, Margaret J.,Hung, Jocelyn,McNamara, Dennis J.,Ortwine, Daniel F.,et al.. "Synthesis and Antimalarial Properties of 1-Imino Derivatives of 7-Chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and Related Structures". . p. 3429 - 3447. Retrieved 2007/10/02.