3-Oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile

Base Information

• Chemical Name: 3-Oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile
• CAS No.: 71682-94-5
• Molecular Formula: C10H6 F3 N O
• Molecular Weight: 213.159
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70441744
• Wikidata: Q72511727
• Mol file: 71682-94-5.mol

Synonyms:71682-94-5;3-oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile;4-(Trifluoromethyl)benzoylacetonitrile;3-oxo-3-(4-(trifluoromethyl)phenyl)propanenitrile;4-TRIFLUOROMETHYLBENZOYLACETONITRILE;MFCD02260793;3-oxo-3-(4-trifluoromethyl-phenyl)-propionitrile;3-(4-(Trifluoromethyl)phenyl)-3-oxopropanenitrile;SCHEMBL133449;AMY330;DTXSID70441744;AKOS000170895;DA-0831;SB38429;SY016094;A9374;CS-0311621;FT-0604221;EN300-69181;Benzenepropanenitrile,b-oxo-4-(trifluoromethyl)-;J-513001;Z317042118

Chemical Property of 3-Oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 43-45°C
• Refractive Index: 1.469
• Boiling Point: 316.192°C at 760 mmHg
• PKA: 6.86±0.10(Predicted)
• Flash Point: 145.028°C
• PSA: 40.86000
• Density: 1.297g/cm³
• LogP: 2.80178
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 213.04014830
• Heavy Atom Count: 15
• Complexity: 281

Purity/Quality:

98%min ^*data from raw suppliers

3-Oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile

There total 13 articles about 3-Oxo-3-[4-(trifluoromethyl)phenyl]propanenitrile 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: 81.0%

methyl 4-(trifluoromethyl)benzoate (2967-66-0) + acetonitrile (75-05-8,26809-02-9) → ω-cyano-4-trifluoromethylacetophenone (71682-94-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.8b02655

Reference yield: 70.0%

methyl 3-oxo-3-(4-(trifluoromethyl)phenyl) propanedithioate (1448887-34-0) → ω-cyano-4-trifluoromethylacetophenone (71682-94-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02216

Reference yield: 17.0%

4-trifluoromethylphenylboronic acid (128796-39-4) + malononitrile (109-77-3) → ω-cyano-4-trifluoromethylacetophenone (71682-94-5)

Guidance literature:

With 4,4'-dimethyl-2,2'-bipyridines; palladium(II) acetylacetonate; toluene-4-sulfonic acid; In water; toluene; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1021/acs.joc.0c02388

upstream raw materials:

4-trifluoromethyl-phenyl acetyl chloride

acetonitrile

methyl 4-(trifluoromethyl)benzoate

3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile

Downstream raw materials:

α-cyano-β-hydroxy-N-<4'-(trifluoromethyl)phenyl>-3-<4-(trifluoromethyl)benzoyl>acetonitrile

methyl 5-cyano-6,7-dihydro-6-oxo-3-[4-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

5-(4-trifluoromethylphenyl)-2H-pyrazole-3-ylamine

[2-Methyl-5-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-thiphen-3-YLMETHYLENE-AMINE

Refernces

• 1、 -. "Polysubstituted heterocyclic derivative, preparation method thereof and application of polysubstituted heterocyclic derivative in medicine". Paragraph 0032-0034; 0173-0174. . Retrieved 2021/06/02.
• 2、 Eagon, Scott,Hammill, Jared T.,Sigal, Martina,Ahn, Kevin J.,Tryhorn, Julia E.,Koch, Grant,Belanger, Briana,Chaplan, Cory A.,Loop, Lauren,Kashtanova, Anna S.,Yniguez, Kenya,Lazaro, Horacio,Wilkinson, Steven P.,Rice, Amy L.,Falade, Mofolusho O.,Takahashi, Rei,Kim, Katie,Cheung, Ashley,Dibernardo, Celine,Kimball, Joshua J.,Winzeler, Elizabeth A.,Eribez, Korina,Mittal, Nimisha,Gamo, Francisco-Javier,Crespo, Benigno,Churchyard, Alisje,García-Barbazán, Irene,Baum, Jake,Anderson, Marc O.,Laleu, Beno?t,Guy, R. Kiplin. "Synthesis and Structure-Activity Relationship of Dual-Stage Antimalarial Pyrazolo[3,4- b]pyridines". . p. 11902 - 11919. Retrieved 2020/11/26.