2,2,2-Trifluoroacetophenone

Base Information

• Chemical Name: 2,2,2-Trifluoroacetophenone
• CAS No.: 434-45-7
• Molecular Formula: C8H5F3O
• Molecular Weight: 174.122
• Hs Code.: 29147090
• European Community (EC) Number: 207-103-1
• NSC Number: 42752
• UNII: 6T7L1UPY09
• DSSTox Substance ID: DTXSID6059992
• Nikkaji Number: J150.547E
• Wikidata: Q27265490
• Pharos Ligand ID: U42XBU2CGG4K
• ChEMBL ID: CHEMBL293277
• Mol file: 434-45-7.mol

Synonyms:phenyl trifluoromethyl ketone;phenyltrifluoromethylketone

Chemical Property of 2,2,2-Trifluoroacetophenone

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 1.72mmHg at 25°C
• Melting Point: -40 °C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 165.499 °C at 760 mmHg
• Flash Point: 41.667 °C
• PSA: 17.07000
• Density: 1.268 g/cm³
• LogP: 2.43160
• Storage Temp.: Flammables area
• Solubility.: Chloroform, Ethyl Acetate
• Water Solubility.: PRACTICALLY INSOLUBLE
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.02924926
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

2,2,2-Trifluoroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 26-36-37/39-16

MSDS Files:

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Tear Gas Agents
• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(F)(F)F
• Uses: 2,2,2-Trifluoroacetophenone is a fluorinated acetophenone with inhibitory activity of acetylcholinesterase. 2,2,2-Trifluoroacetophenone was shown to have neuroprotective activity by inhibiting apoptos is in cerebellar granule neurons. 2,2,2-Trifluoroacetophenone is a fluorinated acetophenone with inhibitory activity of acetylcholinesterase. 2,2,2-Trifluoroacetophenone was shown to have neuroprotective activity by inhibiting apoptosis in cerebellar granule neurons.

Technology Process of 2,2,2-Trifluoroacetophenone

There total 143 articles about 2,2,2-Trifluoroacetophenone 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: 97.0%

1-phenyl-2,2,2-trifluoromethylethanol (340-04-5,340-05-6) → 2,2,2-Trifluoroacetophenone (434-45-7)

Guidance literature:

With sodium hypochlorite pentahydrate; 4-acetamido-2,2,6,6-tetramethylpiperidine-N-hydroxyammonium tetrafluoroborate; In water; acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1002/ejoc.201801718

Reference yield: 96.0%

Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine (141903-89-1) → 2,2,2-Trifluoroacetophenone (434-45-7) + 1-Adamantanamine (768-94-5)

Guidance literature:

With water; boric acid; In ethanol; at 80 ℃; for 8h;

DOI:10.1021/ja00071a017

Reference yield: 95.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + (trifluoromethyl)trimethylsilane (81290-20-2) → 2,2,2-Trifluoroacetophenone (434-45-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene; for 18h; Ambient temperature;

DOI:10.1002/(SICI)1521-3773(19980403)37:6<820::AID-ANIE820>3.0.CO;2-M

upstream raw materials:

trifluoroacetonitrile

diethyl ether

phenyllithium

trifluoroacetic acid

Downstream raw materials:

1,1,1-trifluoro-2,2-dichloro-2-phenylethane

1-(3-chlorophenyl)-2,2,2-trifluoroethanone

S(+)-1-phenyl-2,2,2-trifluoroethanol

1-phenyl-2,2,2-trifluoromethylethanol

Refernces

• 1、 Thibblin, Alf. "UNUSUALLY LARGE KINETIC DEUTERIUM ISOTOPE EFFECTS ON OXIDATION REACTIONS. 1. THE MECHANISM OF HYDROXIDE-CATALYSED PERMANGANATE OXIDATION OF PhCD(CF3)OH AND PhCD(CH3)OH IN WATER". . p. 186 - 190. Retrieved 1995.
• 2、 Kirihara, Masayuki,Suzuki, Katsuya,Nakakura, Kana,Saito, Katsuya,Nakamura, Riho,Tujimoto, Kazuki,Sakamoto, Yugo,Kikkawa, You,Shimazu, Hideo,Kimura, Yoshikazu. "Oxidation of fluoroalkyl alcohols using sodium hypochlorite pentahydrate [1]". . . Retrieved 2021/02/05.
• 3、 -. "Novel Friedel-Crafts reaction method and catalyst thereof". Paragraph 0196-0199. . Retrieved 2020/02/29.