434-45-7 | 2,2,2-Trifluoroacetophenone

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$8.00	$5.00
5g	98%	in stock	$12.00	$9.00
10g	98%	in stock	$19.00	$13.00
25g	98%	in stock	$32.00	$23.00

Description

• Catalog Number: AB43517
• Chemical Name: 2,2,2-Trifluoroacetophenone
• CAS Number: 434-45-7
• Molecular Formula: C8H5F3O
• Molecular Weight: 174.1199
• MDL Number: MFCD00000420
• SMILES: O=C(C(F)(F)F)c1ccccc1
• NSC Number: 42752

Computed Properties

• Complexity: 168
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• XLogP3: 2.1

Upstream Synthesis Route

2,2,2-Trifluoro-1-phenylethanone is a versatile compound commonly used in chemical synthesis for its unique properties. It is widely employed as a building block in the synthesis of various organic compounds due to its trifluoromethyl group, which imparts exceptional reactivity and stability to the molecule. This compound serves as a valuable intermediate in the production of pharmaceuticals, agrochemicals, and fine chemicals. In addition, its trifluoromethyl moiety can enhance the biological activity and metabolic stability of the final products, making it a valuable tool in drug discovery and development. Furthermore, 2,2,2-Trifluoro-1-phenylethanone can also be utilized in the preparation of fluorinated materials and as a precursor in the synthesis of fluorinated polymers. Its unique structure and properties make it a crucial component in the arsenal of organic chemists for the efficient creation of complex molecules with enhanced characteristics.

Literature

• Stereoselective synthesis of unsaturated and functionalized L-NHBoc amino acids, using Wittig reaction under mild phase-transfer conditions.

  The Journal of organic chemistry 20120907

• Weak interactions in the assembly of strongly chemisorbed molecules.

  Chemical communications (Cambridge, England) 20110828

• Expanding Mg-Zn hybrid chemistry: inorganic salt effects in addition reactions of organozinc reagents to trifluoroacetophenone and the implications for a synergistic lithium-magnesium-zinc activation.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110718

• Shedding new light on ZnCl2-mediated addition reactions of Grignard reagents to ketones: structural authentication of key intermediates and diffusion-ordered NMR studies.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110411

• Rational electronic tuning of CBS catalyst for highly enantioselective borane reduction of trifluoroacetophenone.

  Chemical communications (Cambridge, England) 20101207

• m-Azipropofol (AziPm) a photoactive analogue of the intravenous general anesthetic propofol.

  Journal of medicinal chemistry 20100812

• Reaction of β-diketiminate tin(II) dimethylamide LSnNMe₂ [L = HC(CMeNAr)₂; Ar = 2,6-iPr₂C₆H₃] with ketones and alkynes.

  Dalton transactions (Cambridge, England : 2003) 20100521

• New insights into addition reactions of dialkylzinc reagents to trifluoromethyl ketones: structural authentication of a beta-hydride elimination product containing a tetranuclear zinc chain.

  Dalton transactions (Cambridge, England : 2003) 20100114

• P(PhCH2NCH2CH2)3N catalysis of Mukaiyama aldol reactions of aliphatic, aromatic, and heterocyclic aldehydes and trifluoromethyl phenyl ketone.

  The Journal of organic chemistry 20091106

• Fluorescence 'turn-on' sensing of carboxylate anions with oligothiophene-based o-(carboxamido)trifluoroacetophenones.

  The Journal of organic chemistry 20080905

• Chemosensor for the optical detection of aliphatic amines and diamines.

  Chemical communications (Cambridge, England) 20080521

• N-heterocyclic carbene-catalyzed Mukaiyama aldol reactions.

  Organic letters 20070315

• Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors.

  Bioorganic & medicinal chemistry letters 20070215

• The first organocatalytic carbonyl-ene reaction: isomerisation-free C-C bond formations catalysed by H-bonding thio-ureas.

  Beilstein journal of organic chemistry 20070101

• 2-Chloro-2,2-difluoroacetophenone: a non-ODS-based difluorocarbene precursor and its use in the difluoromethylation of phenol derivatives.

  The Journal of organic chemistry 20061222

• Bimolecular hydrogen abstraction from phenols by aromatic ketone triplets.

  Photochemistry and photobiology 20060101

• Generation of acyl anion equivalents from acylphosphonates via phosphonate-phosphate rearrangement: a highly practical method for cross-benzoin reaction.

  The Journal of organic chemistry 20051209

• Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics.

  Journal of medicinal chemistry 20050324

• Probing stereoselective inhibition of the acyl binding site of cholesterol esterase with four diastereomers of 2'-N-alpha-methylbenzylcarbamyl-1, 1'-bi-2-naphthol.

  BMC biochemistry 20050101

• Potentiometric and theoretical studies of the carbonate sensors based on 3-bromo-4-hexyl-5-nitrotrifluoroacetophenone.

  The Analyst 20040301

• Use of classical and 3-D QSAR to examine the hydration state of juvenile hormone esterase inhibitors.

  Bioorganic & medicinal chemistry 20031117

• Carbonate ion-selective electrode with reduced interference from salicylate.

  Biosensors & bioelectronics 20030301

• Trifluoroacetophenone derivatives as amino acid selective ionophores for the potentiometric determination of phenylalanine.

  Angewandte Chemie (International ed. in English) 20020816

• Water treatment by TiO2 photocatalysis and/or ultrasound: degradations of phenyltrifluoromethylketone, a trifluoroacetic-acid-forming pollutant, and octan-1 -ol, a very hydrophobic pollutant.

  Water science and technology : a journal of the International Association on Water Pollution Research 20010101