62587-07-9

Basic information

• Product Name: CYCLOPROPYL 4-TRIFLUOROMETHYLPHENYL KETONE
• Synonyms: CYCLOPROPYL 4-TRIFLUOROMETHYLPHENYL KETONE;CYCLOPROPYL-(4-TRIFLUOROMETHYL-PHENYL)-METHANONE
• CAS NO: 62587-07-9
• Molecular Formula: C₁₁H₉F₃O
• Molecular Weight: 214.18
• Mol File: 62587-07-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 261.8°C at 760 mmHg
• Flash Point: 114.5°C
• Appearance: /
• Density: 1.307g/cm³
• Vapor Pressure: 0.0113mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: CYCLOPROPYL 4-TRIFLUOROMETHYLPHENYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYL 4-TRIFLUOROMETHYLPHENYL KETONE(62587-07-9)
• EPA Substance Registry System: CYCLOPROPYL 4-TRIFLUOROMETHYLPHENYL KETONE(62587-07-9)

Safety Data

• Hazardous Substances Data: 62587-07-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H9F3O/c12-11(13,14)9-5-3-8(4-6-9)10(15)7-1-2-7/h3-7H,1-2H2

Upstream product

• 4333-56-6 cyclopropyl bromide 
• 124-38-9 carbon dioxide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 147356-78-3 cyclopropanecarboxylic acid N-methoxy-N-methylamide 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 5500-21-0 cyclopropropanecarbonitrile 
• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 
• 728-86-9 phenyl[4-(trifluoromethyl)phenyl]methanone 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 23719-80-4 cyclopropylmagnesium bromide 
• 116332-61-7 N-methoxy-N-methyl-4-trifluoromethylbenzamide 
• 942139-19-7 C₁₈H₁₆F₃O₂ 
• 852822-58-3 cyclopropyl[bis(4-trifluoromethylphenyl)]methanol 
• 62587-06-8 cyclopropyl(4-trifluoromethylphenyl)phenylmethanol 

Downstream Products

• 1213551-77-9 1-cyclopropyl-1-[4-(trifluoromethyl)phenyl]methanamine 
• 62586-84-9 Cyclopropyl[4-(trifluoromethyl)phenyl]methanol 

Relevant articles and documents

B(C6F5)3-Catalyzed Hydrosilylation of Vinylcyclopropanes

A hydrosilylation of vinylcyclopropanes (VCPs) catalyzed by the strong boron Lewis acid B(C6F5)3 is reported. For the majority of VCPs, little or no ring opening of the cyclopropyl unit is observed. Conversely, for VCPs with bulky R groups, such as ortho-substituted aryl rings or branched alkyl residues, ring opening is the exclusive reaction pathway. This finding is explained by the thwarted hydride delivery to a sterically shielded, β-silicon-stabilized cyclopropylcarbinyl cation intermediate.

Continuous flow synthesis of ketones from carbon dioxide and organolithium or grignard reagents

We describe an efficient continuous flow synthesis of ketones from CO 2 and organolithium or Grignard reagents that exhibits significant advantages over conventional batch conditions in suppressing undesired symmetric ketone and tertiary alcohol byproducts. We observed an unprecedented solvent-dependence of the organolithium reactivity, the key factor in governing selectivity during the flow process. A facile, telescoped three-step-one-flow process for the preparation of ketones in a modular fashion through the in-line generation of organometallic reagents is also established.

α-Methylation at benzylic fragment of N-aryl-N′-benzyl ureas provides TRPV1 antagonists with better pharmacokinetic properties and higher efficacy in inflammatory pain model

SAR studies for N-aryl-N′-benzyl urea class of TRPV1 antagonists have been extended to cover α-benzyl alkylation. Alkylated compounds showed weaker in vitro potencies in blocking capsaicin activation of TRPV1 receptor, but possessed improved pharmacokinetic properties. Further structural manipulations that included replacement of isoquinoline core with indazole and isolation of single enantiomer led to TRPV1 antagonists like (R)-16a with superior pharmacokinetic properties and greater potency in animal model of inflammatory pain.