709-24-0

Basic information

• Product Name: 1-(4-FLUORO-PHENYL)-PENTAN-1-ONE
• Synonyms: 1-(4-FLUORO-PHENYL)-PENTAN-1-ONE;1-(4-Fluorophenyl)-1-pentanone;1-Pentanoyl-4-fluorobenzene
• CAS NO: 709-24-0
• Molecular Formula: C₁₁H₁₃FO
• Molecular Weight: 180.22
• EINECS: 211-907-8
• Mol File: 709-24-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 27 °C
• Boiling Point: 86-90 °C(Press: 1.3 Torr)
• Appearance: /
• Density: 1.031±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(4-FLUORO-PHENYL)-PENTAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-FLUORO-PHENYL)-PENTAN-1-ONE(709-24-0)
• EPA Substance Registry System: 1-(4-FLUORO-PHENYL)-PENTAN-1-ONE(709-24-0)

Safety Data

• Hazardous Substances Data: 709-24-0(Hazardous Substances Data)

Usage

InChI:InChI=1S/C11H13FO/c1-2-3-4-11(13)9-5-7-10(12)8-6-9/h5-8H,2-4H2,1H3

Upstream product

• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 462-06-6 fluorobenzene 
• 638-29-9 n-valeryl chloride 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 116332-54-8 4-fluoro-N-methoxy-N-methylbenzamide 
• 403-43-0 4-fluorobenzoyl chloride 
• 459-57-4 4-fluorobenzaldehyde 
• 109-72-8 n-butyllithium 
• 456-22-4 4-Fluorobenzoic acid 
• 7295-44-5 4'-bromovalerophenone 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 120-92-3 cyclopentanone 

Downstream Products

• 30611-20-2 1-(4-cyanophenyl)-1-pentanone 
• 3913-55-1 1-(4-fluorophenyl)pentan-1-ol 
• 3823-26-5 α-butyl-4-fluorobenzylamine 
• 721-53-9 4-Fluor-3-nitro-valerophenon 
• 850352-46-4 2-bromo-1-(4-fluorophenyl)pentan-1-one 
• 30611-21-3 benzoic acid 4-(1-oxopentyl)methyl ester 
• 79784-62-6 p-valerylbenzoic acid 
• 127035-95-4 4-[(E)-2-(4-Fluoro-phenyl)-hex-1-enyl]-2,6-dimethyl-phenol 
• 3945-50-4 6-Fluor-3-pentyl-anilin 
• 360-34-9 1,1,1-trifluoro-2-hexanone 
• 451-46-7 4-fluorobenzoic acid ethyl ester 

Relevant articles and documents

Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation

The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.

Suzuki-Miyaura coupling of simple ketones via activation of unstrained carbon-carbon bonds

Here, we describe that simple ketones can be efficiently employed as electrophiles in Suzuki-Miyaura coupling reactions via catalytic activation of unstrained C-C bonds. A range of common ketones, such as cyclopentanones, acetophenones, acetone and 1-indanones, could be directly coupled with various arylboronates in high site-selectivity, which offers a distinct entry to more functionalized aromatic ketones. Preliminary mechanistic study suggests that the ketone α-C-C bond was cleaved via oxidative addition.

Highly chemoselective and versatile method for direct conversion of carboxylic acids to ketones utilizing zinc Ate complexes

Various carboxylic acids were directly transformed into the corresponding ketones by utilizing organozinc ate complexes, which provide high chemoselectivity without any overreaction to the undesired tertiary carbinol, owing to formation of a stable tetrahedral zincioketal intermediate. This method offers good overall atom/step/pot economy and operational simplicity. No need to overreact: Various carboxylic acids were directly transformed to the corresponding ketones by utilizing organozinc ate complexes, which provide high chemoselectivity without any overreaction to undesired tertiary carbinol, owing to formation of a stable tetrahedral zincioketal intermediate. This method offers good overall atom/step/pot economy and operational simplicity.