6683-92-7

Basic information

• Product Name: 1-PHENYL-2-PENTANONE
• Synonyms: BENZYL N-PROPYL KETONE;1-PHENYL-2-PENTANONE;1-phenylpentan-2-one;AI3-24761;2-Pentanone, 1-phenyl-;Einecs 229-726-8
• CAS NO: 6683-92-7
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.23
• EINECS: 229-726-8
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 6683-92-7.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 225 °C at 760 mmHg
• Flash Point: 99.7 °C
• Appearance: /
• Density: 0.96 g/cm³
• Vapor Pressure: 0.0885mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), Methanol (Sparingly)
• CAS DataBase Reference: 1-PHENYL-2-PENTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-2-PENTANONE(6683-92-7)
• EPA Substance Registry System: 1-PHENYL-2-PENTANONE(6683-92-7)

Safety Data

• Hazardous Substances Data: 6683-92-7(Hazardous Substances Data)

Usage

Description

1-Phenyl-2-pentanone, also known as 1-phenylpentan-2-one, is an aryl ketone compound characterized by the presence of a phenyl group attached to a pentanone moiety. It is an organic compound with the molecular formula C11H14O and a molecular weight of 162.23 g/mol. 1-PHENYL-2-PENTANONE is known for its potential use as a repellent in pesticides, particularly those toxic to honeybees.

Uses

Used in Pesticide Industry:
1-Phenyl-2-pentanone is used as a repellent in pesticides for its ability to deter honeybees from areas where the pesticides are applied. This application is crucial in protecting honeybee populations from the harmful effects of these chemicals, as honeybees play a vital role in pollination and maintaining the balance of ecosystems.
The use of 1-Phenyl-2-pentanone in pesticides aims to minimize the exposure of honeybees to toxic substances, thereby reducing the risk of colony collapse and promoting the health and sustainability of these essential pollinators. By incorporating this aryl ketone as a repellent, pesticide manufacturers can develop more environmentally friendly and honeybee-safe products that contribute to the preservation of these vital insects.

Synthesis Reference(s)

Chemistry Letters, 6, p. 1021, 1977Tetrahedron, 49, p. 7104, 1993 DOI: 10.1016/S0040-4020(01)87982-5

InChI:InChI=1/C11H14O/c1-2-6-11(12)9-10-7-4-3-5-8-10/h3-5,7-8H,2,6,9H2,1H3

Upstream product

• 106-31-0 butanoic acid anhydride 
• 103-82-2 phenylacetic acid 
• 65473-78-1 2-n-propyl-3-phenyloxirane 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 1205-53-4 1-phenyl-2-nitro-1-pentene 
• 105909-68-0 3-oxo-2-phenyl-hexanenitrile 
• 102162-55-0 3-benzyl-3-hydroxy-2-phenyl-hexanoic acid 
• 858859-14-0 1-phenyl-1,2-dihydroxypentane 
• 855910-37-1 2-(4-chloro-phenyl)-3-oxo-hexanenitrile 
• 927-77-5 n-propylmagnesium bromide 
• 114-70-5 sodium phenylacetate 
• 140-29-4 phenylacetonitrile 
• 141-75-3 butyryl chloride 
• 109-74-0 propyl cyanide 

Downstream Products

• 41718-53-0 5-phenylnonan-4-one 
• 16736-10-0 1,2-Diphenyl-hexen-⁽¹⁾-on-⁽³⁾ 
• 100368-82-9 2-Formamino-1-phenyl-pentan 
• 77989-11-8 3-propyl-4-phenyl-1,2,5-thiadiazole 
• 77989-10-7 3-o-bromophenyl-4-phenyl-1,2,5-thiadiazole 
• 77989-15-2 2-(4’,6’-diphenyl-1’,3’,5’-triazinyl)bromobenzene 
• 612825-00-0 4-benzyl-5-ethyl-2,6-bis-(4'-methoxyphenyl)-pyrimidine 
• 855211-53-9 3-benzyl-hexanoic acid 
• 1027005-98-6 6-chloro-3,4-diphenyl-2-propylquinoline 
• 1027006-00-3 3,4-diphenyl-2-propylquinoline 
• 92925-72-9 2-Phenyl-hex-1-en-3-one 

Relevant articles and documents

Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.

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.

Coupling of Sulfoxonium Ylides with Arynes: A Direct Synthesis of Pro-Chiral Aryl Ketosulfoxonium Ylides and Its Application in the Preparation of α-Aryl Ketones

A general, mild, and versatile synthesis of the challenging α-aryl-β-ketosulfoxonium ylides has been developed for the first time, substituting traditional methods starting from diazo compounds. The arylation of easily accessible β-ketosulfoxonium ylides using aryne chemistry allowed the preparation of a large scope of the pro-chiral ylides in very good yields (40 examples; up to 85%). As applications, these ylides were smoothly converted into α-aryl ketones after desulfurization in good yields (up to 98%) as well as in other important derivatives.