39615-34-4

Basic information

• Product Name: CYCLOPROPYL 2-METHYLPHENYL KETONE
• Synonyms: CYCLOPROPYL 2-METHYLPHENYL KETONE;CYCLOPROPYL(2-METHYLPHENYL)METHANONE
• CAS NO: 39615-34-4
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• Mol File: 39615-34-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 254.617°C at 760 mmHg
• Flash Point: 102.571°C
• Appearance: /
• Density: 1.093g/cm³
• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• CAS DataBase Reference: CYCLOPROPYL 2-METHYLPHENYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYL 2-METHYLPHENYL KETONE(39615-34-4)
• EPA Substance Registry System: CYCLOPROPYL 2-METHYLPHENYL KETONE(39615-34-4)

Safety Data

• Hazardous Substances Data: 39615-34-4(Hazardous Substances Data)

Usage

Description

CYCLOPROPYL 2-METHYLPHENYL KETONE is a chemical compound characterized by the molecular formula C11H12O. It features a cyclic structure and a methylphenyl group, which contribute to its distinct properties. This ketone is recognized for its strong odor and is valued for its applications in various fields, including pharmaceutical synthesis, flavor and fragrance development, and organic chemistry research.

Uses

Used in Pharmaceutical Industry:
CYCLOPROPYL 2-METHYLPHENYL KETONE serves as a crucial building block in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows it to be a versatile component in the creation of new drugs and medicinal agents.
Used in Flavor and Fragrance Industry:
Leveraging its strong odor, CYCLOPROPYL 2-METHYLPHENYL KETONE is utilized as a flavor and fragrance ingredient. It adds distinctive scents and tastes to a wide range of consumer products, from food and beverages to cosmetics and perfumes.
Used in Organic Chemistry Research:
CYCLOPROPYL 2-METHYLPHENYL KETONE has been studied for its potential use in the development of new materials and applications within the field of organic chemistry. Its cyclic and methylphenyl features make it an interesting subject for scientific exploration and innovation.

InChI:InChI=1/C11H12O/c1-8-4-2-3-5-10(8)11(12)9-6-7-9/h2-5,9H,6-7H2,1H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 5500-21-0 cyclopropropanecarbonitrile 
• 108-86-1 bromobenzene 
• 765-43-5 Cyclopropyl methyl ketone 
• 7732-18-5 water 
• 3469-06-5 benzocyclobutenone 
• 14633-95-5 triphenylphosphonium cyclopropylide 
• 130250-61-2 2-methyl-N-methoxy-N-methylbenzamide 
• 23719-80-4 cyclopropylmagnesium bromide 
• 1563118-44-4 1-cyclopropylbenzocycyclobutenol 
• 925430-09-7 tricyclopropylbismuthane 
• 615-37-2 ortho-methylphenyl iodide 
• 201230-82-2 carbon monoxide 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 39615-35-5 1-Cyclopropyl-2-phenyl-1-o-tolyl-ethanol 
• 193898-01-0 1,1-bis(2-methylphenyl)-4-bromo-1-butene 
• 1140910-91-3 C₁₇H₂₅BO₃ 
• 1236375-84-0 C₁₁H₁₄O 

Relevant articles and documents

Synthesis and photosensitized oxygenation of cyclopropylidenecyclobutenes

Cyclopropylidenecyclobutenes and -cyclobutanes were conveniently prepared using the Petasis titanocene approach. The cyclobutenes were unreactive to singlet oxygen, reacting sluggishly via a photoinitiated free radical autooxidative epoxidation process, to yield the corresponding spiroketones. By contrast, cyclopropylidenecyclobutanes react rapidly with 1O 2, via an 'ene' process, initially generating a cyclopropyl hydroperoxide, which proceeds to products via Hock cleavage. The inertness of cyclopropylidenecyclobutenes to a 1O2 'ene' reaction mode may be attributed to the fact that it would require the formation of the relatively high energy cyclobutadiene moiety.

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.

Palladium-Catalyzed Carbonylative Cross-Coupling Reaction between Aryl(Heteroaryl) Iodides and Tricyclopropylbismuth: Expedient Access to Aryl Cyclopropylketones

The carbonylative cross-coupling reaction between aryl and heteroaryl iodides and tricyclopropylbismuth is reported. The reaction is catalyzed by (SIPr)Pd(allyl)Cl, a NHC-palladium(II) catalyst, operates under 1 atm of carbon monoxide and tolerates a wide range of functional groups. The use of lithium chloride was found to provide higher yields of the desired aryl cyclopropylketones. The conditions were also applied to the carbonylative cross-coupling of an iodoalkene to afford the corresponding alkenyl cyclopropylketone.