6739-22-6

Basic information

• Product Name: Cyclopropylmethyl phenyl ketone
• Synonyms: Cyclopropylmethyl phenyl ketone;Ethanone, 2-cyclopropyl-1-phenyl-;2-Cyclopropyl-1-Phenylethan-1-One(WX626060);2-CYCLOPROPYL-1-PHENYLETHAN-1-ONE
• CAS NO: 6739-22-6
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21238
• Mol File: 6739-22-6.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 253.536 °C at 760 mmHg
• Flash Point: 101.945 °C
• Appearance: /
• Density: 1.066 g/cm³
• CAS DataBase Reference: Cyclopropylmethyl phenyl ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropylmethyl phenyl ketone(6739-22-6)
• EPA Substance Registry System: Cyclopropylmethyl phenyl ketone(6739-22-6)

Safety Data

• Hazardous Substances Data: 6739-22-6(Hazardous Substances Data)

Usage

General Description

Cyclopropylmethyl phenyl ketone is a compound with the chemical formula C10H10O. It is an aromatic ketone with a cyclopropylmethyl functional group attached to a phenyl ring. Cyclopropylmethyl phenyl ketone is used in various organic synthesis reactions as a building block for the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. It is also employed as an intermediate in the production of fragrances and flavors. The unique structural features of cyclopropylmethyl phenyl ketone make it a valuable and versatile compound in the field of organic chemistry.

Upstream product

• 763-13-3 but-3-en-1-yltrimethylsilane 
• 98-88-4 benzoyl chloride 
• 196602-62-7 1-Phenyl-2-(1-phenylsulfanyl-cyclopropyl)-ethanone 
• 33574-02-6 cyclopropylmethyl iodide 
• 37904-33-9 (2-cyclopropylethyl)benzene 
• 84040-29-9 2-bromo-2-cyclopropyl-1-phenylethan-1-one 
• 75-11-6 diiodomethane 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 108-86-1 bromobenzene 
• 6542-60-5 2-cyclopropylacetonitrile 
• 54322-65-5 cyclopropylacetyl chloride 
• 71-43-2 benzene 
• 100-58-3 phenylmagnesium bromide 
• 100-52-7 benzaldehyde 

Downstream Products

• 1202238-30-9 (Z)-((2-cyclopropyl-1-phenylvinyl)oxy)trimethylsilane 
• 136-60-7 benzoic acid, butyl ester 

Relevant articles and documents

Preparation of Primary and Secondary Dialkylmagnesiums by a Radical I/Mg-Exchange Reaction Using sBu2Mg in Toluene

The treatment of primary or secondary alkyl iodides with sBu2Mg in toluene (25–40 °C, 2–4 h) provided dialkylmagnesiums that underwent various reactions with aldehydes, ketones, acid chlorides or allylic bromides. 3-Substituted secondary cyclohexyl iodides led to all-cis-3-cyclohexylmagnesium reagents under these exchange conditions in a highly stereoconvergent manner. Enantiomerically enriched 3-silyloxy-substituted secondary alkyl iodides gave after an exchange reaction with sBu2Mg stereodefined dialkylmagnesiums that after quenching with various electrophiles furnished various 1,3-stereodefined products including homo-aldol products (99 % dr and 98 % ee). Mechanistic studies confirmed a radical pathway for these new iodine/magnesium-exchange reactions.

Ruthenium-catalyzed room-temperature coupling of α-keto sulfoxonium ylides and cyclopropanols for δ-diketone synthesis

Previous transition metal-catalyzed synthesis processes of δ-diketones are plagued by the high cost of the rhodium catalyst and harsh reaction conditions. Herein a low-cost, room temperature ruthenium catalytic method is developed based on the coupling of α-keto sulfoxonium ylides with cyclopropanols. The mild protocol features a broad substrate scope (47 examples) and a high product yield (up to 99%). Mechanistic studies argue against a radical pathway and support a cyclopropanol ring opening, sulfoxonium ylide-derived carbenoid formation, migratory insertion C-C bond formation pathway.

Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds

A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]