7152-03-6

Basic information

• Product Name: Cyclopropyl 4-methoxyphenyl ketone
• Synonyms: CYCLOPROPYL 4-METHOXYPHENYL KETONE;CYCLOPROPYL-(4-METHOXY-PHENYL)-METHANONE;4-methoxyphenylcyclopropylketone;Cyclopropyl p-anisyl ketone;cyclopropyl(4-methoxyphenyl)-methanon;cyclopropylp-methoxyphenylketone;ketone,cyclopropylp-methoxyphenyl;Methanone, cyclopropyl(4-methoxyphenyl)-
• CAS NO: 7152-03-6
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• EINECS: 230-487-7
• Product Categories: Miscellaneous;C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 7152-03-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 40-42 °C(lit.)
• Boiling Point: 94-97 °C0.1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: light yellow to light brown crystalline solid
• Density: 1.0558 (rough estimate)
• Vapor Pressure: 0.000903mmHg at 25°C
• Refractive Index: 1.5120 (estimate)
• Storage Temp.: 2-8°C
• BRN: 2046539
• CAS DataBase Reference: Cyclopropyl 4-methoxyphenyl ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropyl 4-methoxyphenyl ketone(7152-03-6)
• EPA Substance Registry System: Cyclopropyl 4-methoxyphenyl ketone(7152-03-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: PC4946500
• TSCA: Yes
• Hazardous Substances Data: 7152-03-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12O2/c1-13-10-6-4-9(5-7-10)11(12)8-2-3-8/h4-8H,2-3H2,1H3

Upstream product

• 4023-34-1 cyclopropanecarboxylic acid chloride 
• 100-66-3 methoxybenzene 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 67-56-1 methanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 2973-86-6 lithium thiophenoxide 
• 23719-80-4 cyclopropylmagnesium bromide 
• 874-90-8 4-methoxybenzonitrile 
• 6552-45-0 α-cyclopropyl(4-methoxyphenyl)methanol 
• 62586-99-6 α,α-dicyclopropyl(4-methoxyphenyl)methanol 
• 62587-03-5 cyclopropyl(4-methoxyphenyl)(phenyl)methanol 
• 73335-19-0 Cyclopropanecarboselenoic acid Se-phenyl ester 
• 6952-89-2 (4-bromophenyl)(cyclopropyl)methanone 
• 38050-71-4 9-methoxy-9-BBN 

Downstream Products

• 72429-25-5 (Z)-1,2-Dianisyl-1,2-dicyclopropylethen 
• 72407-54-6 (E)-1,2-Dianisyl-1,2-dicyclopropylethen 
• 92587-78-5 trans-4-(p-methoxyphenyl)-3-buten-1-ol 
• 829-17-4 1‐(1‐cyclopropylvinyl)‐4‐methoxybenzene 
• 150668-46-5 1-((Z)-2-Chloro-1-cyclopropyl-vinyl)-4-methoxy-benzene 
• 107454-17-1 5,6-dihydro-8-(4-hydroxyphenyl)-3-methylimidazo<1,5-a>pyridine 
• 4160-51-4 1-(4-methoxyphenyl)-1-butanone 
• 22217-80-7 2-(4-methoxyphenyl)-1-pyrroline 
• 62586-99-6 α,α-dicyclopropyl(4-methoxyphenyl)methanol 
• 942148-07-4 α-(4-methoxyphenyl)-α-(4-trifluoromethylphenyl)cyclopropylmethanol 
• 104271-34-3 8-(4-hydroxyphenyl)imidazo<1,2-a>pyridine 
• 120553-95-9 (E)-3-cyclopropyl-3-(4-methoxyphenyl)-2-propenal 
• 1221590-72-2 C₂₀H₁₈O₃ 
• 1417815-30-5 cyclopropyl(2-hydroxy-4-methoxyphenyl)methanone 

Relevant articles and documents

Aryl or heteroaryl methoxylation reaction method

The invention discloses an aryl or heteroaryl methoxylation reaction method. The method comprises the following steps: preparing a substrate. The coupling agent, ligand, solvent, catalyst and base are mixed homogeneously in an inert gas to give the aryl or heteroaryl methoxy compounds. Compared with a methoxylation reaction method in the prior art, the method has the advantages that the reaction system conditions are mild, the usage amount of the catalyst and the ligand is low to 5% of the amount of the substrate material, and the catalytic efficiency is improved. The method has better compatibility to different substrate expansion and discovery of aryl halides or heteroaryl halides with different functional groups. The yield of aryl or heteroaryl methoxy compounds prepared by the method disclosed by the invention is 36% - 89%.

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.

Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange

The alkylmagnesium alkoxide sBuMgOR?LiOR (R=2-ethylhexyl), which was prepared as a 1.5 m solution in toluene, undergoes very fast Br/Mg exchange with aryl and heteroaryl bromides, producing aryl and heteroaryl magnesium alkoxides (ArMgOR?LiOR) in toluene. These Grignard reagents react with a broad range of electrophiles, including aldehydes, ketones, allyl bromides, acyl chlorides, epoxides, and aziridines, in good yields. Remarkably, the related reagent sBu2Mg?2 LiOR (R=2-ethylhexyl) undergoes Cl/Mg exchange with various electron-rich aryl chlorides in toluene, producing diorganomagnesium species of type Ar2Mg?2 LiOR, which react well with aldehydes and allyl bromides.