22740-01-8

Basic information

• Product Name: (Cyclopropylmethoxy)benzene
• Synonyms: (Cyclopropylmethoxy)benzene
• CAS NO: 22740-01-8
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.20168
• Mol File: 22740-01-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Cyclopropylmethoxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (Cyclopropylmethoxy)benzene(22740-01-8)
• EPA Substance Registry System: (Cyclopropylmethoxy)benzene(22740-01-8)

Safety Data

• Hazardous Substances Data: 22740-01-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 714, 1981 DOI: 10.1055/s-1981-29572

Upstream product

• 2516-33-8 Cyclopropylmethanol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 67-64-1 acetone 
• 108-95-2 phenol 
• 75-11-6 diiodomethane 
• 1746-13-0 allyl phenyl ether 
• 74-95-3 1,1-dibromomethane 
• 186581-53-3 diazomethane 
• 71-43-2 benzene 

Downstream Products

• 14004-10-5 2-ethyl-2,3-dihydro-1-benzofuran 
• 1350640-80-0 (cyclobutyloxy)benzene 

Relevant articles and documents

From insertion to multicomponent coupling: Temperature dependent reactions of arynes with aliphatic alcohols

The temperature dependent selectivity switch in the reaction of arynes with aliphatic alcohols in THF has been reported. At -20°C, arynes smoothly insert into the O-H bond of alcohols to form alkyl aryl ethers. Interestingly, at 60°C, a highly selective multicomponent coupling occurs with the solvent THF acting as the nucleophilic trigger affording (4-(alkoxy)butoxy)arenes.

Exploring new reactive species for cyclopropanation

An organozinc species RXZnCH2I generated by reacting Zn(CH2I)2 with RXH was found to be an efficient reagent for the cyclopropanation of olefins at room temperature. A 50.7% ee was obtained for the cyclopropanation of trans-β-methylstyrene when a chiral alcohol was used.

Palladium(II)-Catalyzed Cyclopropanation of Simple Allyloxy and Allylamino Compounds and of 1-Oxy-1,3-butadienes with Diazomethane

(Alkyloxymethyl)-, (aminomethyl)-, (2-alkoxyethenyl)-, (2-acetoxyethenyl)-, and (2-siloxyethenyl)cyclopropanes are obtained in high yields by reaction of allyl alcohol or derivatives, allylamines, 1-alkoxy-, 1-acetoxy-, and 1-trimethylsiloxy-1,3-butadienes with diazomethane in dichloromethane/diethylether in the presence of bis(benzonitrile)palladium dichloride.