90433-31-1

Basic information

• Product Name: Benzene, 1-(2,2-dimethylcyclopropyl)-4-methoxy-
• CAS NO: 90433-31-1
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• Mol File: 90433-31-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2,2-dimethylcyclopropyl)-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-dimethylcyclopropyl)-4-methoxy-(90433-31-1)
• EPA Substance Registry System: Benzene, 1-(2,2-dimethylcyclopropyl)-4-methoxy-(90433-31-1)

Safety Data

• Hazardous Substances Data: 90433-31-1(Hazardous Substances Data)

Upstream product

• 75-11-6 diiodomethane 
• 877-99-6 1-methoxy-4-(2-methyl-1-propenyl)benzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1350729-26-8 potassium (2,2-dimethylcyclopropyl)trifluoroborate 
• 23304-25-8 p-methoxyphenyldiazomethane 
• 52214-79-6 1-(p-methoxyphenyl)-2,2-dichloro-3,3-dimethylcyclopropane 
• 78926-14-4 1-(dibromomethyl)-4-methoxybenzene 
• 115-11-7 isobutene 
• 18272-88-3 1-methoxy-4-(2-methylbut-3-en-2-yl)benzene 

Downstream Products

• 4957-18-0 1-methoxy-4-(3-methyl-but-2-enyl)benzene 
• 56636-80-7 tert-butyl p-methoxybenzyl ether 
• 18491-21-9 1-methoxy-4-(3-methylbut-3-en-1-yl)benzene 
• 103786-19-2 (Z)-1-methoxy-4-(3-methylbut-1-en-1-yl)benzene 
• 103786-20-5 (E)-1-methoxy-4-(3-methyl-but-1-en-1-yl)benzene 
• 66265-34-7 1,1-dimethyl-3-(4-methoxyphenyl)propylamine 

Relevant articles and documents

Cyclopropyl boronic derivatives in parallel synthesis of sp 3-enriched compound libraries

Abstract: The Suzuki–Miyaura coupling of cyclopropyl boronic derivatives with (het)aryl halides was evaluated as a method for parallel synthesis of sp3-enriched compound libraries. The scope and limitation of the procedure were established. It was shown that the method was applicable to a wide range of cyclopropyl trifluoroborates and (het)aryl bromides. Limitations of the method included trifluoroborates bearing bulky substituents at the α position, as well as (het)aryl bromides with ester moieties. A 96-member library was prepared to illustrate the concept with 68% success rate and 30% average yield. Calculated physico-chemical properties of the products obtained (in particular, sp3-hybrid carbon atom fraction Fsp3 = 0.16-0.83 range, 0.52 on average), as well as neglectable “LogP drift” effect, observed experimentally (0.02 units) showed that the method is well-compatible with lead-oriented synthesis criteria. Graphic abstract: [Figure not available: see fulltext.]

Cooperative NHC/Photoredox Catalyzed Ring-Opening of Aryl Cyclopropanes to 1-Aroyloxylated-3-Acylated Alkanes

Cyclopropanes are an important class of building blocks in organic synthesis. Herein, a ring-opening/arylcarboxylation/acylation cascade reaction for the 1,3-difunctionalization of aryl cyclopropanes enabled by cooperative NHC and organophotoredox catalysis is reported. The cascade works on monosubstituted cyclopropanes that are in contrast to the heavily investigated donor–acceptor cyclopropanes more challenging to be difunctionalized. The key step is a radical/radical cross coupling of a benzylic radical generated in the photoredox catalysis cycle with a ketyl radical from the NHC catalysis cycle. The transformation features metal-free reaction conditions and tolerates a diverse range of functionalities.

Reactivity of Aryl Vinyl Di-?-methane Systems. Mechanistic and Exploratory Organic Photochemistry

The di-?-methane rearrangement of a series of meta and para substituted arylvinylmethane reactants was investigated with the aim of determiningthe patterns of reactivity in systems in which initial excitation is localized in the aryl moiety.Thus the photo