89346-90-7

Basic information

• Product Name: 1,3-Benzodioxole, 5-(4-methoxyphenyl)-
• CAS NO: 89346-90-7
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Mol File: 89346-90-7.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1,3-Benzodioxole, 5-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodioxole, 5-(4-methoxyphenyl)-(89346-90-7)
• EPA Substance Registry System: 1,3-Benzodioxole, 5-(4-methoxyphenyl)-(89346-90-7)

Safety Data

• Hazardous Substances Data: 89346-90-7(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 1682-37-7 3,4-(methylenedioxy)benzenediazonium tetrafluoroborate 
• 100-66-3 methoxybenzene 
• 696-62-8 para-iodoanisole 
• 94839-07-3 3,4-(methylenedioxy)-benzeneboronic acid 
• 7228-38-8 5-chloro-1,3-benzodioxole 
• 66107-29-7 4-methoxyphenyl triflate 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 623-12-1 4-chloromethoxybenzene 
• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 875854-00-5 6-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde 

Relevant articles and documents

Pd Nanoparticles Embedded Into MOF-808: Synthesis, Structural Characteristics, and Catalyst Properties for the Suzuki–Miyaura Coupling Reaction

Abstract: A heterogeneous single-site catalyst Pd@MOF-808 was successfully synthesized by water-based, green synthesis procedure. The catalytic experiments exhibited the Pd@MOF-808 promoted efficiently the Suzuki–Miyaura coupling reaction without the assistance of organic phosphine ligands at atmospheric pressure conditions. The catalyst also could be applied in the gram-scale synthesis of industrially anti-inflanmatory analgestic Fenbufen. Graphic Abstract: [Figure not available: see fulltext.]

LiCl-Accelerated multimetallic cross-coupling of aryl chlorides with aryl triflates

While the synthesis of biaryls has advanced rapidly in the past decades, cross-Ullman couplings of aryl chlorides, the most abundant aryl electrophiles, have remained elusive. Reported here is the first general cross-Ullman coupling of aryl chlorides with aryl triflates. The selectivity challenge associated with coupling an inert electrophile with a reactive one is overcome using a multimetallic strategy with the appropriate choice of additive. Studies demonstrate that LiCl is essential for effective cross-coupling by accelerating the reduction of Ni(II) to Ni(0) and counteracting autoinhibition of reduction at Zn(0) by Zn(II) salts. The modified conditions tolerate a variety of functional groups on either coupling partner (42 examples), and examples include a three-step synthesis of flurbiprofen.

Pd-Catalyzed Suzuki-Miyaura and Hiyama-Denmark Couplings of Aryl Sulfamates

Using a recently discovered precatalyst, the first Pd-catalyzed Suzuki-Miyaura reactions using aryl sulfamates that occur at room temperature are reported. In complementary work, it is demonstrated that a related precatalyst can facilitate the coupling of aryl silanolates, which are less toxic and reactive nucleophiles than boronic acids with aryl chlorides. By combining our results using modern electrophiles and nucleophiles, the first Hiyama-Denmark reactions using aryl sulfamates are reported.