190728-30-4

Basic information

• Product Name: METHANONE, 1,3-BENZODIOXOL-5-YL(4-METHOXYPHENYL)-
• Synonyms: METHANONE, 1,3-BENZODIOXOL-5-YL(4-METHOXYPHENYL)-
• CAS NO: 190728-30-4
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• Mol File: 190728-30-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 423.2°C at 760 mmHg
• Flash Point: 190.2°C
• Appearance: /
• Density: 1.264g/cm³
• Vapor Pressure: 2.28E-07mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: METHANONE, 1,3-BENZODIOXOL-5-YL(4-METHOXYPHENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: METHANONE, 1,3-BENZODIOXOL-5-YL(4-METHOXYPHENYL)-(190728-30-4)
• EPA Substance Registry System: METHANONE, 1,3-BENZODIOXOL-5-YL(4-METHOXYPHENYL)-(190728-30-4)

Safety Data

• Hazardous Substances Data: 190728-30-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H12O4/c1-17-12-5-2-10(3-6-12)15(16)11-4-7-13-14(8-11)19-9-18-13/h2-8H,9H2,1H3

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 74199-03-4 3,4-(methylenedioxy)phenylzinc chloride 
• 7228-38-8 5-chloro-1,3-benzodioxole 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 94839-07-3 3,4-(methylenedioxy)-benzeneboronic acid 
• 120-57-0 piperonal 
• 5720-07-0 4-methoxyphenylboronic acid 
• 56041-27-1 (E)-1-(4-methoxyphenyl)-2-(3,4-methylenedioxyphenyl)ethene 
• 851958-78-6 2-dihydroisobenzofuran-5-yl(4-methoxyphenyl)methanol 

Relevant articles and documents

Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts

This disclosure relates to bridged bis(N-heterocyclic carbene)palladium(II) complexes, methods of preparing the complexes, and methods of using the complexes in Suzuki-Miyaura coupling reactions.

KCC-1 supported palladium nanoparticles as an efficient and sustainable nanocatalyst for carbonylative Suzuki-Miyaura cross-coupling

This work reports a cost-effective and sustainable protocol for the carbonylative Suzuki-Miyaura cross-coupling reaction catalyzed by palladium nanoparticles (Pd NPs) supported on fibrous nanosilica (KCC-1). Under mild reaction conditions, the KCC-1-PEI/Pd catalytic system showed a turnover number (TON) 28-times and a turnover frequency (TOF) 51-times higher than the best supported Pd catalyst reported in the literature for the carbonylative cross-coupling between 4-iodoanisole and phenylboronic acid, as a test reaction. Also, the catalyst could be recycled up to ten times with a marginal loss in activity after the eighth cycle. The high activity of the catalyst can be attributed to the fibrous nature of the KCC-1 support and PEI functionalization provided the enhanced stability.

Expedient Preparation of Aryllithium and Arylzinc Reagents from Aryl Chlorides Using Lithium 4,4′-Di- tert -Butylbiphenylide and Zinc(II) Chloride

We report an efficient method for the preparation of aryllithium and zinc reagents from inexpensive and readily available aryl chlorides by using lithium 4,4′-di-tert-butylbiphenylide (LiDBB) as a lithiation reagent. The resulting organometallic reagents underwent subsequent reactions with a variety of electrophiles, such as an aldehydes, DMF, PhSSO2Ph, TsCN, an aryl halide, or an acid chloride (through Pd-catalyzed cross-coupling). Aryl chlorides bearing substituents, including methoxy, 3,4-methylenedioxy, fluoride, TMS, OTMS, NMe2, acetal, and ketal, were shown to be appropriate substrates. Interestingly, aryl chlorides containing a formyl group could also be used, provided that the formyl group was temporarily converted into an α-amino alkoxide by using the lithium amide of N,N,N′-trimethylethylenediamine (LiTMDA). The presence of a hydroxyl group was also tolerated when it was deprotonated with n-BuLi prior to the addition of LiDBB.