305344-39-2

Basic information

• Product Name: 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 305344-39-2
• Molecular Weight: 318.221
• Mol File: 305344-39-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(305344-39-2)
• EPA Substance Registry System: 2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(305344-39-2)

Safety Data

• Hazardous Substances Data: 305344-39-2(Hazardous Substances Data)

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 105114-53-2 1-bromo-4-(5,5-dimethyl-1,3-dioxan-2-yl)benzene 
• 73183-34-3 bis(pinacol)diborane 
• 251989-43-2 5,5-dimethyl-2-(4-methylsulfanylphenyl)-1,3-dioxane 
• 121-43-7 Trimethyl borate 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 446822-04-4 5,5'-bis[4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-2,2'-bipyridine 
• 321697-17-0 2,9-bis[p-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-1,10-phenanthroline 

Relevant articles and documents

Redox-Neutral Borylation of Aryl Sulfonium Salts via C-S Activation Enabled by Light

Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis(pinacolato)diboron as the boron source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C-S bond activation upon photoexcitation under transition-metal-free conditions. Therefore, it grants access to diverse arylboronate esters with good performance from easily available aryl sulfoniums accompanied by mild conditions, operational simplicity, and easy scalability.

Synthesis of a linear bis-porphyrin with a Ru(phen)22+-complexed 2,2′-bipyridine spacer

A linear bis-porphyrin bridged by a 5,5′-diphenyl-2,2′-bipyridine rod-like spacer complexing a [Ru(phen)2]2+ fragment has been synthesized in 7.4% yield by one-pot condensation of 3,5-di-tert-butylbenzaldehyde, 4,4′-dimethyl-3,3′-dihexyl-2,2′-methylenedipyrrole and the [Ru(phen)2]2+ complex of 5,5′-bis(p-formylphenyl)-2,2′-bipyridine, followed by chloranil oxidation. The protected dialdehyde (5,5′-bis[(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-2,2′-bipyridine) was obtained in 80% yield by Suzuki coupling of 2-[4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-4,4,5,5-tetramethyl-1, 3-dioxaborolane and 5,5′-dibromo-2,2′-bipyridine, using [Pd(PPh3)4] as catalyst. A new procedure is reported for the preparation of 5,5′-dibromo-2,2′-bipyridine, which is obtained in 80% yield by Stille homocoupling of 2,5-dibromopyridine in the presence of hexamethylditin.