69519-11-5

Basic information

• Product Name: 1,3,2-Dioxaborolane,2-(4-methoxyphenyl)-(9CI)
• Synonyms: 1,3,2-Dioxaborolane,2-(4-methoxyphenyl)-(9CI)
• CAS NO: 69519-11-5
• Molecular Formula: C₉H₁₁BO₃
• Molecular Weight: 177.99284
• Product Categories: BORONICACID
• Mol File: 69519-11-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 305°C at 760 mmHg
• Flash Point: 138.3°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.00152mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: 1,3,2-Dioxaborolane,2-(4-methoxyphenyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Dioxaborolane,2-(4-methoxyphenyl)-(9CI)(69519-11-5)
• EPA Substance Registry System: 1,3,2-Dioxaborolane,2-(4-methoxyphenyl)-(9CI)(69519-11-5)

Safety Data

• Hazardous Substances Data: 69519-11-5(Hazardous Substances Data)

Usage

Molecular weight

170.99 g/mol

Physical state

Colorless to pale yellow liquid

Functional groups

Boronic acid derivative, methoxyphenyl group

Applications

a. Organic synthesis
b. Suzuki coupling reactions
c. Pharmaceutical and agrochemical industries

Reactivity

Reacts with a variety of different functional groups

Importance

Versatile and important tool in chemical research and development

InChI:InChI=1/C9H11BO3/c1-11-9-4-2-8(3-5-9)10-12-6-7-13-10/h2-5H,6-7H2,1H3

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 107-21-1 ethylene glycol 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 19625-79-7 N,N-dimethyl-2-(4-methoxyphenyl)ethanamide 
• 100-09-4 4-methoxybenzoic acid 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 144104-46-1 5-(4-methoxyphenyl)-1H-indole 
• 1186126-51-1 5-(4-methoxyphenyl)isoquinoline 
• 26409-33-6 3,5-bis-(4-methoxyphenyl)-pyridine 
• 69491-47-0 5-(4-methoxyphenyl)pyrimidine 
• 104151-26-0 trans-1-methoxy-4-(2-cyclohexylethenyl)benzene 
• 709655-29-8 (E)-1-(4-methoxyphenyl)pent-1-en-3-yl acetate 
• 1334512-30-9 (S)-3-(4-methoxyphenyl)-3-phenyl-1-butanol 
• 1301717-33-8 (S)-1-methoxy-4-(2-phenylbut-3-en-2-yl)benzene 
• 1250907-34-6 (E)-benzyl (3-(4-methoxyphenyl)allyl)methylcarbamate 
• 1019646-03-7 (E)-methyl 4-(4-methoxyphenyl)-2-butenoate 
• 1250907-37-9 (E)-1-(3,7-dimethylocta-1,6-dien-1-yl)-4-methoxybenzene 

Relevant articles and documents

Insight into Copper Catalysis: In Situ Formed Nano Cu2O in Suzuki-Miyaura Cross-Coupling of Aryl/Indolyl Boronates

A ligand-free copper catalyzed Suzuki-Miyaura coupling of 3,5-diiodopyridine with aryl and indole boronates has been explored in good to excellent yields. In situ generation of nano-Cu2O from CuCl2 under the reaction conditions has been discovered for the first time. The generality of the reaction was further demonstrated by the arylation of 5-iodopyrimidine, iodopyridines, iodobenzenes, and diiodobenzenes and resulted in good to moderate yields. Moreover, bisindole alkaloid Scalaridine A has been successfully synthesized in 60% overall yield.

Aerobic alcohol oxidation coupled to palladium-catalyzed alkene hydroarylation with boronic esters

(Chemical Equation Presented) An oxidation exercise: An aerobic alcohol oxidation coupled with a regioselective palladium-catalyzed reductive functionalization of styrenes and arylboronic esters has been developed (see scheme). The mechanism is thought to proceed by initial oxidation of the solvent to generate a PdII-hydride species, which subsequently reacts with the alkene and arylboronic ester to ultimately generate a new C-C bond.