4406-72-8

Basic information

• Product Name: 2-Phenyl-1,3,2-dioxaborolane
• Synonyms: 2-Phenyl-1,3,2-dioxaborolane
• CAS NO: 4406-72-8
• Molecular Formula: C₈H₉BO₂
• Molecular Weight: 147.97
• Mol File: 4406-72-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 84-91 °C(Press: 5 Torr)
• Appearance: /
• Density: 1.0887 g/cm3
• CAS DataBase Reference: 2-Phenyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-1,3,2-dioxaborolane(4406-72-8)
• EPA Substance Registry System: 2-Phenyl-1,3,2-dioxaborolane(4406-72-8)

Safety Data

• Hazardous Substances Data: 4406-72-8(Hazardous Substances Data)

Upstream product

• 107-21-1 ethylene glycol 
• 98-80-6 phenylboronic acid 
• 3262-89-3 triphenylboroxine 
• 504-63-2 trimethyleneglycol 
• 960-71-4 triphenylborane 
• 873-51-8 phenylborondichloride 
• 108-86-1 bromobenzene 
• 1061180-99-1 (4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate 

Downstream Products

• 591-50-4 iodobenzene 
• 338461-66-8 (R)-N-benzyl-3-phenylbutanamide 
• 92-91-1 biphenyl-4-acetaldehyde 
• 57344-86-2 (S)-3-phenylcyclohexanone 
• 73029-08-0 N-tert-butyldiethanolamine phenylboronic ester 
• 53690-21-4 di(ethylene glycol) phenylboronic ester 
• 6638-69-3 trans-1,2-cyclohexanediol phenylboronic ester 
• 83947-54-0 ethylene glycol phenyl(trimethylsilyl)methaneboronate 
• 117286-45-0 10-(2-methoxyethyl)-7,8-dimethyl-3-phenylbenzo[g]pteridine-2,4(3H,10H)-dione 
• 92-52-4 biphenyl 
• 108-95-2 phenol 
• 66616-72-6 5-phenyl-1H-indole 
• 71-43-2 benzene 
• 948-97-0 2,3-diphenyl-1-propene 

Relevant articles and documents

Boron trifluoride facilitated transesterification of dioxaborolanes

The direct transesterification of dioxaborolanes (alkane-1,2-diol based boronate esters) was explored. Using BF3·OEt2, alkane-1,2-diol based mono- and bis-boronate esters (i.e., pinacol and ethylene glycol) have been converted quantitatively to either benzene-1,2-diol or alkane-1,3-diol based boronate esters. In the case of pinacol esters, esterification is facilitated by the accompanying pinacol rearrangement, thus shifting the reaction equilibrium.

Palladium-Catalyzed Suzuki Reactions in Water with No Added Ligand: Effects of Reaction Scale, Temperature, pH of Aqueous Phase, and Substrate Structure

The heterogeneous palladium-catalyzed Suzuki reactions between model aryl bromides (4-bromoanisole, 4-bromoaniline, 4-amino-2-bromopyridine, and 2-bromopyridine) and phenylboronic acid have been successfully conducted in water with no added ligand at the 100 mL scale using 20-40 mmol of aryl bromide. The product yields associated with these substrates were optimized, and key reaction parameters affecting the yields were identified. The results clearly indicate that the reaction parameters necessary to achieve high yields are substrate-dependent. In addition, it is demonstrated that aqueous Suzuki reactions of substrates containing basic nitrogen centers can produce quantitative yields of desired products in the absence of added ligand.

Seven-membered ring boronates at trans-diol moieties of carbohydrates

MS and 1H, 13C and 11B NMR results are presented revealing the formation of cyclic seven-membered boronate structures at trans-1,2-diol moieties of carbohydrates providing new opportunities for the activation, protection and analysis of glucopyranose-based oligomers and polymers such as cellulose or starch. 'Coordination-induced shifts' in 13C NMR spectra were identified for the esterification by boronic acids of carbohydrates, which can be applied for further studies.