5123-13-7

Basic information

• Product Name: (5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE
• Synonyms: Phenylboronic acid neopentylglycol ester,(5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane, Phenyl boronic acid neopentylglycol ester;Phenylboronic acid neopentylglycol ester 97%;PHENYLBORONIC ACID, NEOPENTYL ESTER;5,5-DIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE;(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE;Phenylboronic acid neopentylglycol ester, 97%;Phenylboronic Acid, neopentyl glycol cyclic ester;(5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane, Phenyl boronic acid neopentylglycol ester
• CAS NO: 5123-13-7
• Molecular Formula: C₁₁H₁₅BO₂
• Molecular Weight: 190.05
• Mol File: 5123-13-7.mol
• Article Data: 74

Chemical Properties

• Melting Point: 62-66 °C(lit.)
• Boiling Point: 287.761°C at 760 mmHg
• Flash Point: 127.834°C
• Appearance: /
• Density: 1.008g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• CAS DataBase Reference: (5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE(5123-13-7)
• EPA Substance Registry System: (5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE(5123-13-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 5123-13-7(Hazardous Substances Data)

Usage

General Description

(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE is a chemical compound that consists of a benzene ring attached to a boron-containing five-membered ring. It is commonly used as a building block in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. (5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE is known for its ability to form strong covalent bonds with other molecules, making it useful in the creation of complex organic compounds. Additionally, it has been studied for its potential applications in materials science and catalysis. However, due to its boron-containing nature, (5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE should be handled with care and proper safety measures to avoid any potential health or environmental risks.

InChI:InChI=1/C11H15BO2/c1-11(2)8-13-12(14-9-11)10-6-4-3-5-7-10/h3-7H,8-9H2,1-2H3

Upstream product

• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 1061180-99-1 (4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate 
• 1061181-00-7 (-)-4,5-dimethyl-2-phenyl[1.3.2]dioxaborolane 
• 16156-59-5 phenyl methanesulfonate 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 100-47-0 benzonitrile 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 591-50-4 iodobenzene 
• 103-82-2 phenylacetic acid 
• 599-67-7 1,1-diphenylethanol 
• 528-75-6 2,4-dinitrobenzaldehyde 
• 60-12-8 2-phenylethanol 

Downstream Products

• 100-51-6 benzyl alcohol 
• 108478-28-0 methyl 6-methoxybiphenyl-3-carboxylate 
• 591-50-4 iodobenzene 
• 70720-38-6 benzyl-(3-methyl-2-pyridinyl)amine 
• 7287-82-3 1-O-tolyl-ethanol 
• 223785-68-0 1-(3-methyl-biphenyl-2-yl)-ethanone 
• 65-85-0 benzoic acid 
• 86-00-0 2-nitrobiphenyl 
• 56434-66-3 1-Methyl-c-2-phenyl-r-1-cyclopropancarbonsaeure-methylester 
• 14248-22-7 methyl 2,2-dimethyl-3-phenylpropionate 
• 92254-27-8 4-methoxy-[1,1'-biphenyl]-2-carboxylic acid 
• 93-98-1 N-phenyl benzoyl amide 
• 644-08-6 4-Methylbiphenyl 
• 1032816-49-1 C₃₀H₂₅ClN₂ 

Relevant articles and documents

Photochemical and electrochemical C-N borylation of arylhydrazines

The C-N borylation of arylhydrazine hydrochlorides with bis(pinacolato)diboron was achieved under photochemical and electrochemical conditions, respectively. This novel and scalable transformation provides two efficient and mild transition-metal-free synt

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling

A cobalt-catalyzed method for the C(sp2)-C(sp3) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt-ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N′-dimethylcyclohexane-1,2-diamine (DMCyDA, L1) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis.

Synthesis of arylboronates via the Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates with bis(pinacolato)diboron

The desulfitative borylation reaction of sodium arylsulfinates with bis(pinacolato)diboron or bis(neopentylglycolato)diboron under palladium catalysis has been developed, allowing selective C-B bond formation to give arylboronates with a range of functional groups in moderate to good yields under mild reaction conditions. A gram-scale preparation as well as the cascade Suzuki-Miyaura cross-coupling of arylboronates demonstrated the potential practical utility in organic synthesis.