95752-86-6

Basic information

• Product Name: (2-FORMYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER
• Synonyms: 2-FORMYLBENZENEBORONIC ACID 2,2-DIMETHYLPROPANEDIOL-1,3 CYCLIC ESTER;2-FORMYLBENZENEBORONIC ACID, NEOPENTYL GLYCOL ESTER;2-FORMYLPHENYLBORONIC ACID 2,2-DIMETHYLPROPANEDIOL-1,3 CYCLIC ESTER;(2-FORMYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER;2-BORONOBENZALDEHYDE, NEOPENTYL GLYCOL ESTER;2-Formylbenzeneboronic acid, neopentyl glycol ester 95%;2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzaldehyde, 5,5-Dimethyl-2-(2-formylphenyl)-1,3,2-dioxaborinane;2-Formylbenzeneboronicacid,neopentylglycolester95%
• CAS NO: 95752-86-6
• Molecular Formula: C₁₂H₁₅BO₃
• Molecular Weight: 218.06
• Product Categories: Aldehydes;blocks;BoronicAcids
• Mol File: 95752-86-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 355.6 °C at 760 mmHg
• Flash Point: 168.8 °C
• Appearance: /
• Density: 1.08 g/cm³
• Vapor Pressure: 3.1E-05mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: Keep Cold
• CAS DataBase Reference: (2-FORMYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-FORMYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER(95752-86-6)
• EPA Substance Registry System: (2-FORMYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER(95752-86-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 95752-86-6(Hazardous Substances Data)

Usage

Uses

2-Formylphenylboronic Acid Neopentyl Glycol Ester

InChI:InChI=1/C12H15BO3/c1-12(2)8-15-13(16-9-12)11-6-4-3-5-10(11)7-14/h3-7H,8-9H2,1-2H3

Upstream product

• 40138-16-7 2-formylbenzene boronic acid 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 100-52-7 benzaldehyde 
• 6852-58-0 N-benzylidene tert-butylamine 

Downstream Products

• 1400888-17-6 2-(2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)-1H-anthra[1,2-d]imidazole-6,11-dione 
• 1253976-99-6 C₂₀H₂₁BO₃ 

Relevant articles and documents

Transient imine as a directing group for the metal-free o-C-H borylation of benzaldehydes

Organoboron reagents are important synthetic intermediates and have wide applications in synthetic organic chemistry. The selective borylation strategies that are currently in use largely rely on the use of transition-metal catalysts. Hence, identifying much milder conditions for transition-metal-free borylation would be highly desirable. We herein present a unified strategy for the selective C-H borylation of electron-deficient benzaldehyde derivatives using a simple metal-free approach, utilizing an imine transient directing group. The strategy covers a wide spectrum of reactions and (i) even highly sterically hindered C-H bonds can be borylated smoothly, (ii) despite the presence of other potential directing groups, the reaction selectively occurs at the o-C-H bond of the benzaldehyde moiety, and (iii) natural products appended to benzaldehyde derivatives can also give the appropriate borylated products. Moreover, the efficacy of the protocol was confirmed by the fact that the reaction proceeds even in the presence of a series of external impurities.

A-D-A sensors based on naphthoimidazoledione and boronic acid as turn-on cyanide probes in water

(Chemical Equation Presented) Three fluorescence sensors based on naphthoquinoneimidazole and boronic acid (A-D-A system) have been developed with high selectivity for cyanide in water. The fluorescence band at 460 nm was switched on upon substitution of

Suzuki cross-coupling reaction of sterically hindered aryl boronates with 3-iodo-4-methoxybenzoic acid methylester

The cross-coupling reaction of 3-iodo-4-methoxybenzoic acid methylester with sterically hindered arylboronic esters and especially 5,5-dimethyl-2-mesityl-1,3,2-dioxaborinane, is reported. The optimisation of the process in order to obtain biaryls in good yield by using anhydrous benzene at reflux and sodium phenoxide in the presence of 0.06 equiv. of Pd(PPh3)4 is described. (C) 2000 Elsevier Science Ltd.