195062-62-5

Basic information

• Product Name: ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE
• Synonyms: ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE;4-ETHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER;Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate,min.97%;4-carboethoxyphenylboronic acid pinacol ester;Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-;4-Carboethoxyphenylboronic acid pinacol ester, Ethyl 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2- DIOXABOROLAN-2-YL)BENZOATE, 97+%;Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, min. 97%
• CAS NO: 195062-62-5
• Molecular Formula: C₁₅H₂₁BO₄
• Molecular Weight: 276.14
• Product Categories: organic or inorganic borate
• Mol File: 195062-62-5.mol
• Article Data: 49

Chemical Properties

• Boiling Point: 330 °C(lit.)
• Flash Point: >230 °F
• Appearance: Colorless/Liquid
• Density: 1.052 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.12E-05mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• Storage Temp.: Refrigerator (+4°C)
• CAS DataBase Reference: ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE(195062-62-5)
• EPA Substance Registry System: ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE(195062-62-5)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 195062-62-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear light yellow viscous liquid

InChI:InChI=1/C15H21BO4/c1-6-18-13(17)11-7-9-12(10-8-11)16-19-14(2,3)15(4,5)20-16/h7-10H,6H2,1-5H3

Upstream product

• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 125261-30-5 p-(ethoxycarbonyl)phenyl triflate 
• 93-89-0 benzoic acid ethyl ester 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 871030-89-6 4-ethoxycarbonylB(catechol) 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 619-44-3 methyl 4-iodobenzoate 
• 51901-85-0 bromocatecholborane 
• 7440-66-6 zinc 
• 94-09-7 p-aminoethylbenzoate 
• 73183-34-3 bis(pinacol)diborane 
• 120-47-8 Ethyl 4-hydroxybenzoate 

Downstream Products

• 934176-71-3 (5-{2-[(2',3',4'-trimethoxy-biphenyl-4-carbonyl)-amino]-phenyl}-thiophen-2-yl)-acetic acid methyl ester 
• 934176-72-4 (5-{2-[(2',3',4'-trimethoxy-biphenyl-4-carbonyl)-amino]-phenyl}-thiophen-2-yl)-acetic acid 
• 6301-56-0 ethyl 4-phenylbenzoate 
• 1245223-33-9 4-{1-[1-(2-oxooxazolidin-3-yl)meth-(E)-ylidene]-3-phenylpropyl}benzoic acid ethyl ester 
• 1313187-37-9 (HOOCC₆H₄)2C₁₃H₆O 
• 1313187-44-8 C₃₁H₂₄O₅ 
• 1333419-35-4 (Z)-ethyl 4-(3-methoxy-3-oxo-1-(2-oxopyrrolidin-1-yl)prop-1-en-1-yl)benzoate 
• 47230-38-6 diethyl biphenyl-4,4'-dicarboxylate 
• 1266348-24-6 C₃₀H₂₂O₄ 
• 1266348-25-7 (2E,2′E)-3,3′-([1,1′-biphenyl]-4,4′-diyl)bis(1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one) 
• 1266348-26-8 (2E,2′E)-3,3′-([1,1′-biphenyl]-4,4′-diyl)bis(1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one) 
• 1266348-23-5 C₃₀H₂₂O₂ 
• 1667-12-5 4,4'-bis(hydroxymethyl)biphenyl 
• 1392268-20-0 ethyl 4-{2-amino-3-[3-(cyclopropylsulfonylamino)-prop-1-yn-1-yl]pyridin-5-yl}benzoate 

Relevant articles and documents

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.

Luminescent tungsten(vi) complexes as photocatalysts for light-driven C-C and C-B bond formation reactions

The realization of photocatalysis for practical synthetic application hinges on the development of inexpensive photocatalysts which can be prepared on a large scale. Herein an air-stable, visible-light-absorbing photoluminescent tungsten(vi) complex which can be conveniently prepared at the gram-scale is described. This complex could catalyse photochemical organic transformation reactions including borylation of aryl halides, such as aryl chloride, reductive coupling of benzyl bromides for C-C bond formation, reductive coupling of phenacyl bromides, and decarboxylative coupling of redox-active esters of alkyl carboxylic acid with high product yields and broad functional group tolerance.

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Boronic acids are centrally important functional motifs and synthetic precursors. Visible light-induced borylation may provide access to structurally diverse boronates, but a broadly efficient photocatalytic borylation method that can effect borylation of a wide range of substrates, including strong C-O bonds, remains elusive. Herein, we report a general, metal-free visible light-induced photocatalytic borylation platform that enables borylation of electron-rich derivatives of phenols and anilines, chloroarenes, as well as other haloarenes. The reaction exhibits excellent functional group tolerance, as demonstrated by the borylation of a range of structurally complex substrates. Remarkably, the reaction is catalyzed by phenothiazine, a simple organic photocatalyst with MW 200 that mediates the previously unachievable visible light-induced single electron reduction of phenol derivatives with reduction potentials as negative as approximately - 3 V versus SCE by a proton-coupled electron transfer mechanism. Mechanistic studies point to the crucial role of the photocatalyst-base interaction.