171364-80-0

Basic information

• Product Name: Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• Synonyms: 4-METHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER;4-METHOXYCARBONYLPHENYLBORONIC ACID PINACOLATE;4-carbomethoxyphenylboronic acid pinacol ester;4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)BENZOIC ACID METHYL ESTER;2-(4-CARBOMETHOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;METHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE;Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2;4-(Methoxycarbonyl)benzeneboronic acid pinacol ester, 97%
• CAS NO: 171364-80-0
• Molecular Formula: C₁₄H₁₉BO₄
• Molecular Weight: 262.11
• Product Categories: Acids and Derivatives;Boron, Nitrile, Thio,& TM-Cpds;Heterocyclic Compounds;CHIRAL CHEMICALS;Aryl Boronate Esters;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents
• Mol File: 171364-80-0.mol
• Article Data: 118

Chemical Properties

• Melting Point: 77-81 °C(lit.)
• Boiling Point: 355.6 °C at 760 mmHg
• Flash Point: 168.8 °C
• Appearance: White/Crystalline Powder
• Density: 1.08 g/cm³
• Vapor Pressure: 4.88E-07mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate(171364-80-0)
• EPA Substance Registry System: Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate(171364-80-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 171364-80-0(Hazardous Substances Data)

Usage

Description

Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is an organic compound that features a methyl group attached to a benzoate structure, which is further connected to a 1,3,2-dioxaborolane moiety. Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is characterized by its potential reactivity in palladium-catalyzed coupling reactions, making it a valuable intermediate in the synthesis of various organic molecules.

Uses

Used in Chemical Synthesis:
Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is used as a synthetic intermediate for the preparation of 2-aryl-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes. These compounds are synthesized through palladium-catalyzed coupling reactions, which are widely employed in the formation of carbon-carbon and carbon-heteroatom bonds in organic chemistry. The use of this compound in such reactions allows for the creation of a diverse range of molecules with potential applications in various fields, including pharmaceuticals, materials science, and agrochemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is used as a key building block for the development of novel drug candidates. The ability to form 2-aryl-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes through palladium-catalyzed coupling reactions enables the synthesis of complex molecular structures with potential therapeutic properties. These molecules may be further optimized and tested for their efficacy in treating various diseases and medical conditions.
Used in Materials Science:
Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate also finds application in the field of materials science, where it can be used to synthesize new materials with unique properties. The resulting 2-aryl-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes can be incorporated into the design of advanced materials, such as polymers, coatings, and composites, with potential applications in various industries, including electronics, automotive, and aerospace.

InChI:InChI=1/C14H21BO5/c1-13(2,17)14(3,4)20-15(18)11-8-6-10(7-9-11)12(16)19-5/h6-9,17-18H,1-5H3

Upstream product

• 619-42-1 4-methoxycarbonylphenyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 6018-41-3 methyl coumalate 
• 347389-74-6 2-ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 59776-81-7 methyl 2-pyrone-4-carboxylate 
• 93-58-3 benzoic acid methyl ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 619-45-4 4-methoxycarbonyl aniline 
• 3795-79-7 methyl 4-(methylthio)benzoate 
• 13205-48-6 4-(methylthio)benzoic acid 
• 7377-26-6 4-Methoxycarbonylbenzoyl chloride 
• 1679-64-7 Monomethyl terephthalate 

Downstream Products

• 276694-16-7 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide 
• 1234215-38-3 methyl 4-(5-((tert-butyldimethylsilyl)oxy)pent-1-en-3-yl)benzoate 
• 1234215-40-7 methyl 4-(6-chlorohex-1-en-3-yl)benzoate 
• 1234215-43-0 methyl 4-(7-azidohept-1-en-3-yl)benzoate 
• 1234215-41-8 methyl 4-(7-cyanohept-1-en-3-yl)benzoate 
• 1234215-45-2 methyl 4-(2-methylenecyclopentyl)benzoate 
• 592528-46-6 3-(4-methyloxycarbonylphenyl)-1-phenylpropene 
• 1093654-83-1 methyl 4-(1-phenylallyl)benzoate 
• 850568-72-8 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid tert-butyl ester 
• 1290084-78-4 4'''''-bromo-2',2''''',4,5',5'''''-tetramethoxy-4-methoxycarbonyl(hexa-p-phenylene) 
• 1290084-79-5 4'''''-bromo-2',2''''',4,5',5'''''-tetramethyl-4-methoxycarbonyl(hexa-p-phenylene) 
• 1290084-70-6 4''-bromo-4-methoxycarbonyl-p-terphenyl 
• 143613-18-7 4,4'''-di(methoxycarbonyl)-p-quaterphenylene 
• 1301198-71-9 methyl 4-((2S,4R)-1-acetyl-4-((isopropoxycarbonyl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate 

Relevant articles and documents

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