475250-52-3

Basic information

• Product Name: 4-Methoxybenzylboronic acid pinacol ester
• Synonyms: 4-methoxybenzylboronic acid pinacol ester;2-(4-Methoxybenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[(4-Methoxyphenyl)Methyl]-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 4-methoxybenzylboronate
• CAS NO: 475250-52-3
• Molecular Formula: C₁₄H₂₁BO₃
• Molecular Weight: 248.13
• Mol File: 475250-52-3.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 311 °C
• Flash Point: 142 °C
• Appearance: /
• Density: 1.01
• Refractive Index: 1.4960 to 1.5000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-Methoxybenzylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxybenzylboronic acid pinacol ester(475250-52-3)
• EPA Substance Registry System: 4-Methoxybenzylboronic acid pinacol ester(475250-52-3)

Safety Data

• Hazardous Substances Data: 475250-52-3(Hazardous Substances Data)

Usage

General Description

4-Methoxybenzylboronic acid pinacol ester is a chemical compound used in organic synthesis. It is a boronic ester, which means it contains a boron atom bonded to two oxygen atoms and a carbon atom. 4-Methoxybenzylboronic acid pinacol ester is commonly used as a reagent in Suzuki-Miyaura coupling reactions, which is a widely used method for carbon-carbon bond formation in organic chemistry. The presence of the methoxy group on the benzene ring makes this compound useful for creating various functionalized benzene derivatives. Its stability and reactivity make it a valuable tool for the construction of complex organic molecules.

InChI:InChI=1/C14H23BO4/c1-13(2,16)14(3,4)19-15(17)10-11-6-8-12(18-5)9-7-11/h6-9,16-17H,10H2,1-5H3

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 2746-25-0 p-Methoxybenzyl bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 2393-23-9 4-methoxy-benzylamine 
• 17061-63-1 N-(4-methoxybenzyl)formamide 
• 1197-58-6 1-(isocyanomethyl)-4-methoxybenzene 
• 100-39-0 benzyl bromide 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 

Downstream Products

• 105-13-5 4-Methoxybenzyl alcohol 
• 1360649-43-9 (S)-2-(1-chloro-2-(4-methoxyphenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 104-01-8 4-Methoxyphenylacetic acid 
• 19838-89-2 2-(4-methoxyphenyl)-1,1-diphenylethan-1-ol 
• 77029-08-4 1-(4-methoxyphenyl)-2-(naphthalen-1-yl)propan-2-ol 
• 65739-09-5 1-(4-methoxyphenyl)-2-phenylpropan-2-ol 

Relevant articles and documents

Selective Benzylic CH-Borylations by Tandem Cobalt Catalysis

Metal-catalyzed C?H activations are environmentally and economically attractive synthetic strategies for the construction of functional molecules as they obviate the need for pre-functionalized substrates and minimize waste generation. Great challenges reside in the control of selectivities, the utilization of unbiased hydrocarbons, and the operation of atom-economical dehydrocoupling mechanisms. An especially mild borylation of benzylic CH bonds was developed with the ligand-free pre-catalyst Co[N(SiMe3)2]2 and the bench-stable and inexpensive borylation reagent B2pin2 that produces H2 as the only by-product. A full set of kinetic, spectroscopic, and preparative mechanistic studies are indicative of a tandem catalysis mechanism of CH-borylation and dehydrocoupling via molecular CoI catalysts.

(o-Phenylenediamino)borylstannanes: Efficient Reagents for Borylation of Various Alkyl Radical Precursors

(o-Phenylenediamino)borylstannanes were newly synthesized to achieve radical boryl substitutions of a variety of alkyl radical precursors. Dehalogenative, deaminative, decharcogenative, and decarboxylative borylations proceeded in the presence of a radica

Extremely facile formation of the pavine alkaloid skeleton by the photoreaction between isoquinoline and benzyltrifluoroborate

Appling the photo-benzylation of isoquinoline with benzyltrifluoroborate, an extremely facile method for the construction of a pavine alkaloid skeleton was developed. When 3-methoxybenzylboron reagents were employed to the reaction, it was found that not