1073371-72-8

Basic information

• Product Name: 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
• Synonyms: 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;3-(4-Methoxyphenyl)propylboronic acid, pinacol ester
• CAS NO: 1073371-72-8
• Molecular Formula: C₁₆H₂₅BO₃
• Molecular Weight: 276.1789
• Mol File: 1073371-72-8.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(1073371-72-8)
• EPA Substance Registry System: 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(1073371-72-8)

Safety Data

• Hazardous Substances Data: 1073371-72-8(Hazardous Substances Data)

Usage

General Description

2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE is a chemical compound that belongs to the class of dioxaborolanes. It has a molecular formula C16H25BO2 and a molecular weight of 266.183 g/mol. 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE is a boronic ester, featuring a boron atom that is coordinated by two oxygen atoms from the dioxaborolane ring. It also contains a 4-methoxyphenylpropyl group, which is a side chain attached to the boron atom. 2-[3-(4-METHOXYPHENYL)PROPYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE is often used in organic synthesis as a reagent for the Suzuki-Miyaura cross-coupling reaction, which is a widely used method for the formation of carbon-carbon bonds in organic molecules.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 57293-19-3 3-(4-methoxyphenyl)propyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 140-67-0 Estragole 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 6836-18-6 4-(4-methoxyphenyl) butanoyl chloride 
• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 

Downstream Products

• 1431607-67-8 (3-(4-methoxyphenyl)propyl)boronic acid 
• 104-45-0 4-n-propylanisole 

Relevant articles and documents

Highly efficient synthesis of alkylboronate esters via Cu(II)-Catalyzed borylation of unactivated alkyl bromides and chlorides in air

A copper(II)-catalyzed borylation of alkyl halides with bis(pinacolato)diboron (B2pin2) has been developed, which can be carried out in air, providing a wide range of primary, secondary, and some tertiary alkylboronates in high yields. A variety of functional groups are tolerated and the protocol is also applicable to unactivated alkyl chlorides (including 1,1- and 1,2-dichlor-ides). Preliminary mechanistic investigations show that this borylation reaction involves one-electron processes.

Electrochemically promoted decarboxylative borylation of alkyl N-hydroxyphthalimide esters

An electrochemically promoted decarboxylative borylation reaction is reported. The reaction proceeds under mild conditions in an undivided cell without use of transition metal- or photo-catalysts. The key feature of the reaction is the compatibility of di

Cobalt(I)-Catalyzed Borylation of Unactivated Alkyl Bromides and Chlorides

A cobalt-complex-catalyzed borylation of a wide range of alkyl halides with a diboron reagent (B2pin2 or B2neop2) has been developed under mild reaction conditions, demonstrating the first cobalt-mediated cross-coupling with alkyl electrophiles. This protocol allows alkyl boronic esters to be accessed from alkyl halides, including alkyl chlorides, which were used rarely as coupling partners. Mechanistic studies reveal the possible involvement of an alkyl radical intermediate in this cobalt-mediated catalytic cycle.