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321574-04-3

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321574-04-3 Usage

General Description

2-(4-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound with the molecular formula C13H19BBrO2. It is a boronic ester compound that contains a boron atom bonded to two oxygen atoms and a phenyl ring, which is substituted with a bromine and a methyl group. 2-(4-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is commonly used in organic synthesis as a reagent for the Suzuki coupling reaction, which is a widely used method for forming carbon-carbon bonds. It is also used in the synthesis of pharmaceuticals, agrochemicals, and materials for electronic applications. 2-(4-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a valuable intermediate in the production of various organic compounds and plays an important role in the field of organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 321574-04-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,2,1,5,7 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 321574-04:
(8*3)+(7*2)+(6*1)+(5*5)+(4*7)+(3*4)+(2*0)+(1*4)=113
113 % 10 = 3
So 321574-04-3 is a valid CAS Registry Number.

321574-04-3Downstream Products

321574-04-3Relevant articles and documents

Chemoselective Rhodium-Catalyzed Borylation of Bromoiodoarenes under Mild Conditions

Varni, Anthony J.,Bautista, Michael V.,Noonan, Kevin J.T.

, p. 6770 - 6777 (2020/07/21)

A chemoselective rhodium-catalyzed borylation has been developed for the preparation of aryl boronate esters. The reaction proceeds under mild conditions with excellent selectivity for C-I bonds in bromoiodoarenes and exhibits broad functional group tolerance. This procedure can act as a complementary approach toward bifunctional arenes along with other metal-catalyzed borylations. Additionally, the reaction's utility in the preparation of monomers for metal-catalyzed cross-coupling polymerization is demonstrated.

Chemoselective coupling of 1,1-bis[(pinacolato)boryl]alkanes for the transition-metal-frec borylation of aryl and vinyl halides: A combined experimental and theoretical investigation

Lee, Yeosan,Baek, Seung-Yeol,Park, Jinyoung,Kim, Seoung-Tae,Tussupbayev, Samat,Kim, Jeongho,Baik, Mu-Hyun,Cho, Seung Hwan

supporting information, p. 975 - 984 (2017/05/16)

A new transition-metal-frec borylation of aryl and vinyl halides using l,l-bis[(pinacolato)boryl]alkanes as boron sources is described. In this transformation one of the boron groups from 1,1-bis[(pinacolato)boryl]alkanes is selectively transferred to aryl and vinyl halides in the presence of sodium tert-butoxide as the only activator to form organoboronate esters. Under the developed borylation conditions, a broad range of organohalides are borylated with excellent chemo-selectivity and functional group compatibility, thus offering a rare example of a transition-metal-frec borylation protocol. Experimental and theoretical studies have becn performed to elucidate the reaction mechanism, revealing the unusual formation of Lewis acid/base adduct betwecn organohalides and α-borylcarbanion, generated in situ from the reaction of l,l-bis[(pinacolato)boryl]alkanes with an alkoxide base, to facilitate the borylation reactions.

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