154230-29-2 Usage
Description
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is an organic compound that serves as a versatile reactant in various chemical reactions and synthesis processes. It is characterized by its unique molecular structure, which features a boronic acid group and a trans-configured vinyl group attached to a 4-chlorophenyl moiety.
Uses
Used in Pharmaceutical Industry:
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is used as a key reactant for the synthesis of biarylketones and phthalides, which are important structural motifs in the development of pharmaceutical compounds with diverse biological activities.
Used in Chemical Synthesis:
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is used as a reactant in trifluoromethylation reactions, which involve the introduction of a trifluoromethyl group (CF3) into a molecule. This reaction is significant in the synthesis of various organic compounds with enhanced properties.
Used in Organic Synthesis:
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is used as a reactant in asymmetrical Michael addition reactions, which are crucial for the preparation of chromanes, a class of organic compounds with potential applications in the pharmaceutical and chemical industries.
Used in Catalyst Development:
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is used as a reactant in the development of cobalt-catalyzed coupling reactions, which involve the formation of new carbon-carbon or carbon-heteroatom bonds in vinyl nitrogen-containing heteroaromatic compounds.
Used in Organic Chemistry:
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is used as a reactant in 1,2 and 1,4-addition reactions with o-hydroxycinnamaldehydes, which are important for the synthesis of various organic compounds with potential applications in different industries.
Used in Organic Synthesis:
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID is used as a reactant in Petasis reactions, which involve the formation of cyclic compounds through the reaction of an amine, an aldehyde, and an allyl or propargyl alcohol. These reactions are significant in the synthesis of complex organic molecules with potential applications in various fields.
Check Digit Verification of cas no
The CAS Registry Mumber 154230-29-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,4,2,3 and 0 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 154230-29:
(8*1)+(7*5)+(6*4)+(5*2)+(4*3)+(3*0)+(2*2)+(1*9)=102
102 % 10 = 2
So 154230-29-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H8BClO2/c10-8-3-1-7(2-4-8)5-6-9(11)12/h1-6,11-12H/b6-5+
154230-29-2Relevant articles and documents
ASYMMETRIC ADDITION REACTIONS
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Paragraph 00142, (2016/12/26)
Processes of forming Csp2-Csp3 bonds at the allylic carbon of a cyclic allylic compound starting material are disclosed, in which a racemic mixture of a cyclic allylic compound having a leaving group attached to the allylic carbon is reacted with a compound having a nucleophilic carbon atom in the presence of a Rh(l), Pd(ll) or Cu(l) pre-catalyst and a chiral ligand. The reaction products containing the newly-formed Csp2-Csp3 bond are generated in high stereoisomeric excess, and may therefore serve as important organic building blocks in the preparation of new agrochemicals and pharmaceuticals.
Anomalies in the stereoselectivity of the petasis reaction using styrenyl boronic acids
Churches, Quentin I.,Johnson, James K.,Fifer, Nathan L.,Hutton, Craig A.
scheme or table, p. 62 - 67 (2011/10/05)
The Petasis three-component coupling reaction of N-benzylphenylglycinol, glyoxylic acid, and styrenylboronic acids allows for the efficient synthesis of functionalized homoarylalanine derivatives. The reactions were shown to proceed in high yield but low selectivity, regardless of the nature of the substituent on the styrenylboronic acid component. Anomalies in the stereoselectivity of these reactions compared with previously reported results have been traced to the source of the organoboronic acid. Asymmetric dihydroxylation of the unsaturated amino acid derivatives enables a highly efficient route to dihydroxyhomoarylalanine derivatives. CSIRO 2011.
