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(Z)-2-phenyl-1-propenylboronic acid is a boronic acid derivative featuring a phenyl group and a double bond in the propenyl chain. It is a chemical compound widely used in organic synthesis as a reagent for the Suzuki-Miyaura cross-coupling reaction. This versatile compound is valued for its role in the synthesis of various pharmaceuticals, agrochemicals, and organic materials.

57404-83-8

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57404-83-8 Usage

Uses

Used in Pharmaceutical Synthesis:
(Z)-2-phenyl-1-propenylboronic acid is used as a building block for the synthesis of various pharmaceuticals. Its unique structure allows for the creation of complex molecules with specific therapeutic properties, contributing to the development of new drugs and treatments.
Used in Agrochemical Synthesis:
In the agrochemical industry, (Z)-2-phenyl-1-propenylboronic acid is used as a key component in the synthesis of compounds with pesticidal, herbicidal, or fungicidal properties. Its incorporation into these chemicals can enhance their effectiveness and selectivity, leading to improved crop protection.
Used in Organic Material Synthesis:
(Z)-2-phenyl-1-propenylboronic acid is utilized in the preparation of functionalized polymers and materials with specific properties. Its presence in these materials can confer unique characteristics, such as enhanced stability, reactivity, or selectivity, making it a valuable component in the development of advanced organic materials.
Used in Catalyst Development:
(Z)-2-phenyl-1-propenylboronic acid has been studied for its potential application in the development of new materials and catalysts. Its reactivity and structural features make it a promising candidate for the design of catalysts that can improve the efficiency and selectivity of various chemical reactions.
Overall, (Z)-2-phenyl-1-propenylboronic acid is a versatile and valuable chemical reagent in organic chemistry, playing a crucial role in the synthesis of a diverse range of compounds across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 57404-83-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,4,0 and 4 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 57404-83:
(7*5)+(6*7)+(5*4)+(4*0)+(3*4)+(2*8)+(1*3)=128
128 % 10 = 8
So 57404-83-8 is a valid CAS Registry Number.

57404-83-8Upstream product

57404-83-8Downstream Products

57404-83-8Relevant academic research and scientific papers

Lithium bis(ethylenedioxyboryl)methide and its reactions with carbonyl compounds and with the chlorotriphenyl derivatives of germanium, tin and lead

Matteson, Donald S.,Jesthi, Pradipta K.

, p. 25 - 37 (1976)

Transesterification of tris(dimethoxyboryl)methane, HC[B(OCH3)2]3, with ethylene glycol yielded tris(ethylenedioxyboryl)methane (I), HC(BO2C2H4)3 which with methyllithium in THF at -70°C precipitated lithium bis(ethylenedioxyboryl)methide (II), Li+ HC(BO2C2H4)2-. Reaction of II with Ph3MCl, where M = Ge, Sn, or Pb, gave Ph3MCH(BO2C2H4)2. The analogous 1,3-propanediol ester, Li+HC(BO2C3H6)2-, yielded Ph3MCH(BO2C3H6)2. Treatment of Ph3SnCH(BO2C2H4)2 with MeLi followed by Ph3SnCl gave (Ph3Sn)2CHBO2C2H4, showing that one B and one Sn atom are sufficient to stabilize a carbanion. Reaction of II with aldehydes gave high yields of 1-alkene-1-boronic esters, RCHCHBO2C2H4, with unexpectedly high stereoselectivity, 90-100% trans by NMR analysis. Aqueous work-up of these boronic esters yielded the boronic acids, RCHCHB (OH)2, which crystallized as the pure trans isomers. Ketones react with II in an analogous manner. The reaction with acetophenone was not stereospecific. Functional group compatibility has been demonstrated in condensations of II with 1,3-dichloroacetone, cinnamaldehyde, p-nitrobenzaldehyde, and p-dimethylaminobenzaldehyde. The trans geometry of the major isomer of CH3CHCHBO2C2H4 was proved by B-butylation with butyllithium followed by rearrangement with iodine and base to form cis-2-heptene, a sequence of known stereochemistry, and analogous structure proofs were carried out with cis-CH3CHCHBO2C2H4 and trans-C6H5CHCHBO2C2H4.

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