917-57-7 Usage
Description
Vinyl lithium, also known as vinylidene lithium, is a highly reactive organolithium compound with the chemical formula C2H3Li. It is a colorless liquid at room temperature and is highly sensitive to air and moisture. Vinyl lithium is known for its strong nucleophilic properties, which make it a versatile reagent in organic synthesis.
Uses
Used in Organic Synthesis:
Vinyl lithium is used as a nucleophilic reagent for the formation of various organic compounds. It can be used to synthesize vinyl alcohols from aldehydes, vinyl ketones from organic acids, vinyl sulfides from disulfides, and monosubstituted alkenes from organic halides. Its strong nucleophilic properties allow it to react with a wide range of electrophilic substrates, making it a valuable tool in the synthesis of complex organic molecules.
Used in Polymerization Reactions:
Vinyl lithium can also be used as an initiator in polymerization reactions, particularly in the synthesis of polyvinyl alcohol (PVA) and other polymers. Its ability to initiate polymerization allows for the production of polymers with specific properties and applications.
Used in Pharmaceutical Industry:
Due to its reactivity and versatility, vinyl lithium can be used in the synthesis of various pharmaceutical compounds. Its ability to form a wide range of organic compounds makes it a valuable reagent in the development of new drugs and drug candidates.
Used in Chemical Research:
Vinyl lithium is also used in chemical research as a model compound to study the properties and reactions of organolithium compounds. Its reactivity and nucleophilic nature make it an interesting subject for research in organometallic chemistry and related fields.
Check Digit Verification of cas no
The CAS Registry Mumber 917-57-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,1 and 7 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 917-57:
(5*9)+(4*1)+(3*7)+(2*5)+(1*7)=87
87 % 10 = 7
So 917-57-7 is a valid CAS Registry Number.
InChI:InChI=1/C2H3.Li/c1-2;/h1H,2H2;/rC2H3Li/c1-2-3/h2H,1H2
917-57-7Relevant articles and documents
West,Glaze
, p. 2096 (1961)
Synthesis and Reactivity of Reduced α-Diimine Nickel Complexes Relevant to Acrylic Acid Synthesis
Joannou, Matthew V.,Bezdek, Máté J.,Albahily, Khalid,Korobkov, Ilia,Chirik, Paul J.
supporting information, p. 3389 - 3393 (2018/10/31)
The aryl-substituted α-diimine (DI) nickel vinyl complex (iPrDI)Ni(CH=CH2) (iPrDI = [2,6-(iPr)2C6H3N=C(CH3)]2) was synthesized and structurally characterized. The complex is dimeric in the solid state and has a distorted-square-planar geometry at nickel. A combination of single-crystal X-ray diffraction, EPR, magnetic susceptibility, and NMR analyses was used to elucidate the electronic structure of the compound, and it is best described as a low-spin Ni(II) derivative with a singly reduced α-diimine chelate. Addition of CO2 to the nickel vinyl complex resulted in insertion into the nickel-carbon bond to yield the corresponding nickel acrylate (iPrDI)Ni(κ2-O2CCH=CH2). EPR spectroscopy coupled with DFT calculations established that the S = 1/2 product maintains the nickel(II) oxidation state with an α-diimine-centered radical. Addition of acrylic acid to (iPrDI)Ni(CH=CH2) induced rapid, net bimetallic reductive elimination to release butadiene and produced the metastable olefin-bound acrylic acid complex (iPrDI)Ni(κ2-CH2=CHCO2H). Over the course of 2 h at 23 °C, this complex underwent a net oxidation to produce (iPrDI)Ni(κ2-O2CCH=CH2), with concomitant loss of H2.
Flexible syntheses of 5,8-disubstituted indolizidine poisonous-frog alkaloids via a Michael-type conjugate addition
Zhou, De-Jun,Wang, Zhen-Hui,Zhang, Yan-Ru,Cui, Zheng-Guo
, p. 98 - 105 (2017/03/15)
The efficient and flexible syntheses of 5,8-disubstituted indolizidine poisonous-frog alkaloids is described using a highly stereoselective Michael-type conjugate addition reaction as the key step. In this work, syntheses of the 5,8-disubstituted indolizidine poisonous-frog alkaloids (-)-231C, (-)-221I and the proposed structure for (-)-193E are reported.