1777-03-3 Usage
Description
(Triethylsilyl)acetylene, a bulky trialkylsilyl-protected alkyne, is a clear colorless to faintly yellow liquid. It is known for undergoing Cadiot-Chodkiewicz cross-coupling reactions with various bromoalkynes, yielding synthetically useful unsymmetrical diynes. Additionally, rhodium-catalyzed dimerization of (triethylsilyl)acetylene has been reported.
Uses
Used in Organic Synthesis:
(Triethylsilyl)acetylene is used as a synthetic building block for the creation of various organic compounds, particularly in the synthesis of triethylsilylethynyl anthradithiophenes (ADTs). These compounds have potential applications in the development of advanced materials and technologies.
Used in the Synthesis of Triethylsilylethynyl Anthradithiophenes:
(Triethylsilyl)acetylene is used as a key component in the synthesis of triethylsilylethynyl anthradithiophenes, such as:
1. 2,8-dimethyl-5,11-bis(triethylsilylethynyl)ADT
2. 2,8-diethyl-5,11-bis(triethylsilylethynyl)ADT
3. 2,8-dipropyl-5,11-bis(triethylsilylethynyl)ADT
These specific ADT compounds can be utilized in different industries, such as in the development of electronic devices, photovoltaic materials, or as components in the pharmaceutical industry. The use of (triethylsilyl)acetylene in these syntheses is crucial due to its unique chemical properties and reactivity, which enable the formation of complex molecular structures with potential applications in various fields.
Check Digit Verification of cas no
The CAS Registry Mumber 1777-03-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,7 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1777-03:
(6*1)+(5*7)+(4*7)+(3*7)+(2*0)+(1*3)=93
93 % 10 = 3
So 1777-03-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H16Si/c1-5-9(6-2,7-3)8-4/h1H,6-8H2,2-4H3
1777-03-3Relevant articles and documents
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Eastmond,R. et al.
, p. 4601 - 4616 (1972)
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Synthesis and characterization of coordinatively unsaturated alkynyl- and aryl-cobalt complexes with 15 valence electrons, TpiPr2Co-R, bearing the hydrotris(3,5-diisopropylpyrazolyl)borato ligand (TpiPr2)
Yoshimitsu, Shin-Ichi,Hikichi, Shiro,Akita, Munetaka
, p. 3762 - 3773 (2008/10/08)
Coordinatively unsaturated 15e alkynyl- (TpiPr2Co-C≡C-R) and aryl-cobalt complexes (TpiPr2Co-aryl) bearing the hydrotris(3,5-diisopropylpyrazolyl)borato ligand (TpiPr2) are prepared by dehydrative condensation of the hydroxo complex [TpiPr2Co(μ-OH)2]2 with 1-alkyne and arylation of the chloro complex TpiPr2Co-Cl with Grignard reagents, respectively. Spectroscopic and crystallographic analyses reveal the apparent C3-symmetrical tetrahedral structures with high-spin electronic configuration (S = 3/2), which should result from the property of the TpiPr2 ligand as a tetrahedral enforcer. The TpiPr2Co and hydrocarbyl fragments, are connected dominantly through σ-bonding interaction, and π-interaction including back-donation is not significant as revealed by EHMO calculations. The Co-C bonds are so polarized as to be readily protonated even by moisture to give the corresponding hydrocarbons, but the reactivity toward unsaturated hydrocarbons turns out to be sluggish. TpiPr2Co-C≡C-COOMe is found to catalyze a rare example of specific linear trimerization of methyl propiolate to give (E,E)-MeOOC(H)C=CH-CH=C(COOMe)-C≡C-COOMe.
