10519-96-7 Usage
Description
Potassium trimethylsilanolate is an organosilicon compound with the chemical formula (Me3SiO)K. It is a colorless liquid that is soluble in water and is commonly used as a reagent in various chemical reactions due to its unique properties.
Uses
Used in Chemical Synthesis:
Potassium trimethylsilanolate is used as a reagent for the hydrolysis of nitriles to primary amides, conversion of esters to carboxylic acids, and dialkyl phosphonates to their monoalkyl phosphonates. It facilitates these transformations by acting as a strong nucleophile and base, promoting the desired reactions efficiently.
Used in Organic Chemistry:
In the synthesis of E-alkenes, potassium trimethylsilanolate is employed as a reagent to selectively form the desired geometric isomer. Its ability to stabilize the transition state and control the reaction pathway contributes to the formation of the desired product.
Used in Pharmaceutical Chemistry:
Potassium trimethylsilanolate is used in the synthesis of nitrocefin, a compound used as a substrate for the detection and study of β-lactamase enzymes. This enzyme is responsible for the resistance of certain bacteria to β-lactam antibiotics, making the study of nitrocefin and its synthesis relevant in the development of new antimicrobial agents.
Used in Cross-Coupling Reactions:
In the field of organic chemistry, potassium trimethylsilanolate serves as a coupling promoter in the cross-coupling reaction of aliphatic alkynylsilanols with aryl iodides. Its role in this process enhances the reactivity and selectivity of the reaction, leading to the formation of the desired coupled products with improved yields.
Overall, potassium trimethylsilanolate is a versatile reagent with applications in various chemical and pharmaceutical industries, contributing to the synthesis of important compounds and the development of novel drug delivery systems.
Purification Methods
Recrystallise it from H2O and dry it at 100o/1-2mm. [Hyde et al. J Am Chem Soc 75 5615 1953, IR: Tatlock & Rochow J Org Chem 17 1555 1952, Beilstein 4 IV 3992.]
Check Digit Verification of cas no
The CAS Registry Mumber 10519-96-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,5,1 and 9 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 10519-96:
(7*1)+(6*0)+(5*5)+(4*1)+(3*9)+(2*9)+(1*6)=87
87 % 10 = 7
So 10519-96-7 is a valid CAS Registry Number.
InChI:InChI=1/C3H10OSi.K/c1-5(2,3)4;/h4H,1-3H3;/q;+1
10519-96-7Relevant articles and documents
Tatlock,Rochow
, p. 1555,1561 (1952)
Method for Attachment of Silicon-Containing Compounds to a Surface and for Synthesis of Hypervalent Silicon-Compounds
-
, (2012/06/01)
A method for inducing a hypervalent state within silicon-containing compounds by which they can be chemically attached to a surface or substrate and/or organized onto a surface of a substrate. The compounds when attached to or organized on the surface may have different physical and/or chemical properties compared to the starting materials.
Organosubstituted cis-1,2-Diborylalkenes as Electrophilic Chelates
Koester, Roland,Seidel, Guenter,Wagner, Klaus,Wrackmeyer, Bernd
, p. 305 - 318 (2007/10/02)
Triethylborane (1), 9-ethyl-9-borabicyclononane (9-ethyl-9-BBN) (2), and the cis-1,2-diborylalkenes (Z)-R2BC(R')=C(Et)BEt2 react with alkali metal salts MX in toluene to give the borates MX-1, MX-2, and the cyclic cis-1,2-diborates , resp., with BHB- and B(OR)B-bridges (IR, Multi NMR).Reaction of 1, 2, and 3 - 6 with KCN leads to the monoborates KCN-1, KCN-2, and to the acyclic cis-1,2-diborates KCN-3 to KCN-7. - The cis-2-Boryl-1-silylalkenes (E)-Me3SiC(R')=C(Et)BEt2 and KX form the acyclic borates K.The cyclic salts KOtBu-4 and KOSiEt3-4 undergo a B-substituent exchange to the acyclic cis-1,2-diborates K (K-10: R = tBu; K-11: R = OSiEt3).Key Words: cis-1,2-Diborylalkenes, electron acceptors, anion sponge / Diborates, hexaorgano, μ-hydro, μ-alkoxy, alkali metal salts / Borates, hydrotriorgano- / Substituent exchange, diborates