87576-94-1 Usage
Description
Trimethylsilylmethyl Azide, also known as TMSMA, is an organosilicon compound with the chemical formula (CH3)3SiN3. It is a versatile reagent in organic synthesis, known for its stability and unique reactivity. Its trimethylsilyl group provides steric bulk and electron-donating properties, while the azide group offers a source of nitrogen for various chemical transformations.
Uses
Used in Organic Synthesis:
Trimethylsilylmethyl Azide is used as a reagent for the amination of organometallic compounds, enabling the formation of amines from metal-nitrogen bonds. This process is particularly useful in the synthesis of complex organic molecules and pharmaceuticals.
Used in Heterocyclic Chemistry:
In the field of heterocyclic chemistry, Trimethylsilylmethyl Azide serves as a precursor for the preparation of various heterocyclic compounds. Its ability to provide a nitrogen source makes it a valuable building block for the synthesis of nitrogen-containing rings.
Used as a Precursor for Azomethine Ylide:
Trimethylsilylmethyl Azide is used as a precursor for the generation of azomethine ylides, which are reactive intermediates in organic chemistry. These ylides can be employed in various cyclization reactions, leading to the formation of complex molecular structures.
Used in Silylmethyl-Substituted Heterocumulenes:
In the synthesis of silylmethyl-substituted heterocumulenes, Trimethylsilylmethyl Azide is utilized as a key reactant. These heterocumulenes are valuable intermediates in the formation of various nitrogen-containing compounds.
Used in [3 + 2] Cycloaddition Reactions:
Trimethylsilylmethyl Azide is also used in [3 + 2] cycloaddition reactions, a type of chemical reaction that involves the formation of a five-membered ring from a three-atom component and a two-atom component. This reaction is an important method for constructing complex molecular frameworks in organic chemistry.
Preparation
Obtained in high yield by reaction of
sodium azide and (chloromethyl)trimethylsilane in DMF or
HMPA at 80°C.
Check Digit Verification of cas no
The CAS Registry Mumber 87576-94-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,5,7 and 6 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 87576-94:
(7*8)+(6*7)+(5*5)+(4*7)+(3*6)+(2*9)+(1*4)=191
191 % 10 = 1
So 87576-94-1 is a valid CAS Registry Number.
87576-94-1Relevant articles and documents
NOVEL TRICYCLIC COMPOUNDS AS ANTICANCER AGENTS
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Paragraph 0980; 0981, (2016/07/27)
The present invention is directed to tricyclic compounds, pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.
TRICYCLIC COMPOUNDS AS ANTICANCER AGENTS
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Page/Page column 375, (2015/07/15)
The present invention is directed to tricyclic compounds (I), pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.
1,2,3-triazolium ionic liquids
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Page/Page column 26, (2014/12/12)
The present invention relates to compositions of matter that are ionic liquids, the compositions comprising substituted 1,2,3-triazolium cations combined with any anion. Compositions of the invention should be useful in the separation of gases and, perhap