122296-00-8

Basic information

• Product Name: 1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE&
• Synonyms: 1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE 99%;benzotriazol-1-ylmethyl(trimethyl)silane
• CAS NO: 122296-00-8
• Molecular Formula: C₁₀H₁₅N₃Si
• Molecular Weight: 205.33
• Product Categories: C-C Bond Formation;Others;Synthetic Reagents
• Mol File: 122296-00-8.mol

Chemical Properties

• Melting Point: 56-60 °C(lit.)
• Boiling Point: 300.3°C at 760 mmHg
• Flash Point: 135.4°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 0.00202mmHg at 25°C
• Refractive Index: 1.556
• Solubility: Well soluble in most organic solvents.
• CAS DataBase Reference: 1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE&(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE&(122296-00-8)
• EPA Substance Registry System: 1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE&(122296-00-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 122296-00-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE& is used as a reagent in the preparation of ketones and carboxylic acids, playing a crucial role in advancing the field of organic synthesis.
Used in One-Carbon Homologation of Carboxylic Acids:
In the chemical industry, 1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE& is utilized as a one-carbon synthon for the one-carbon homologation of carboxylic acids, which is an essential process in the synthesis of various organic compounds.
Used in Synthesis of Fused Heterocycles:
1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE& is also employed in the synthesis of fused heterocycles, which are important in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Alkylation Reactions:
1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE& is used as a reactant in alkylation reactions, which are fundamental processes in organic chemistry for the formation of new chemical bonds and the creation of more complex molecules.
Used in Preparation of p53-MDM2 Complex Formation Inhibitors:
In the pharmaceutical industry, this compound serves as a reactant for the preparation of inhibitors of p53-MDM2 complex formation, which have potential applications in cancer research and therapeutics.
Used in Research and Development:
1-((TRIMETHYLSILYL)METHYL)BENZOTRIAZOLE& is also used in research and development settings to explore new benzotriazole reagents and their applications in various chemical processes.

Preparation

1-[(trimethylsilyl)methyl]-1H-benzotriazole is readily prepared in a reaction of sodium benzotriazolide with chloromethyltrimethylsilane.

InChI:InChI=1/C10H15N3Si/c1-14(2,3)8-13-10-7-5-4-6-9(10)11-12-13/h4-7H,8H2,1-3H3

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 2344-80-1 Chloromethyltrimethylsilane 
• 158530-85-9 trimethylsilanylmethyltrifluoromethane sulphonate 
• 15217-42-2 sodium benzotriazolate 

Downstream Products

• 127876-36-2 2-(benzotriazol-1-yl)acetophenone 
• 189343-47-3 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)-1-ethanone 
• 124041-74-3 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-chlorophenyl)ethan-1-one 
• 64882-50-4 1-(benzotriazol-1-yl)propan-2-one 
• 305851-04-1 1-(1H-1,2,3-benzotriazol-1-yl)-3-chloropropan-2-one 
• 174182-62-8 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-methoxyphenyl)ethan-1-one 
• 361379-10-4 2-(1H-1,2,3-benzotriazol-1-yl)-1-(2-methylphenyl)-1-ethanone 
• 306990-72-7 1-benzotriazol-1-yl-3-(4-chloro-phenyl)-propan-2-one 
• 361379-11-5 1-(1H-1,2,3-benzotriazol-1-yl)-4-phenyl-2-butanone 
• 361379-09-1 2-(1H-1,2,3-benzotriazol-1-yl)-1-(3-methylphenyl)-1-ethanone 
• 306990-58-9 1-(1-naphtho[2,1-b]thiophen-1-yl-2-phenylethyl)-1H-[1,2,3]benzotriazole 
• 209912-23-2 1-(2-phenylethynyl)-1H-1,2,3-benzotriazole 
• 209912-22-1 1-[2-(4-methylphenyl)ethynyl]-1H-1,2,3-benzotriazole 
• 209912-24-3 1-[2-(4-chlorophenyl)ethynyl]-1H-benzotriazole 

Relevant articles and documents

Synthesis and structure of 1- and 2-isomers of (trimethoxysilylmethyl)- and (silatranylmethyl)benzotriazole

We have synthesized 1- and 2-(trimethylsilylmethyl)- and 1- and 2-(trimethoxysilylmethyl)benzotriazoles by reaction of 1,2,3- benzotriazolylsodium with trimethyl- or trimethoxy(chloromethyl)silane. We obtained 1- and 2-(silatranylmethyl)benzotriazoles by

Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues

In order to get a clearer view on the active geometry of anti-invasive chalcones, we have prepared a number of isoxazoles and related substances as conformationally restrained mimics of 1,3-diarylpropenones, and also of (Z)-stilbenes. In vitro anti-invasi

PREPARATION AND PHOTOLYSIS OF 1-HETEROSUBSTITUTED 1-(1-ALKENYL)BENZOTRIAZOLES

A Paterson olefination reaction involving 1-trimethylsilanylmethyl-1H-benzotriazole and either adamantanone or acetone, in the presence of n-butyllithium, is used to prepare 1-adamantylidenemethyl-1H-benzotriazole and 1-(2-methylpropenyl)-1H-benzotriazole respectively.Further treatment of these compounds with n-butllithium and an electrophile affords a variety of 1-heterosubstituted 1-(1-alkenyl)benzotriazoles.Photolysis of the latter compounds yields products from three competing pathways: cyclisation with C-C bond formation, cyclisation with C-S bond formation and halogen atom transfer.

Benzotriazoles. Part 15. The preparation of 1-(1-alkenyl)benzotriazoles

The title compounds are prepared either (A) from 1-(1-chloroalkyl)benzotriazoles and aldehydes via Wittig reaction or (B) from 1-benzotriazoles by alkylative desilylation by fluoride ion in the presence of a carbonyl compound