80121-73-9 Usage
Description
3-IODO-2-TRIMETHYLSILYLMETHYL-1-PROPENE is a bifunctional conjunctive reagent that serves as a dipolar trimethylenemethane synthon. It is widely used in organic synthesis due to its unique properties and reactivity. The reagent can be treated with SnF2 to afford a dianionic trimethylenemethane synthon, making it a versatile building block for various chemical reactions.
Uses
Used in Organic Synthesis:
3-IODO-2-TRIMETHYLSILYLMETHYL-1-PROPENE is used as a 1,3-dipolar synthon for trimethylenemethane (TMM) in organic synthesis. Its unique reactivity allows it to participate in various chemical reactions, making it a valuable tool for the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-IODO-2-TRIMETHYLSILYLMETHYL-1-PROPENE is used as a key intermediate in the synthesis of various drug molecules. Its ability to act as a 1,3-dipolar synthon enables the formation of new chemical bonds and the creation of novel drug candidates with potential therapeutic applications.
Used in Material Science:
3-IODO-2-TRIMETHYLSILYLMETHYL-1-PROPENE is also used in material science for the development of new materials with unique properties. Its reactivity and ability to form various chemical bonds make it a promising candidate for the synthesis of advanced materials with potential applications in various fields, such as electronics, energy storage, and nanotechnology.
Physical Properties:
The boiling point of 3-IODO-2-TRIMETHYLSILYLMETHYL-1-PROPENE is 25 °C at a pressure of 0.5 mmHg, indicating that it is a volatile compound under reduced pressure conditions. This property can be useful in certain chemical processes where controlled evaporation or distillation is required.
Preparation
From the corresponding mesylate upon
treatment with sodium iodide in acetone. The mesylate can
be prepared from the commercially available alcohol.
Check Digit Verification of cas no
The CAS Registry Mumber 80121-73-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,1,2 and 1 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 80121-73:
(7*8)+(6*0)+(5*1)+(4*2)+(3*1)+(2*7)+(1*3)=89
89 % 10 = 9
So 80121-73-9 is a valid CAS Registry Number.
80121-73-9Relevant articles and documents
Amphidinolide B: Total synthesis, structural investigation, and biological evaluation
Lu, Liang,Zhang, Wei,Nam, Sangkil,Horne, David A.,Jove, Richard,Carter, Rich G.
, p. 2213 - 2247 (2013/05/09)
The total syntheses of amphidinolide B1 and the proposed structure of amphidinolide B2 have been accomplished. Key aspects of this work include the development of a practical, non-transition-metal-mediated method for the construction of the C13-C15 diene, the identification of α-chelation and dipole minimization models for diastereoselective methyl ketone aldol reactions, the discovery of a spontaneous Horner-Wadsworth-Emmons macrocyclization strategy, and the development of a novel late stage method for construction of an allylic epoxide moiety. The originally proposed structure for amphidinolide B2 and diastereomers thereof display potent antitumor activities with IC50 values ranging from 3.3 to 94.5 nM against human solid and blood tumor cells. Of the different stereoisomers, the proposed structure of amphidinolide B2 is over 12-fold more potent than the C8,9-epimer and C18-epimer in human DU145 prostate cancer cells. These data suggest that the epoxide stereochemistry is a significant factor for anticancer activity.
AN EFFECT SILICON SUBSTITUTION REMOTE FROM REACTIVE SITE
Trost, Barry M.,Curran, Dennis P.
, p. 5023 - 5026 (2007/10/02)
The source of a rate retardation of the trimethylsilyl substituent in an alkylation reaction is probed.
