13291-18-4 Usage
Description
Isopropenylmagnesium bromide (iPrMgBr) is an organometallic compound that serves as a Grignard reagent in organic chemistry. It is a versatile and essential tool for various chemical reactions, particularly in the synthesis of complex organic molecules. iPrMgBr is characterized by its ability to form stable solutions in 2-methyltetrahydrofuran (2-MeTHF), a biomass-derived solvent with broad applications in organic chemistry.
Uses
Used in Pharmaceutical Industry:
Isopropenylmagnesium bromide is used as a Grignard reagent for the synthesis of various pharmaceutical compounds. Its application in the Grignard reaction is a key step in the preparation of zofenoprilat and (S)-(?)-phosphonotrixin, which are important drugs in the treatment of hypertension and other medical conditions.
Used in Organic Chemistry:
iPrMgBr is used as a reagent for the regioselective ring opening of an optically active epoxy alcohol in the total synthesis of (+)-desepoxyasperdiol, a complex organic molecule with potential applications in various fields.
Used in Green Chemistry:
Isopropenylmagnesium bromide is used as a Grignard reagent in greener solvents, such as 2-methyltetrahydrofuran (2-MeTHF), which aligns with the principles of safer solvents and auxiliaries, the use of renewable feedstocks, and inherently safer chemistry for accident prevention. This application contributes to the development of more environmentally friendly and sustainable chemical processes.
Check Digit Verification of cas no
The CAS Registry Mumber 13291-18-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,2,9 and 1 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13291-18:
(7*1)+(6*3)+(5*2)+(4*9)+(3*1)+(2*1)+(1*8)=84
84 % 10 = 4
So 13291-18-4 is a valid CAS Registry Number.
InChI:InChI=1/C3H5.BrH.Mg/c1-3-2;;/h1H2,2H3;1H;/q;;+1/p-1/rC3H5BrMg/c1-3(2)5-4/h1H2,2H3
13291-18-4Relevant articles and documents
Domino electrocyclization/azide-capture/Schmidt rearrangement of dienones: One-step synthesis of dihydropyridones from simple building blocks
Song, Dong,Rostami, Ali,West
, p. 12019 - 12022 (2008/03/17)
Simple 1,4-dien-3-ones undergo Lewis acid-catalyzed Nazarov electrocyclization and intermolecular trapping by various azides to furnish 3,4-dihydropyridin-2-ones in moderate to good yields. The reaction is proposed to proceed via nucleophilic trapping of
Novel access to neopentyl-type halogenated cyclopentanoids via olefinic cyclobutanols
Nemoto, Hideo,Shiraki, Motohiro,Fukumoto, Keiichiro
, p. 1347 - 1348 (2007/10/03)
The iodonium ion-mediated ring expansion of olefinic cyclobutanols 20, 21, and 25 gave mixtures of iodoalkylated cyclopentanones 33a-c and 34a-c. On the other hand, the same reaction of 29, 30, and 32 stereoselectively afforded iodoalkylated cyclopentanon