62731-43-5 Usage
Description
9-BBN TRIFLATE, also known as 9-borabicyclo[3.3.1]nonane trifluoromethanesulfonate, is a chemical compound that serves as a versatile reagent in organic synthesis. It is characterized by its ability to stabilize various carbocations and facilitate a range of reactions, making it a valuable tool in the field of chemistry.
Uses
Used in Organic Synthesis:
9-BBN TRIFLATE is used as a reagent for the preparation of a dialkylborenium ion stabilized by an N-heterocyclic carbene. This application is crucial in the synthesis of complex organic molecules, as it provides a stable intermediate that can be further manipulated in the reaction sequence.
Used in Mukaiyama Aldol Addition:
In the field of organic chemistry, 9-BBN TRIFLATE is used as a catalyst for Mukaiyama aldol addition reactions. This reaction is an important carbon-carbon bond-forming process that allows for the synthesis of a wide range of organic compounds, including those with potential pharmaceutical applications.
Used in Porphyrin Chemistry:
9-BBN TRIFLATE is employed as a reagent in the preparation of porphyrin dimethyldioxanyl tolyl derivative complexes. These complexes are of interest in various fields, including materials science and medicinal chemistry, due to their unique optical and electronic properties.
Used in Palladium Catalysis:
In the field of catalysis, 9-BBN TRIFLATE is used as a ligand for the preparation of palladium porphyrin complexes. These complexes are valuable catalysts for a variety of reactions, including cross-coupling and oxidation processes, which are essential in the synthesis of pharmaceuticals and other specialty chemicals.
Used in Boron-Mediated Reactions:
9-BBN TRIFLATE is utilized as a reagent in boron-mediated β-alkoxy Me ketone aldol addition reactions. This application is significant in the synthesis of complex molecular structures, as it allows for the selective formation of carbon-carbon bonds in a controlled manner.
Used as an Enolization Agent:
In the realm of organic synthesis, 9-BBN TRIFLATE is used as an enolization agent. This role is essential for the preparation of enol derivatives, which are key intermediates in various chemical reactions, including the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 62731-43-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,2,7,3 and 1 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 62731-43:
(7*6)+(6*2)+(5*7)+(4*3)+(3*1)+(2*4)+(1*3)=115
115 % 10 = 5
So 62731-43-5 is a valid CAS Registry Number.
62731-43-5Relevant articles and documents
Synthesis and characterization of a doubly base-stabilized B 3H6+ analogue
Schulenberg, Nikola,Wadepohl, Hubert,Himmel, Hans-Joerg
, p. 10444 - 10447 (2011)
The answer to an old question: A doubly base-stabilized B3H 6+ analogue (see structure: B green, C gray, N blue, H light gray, H on C not shown) has been synthesized and completely characterized. Quantum-chemical calculations on a simplified model confirmed the presence of closed B-B-B three-center bonding and σ-aromatic character. Copyright
Regio- and Stereoselective Cross-aldol Reactions via Dialkylboryl Triflates
Inoue, Tan,Mukaiyama, Teruaki
, p. 174 - 178 (2007/10/02)
New borylating reagents, (Bu2BOTf and 9-BBNOTf), were prepared in high yields.The triflates reacted with enolizable ketones in the presence of tertiary amines to generate selectively one of the regioisomers of vinyloxyboranes by the choice of the reagents (the dialkylboryl triflates and tertiary amines) under mild reaction conditions.Vinyloxyboranes thus generated showed remarkable reactivity toward aldehydes to give only one regioisomer of the corresponding cross-aldols in good yields.High stereoselectivity was also observed in these reactions.
