25316-59-0 Usage
Description
Benzyltributylammonium bromide is a white to light yellow crystalline powder that is a quaternary ammonium salt with the chemical formula C22H42BrNO. It is a versatile compound with various applications in different industries due to its unique chemical properties.
Uses
Used in Organic Synthesis:
Benzyltributylammonium bromide is used as a phase transfer catalyst in the isomerization reactions of cis-4-formyl-2-azetidinones. This application is crucial in the synthesis of various organic compounds and pharmaceuticals.
Used in the Preparation of Deep Eutectic Solvents:
Benzyltributylammonium bromide is used as a hydrogen-bond acceptor in the preparation of deep eutectic solvents. These solvents are eco-friendly and have a wide range of applications, including the isolation of lysozyme from chicken egg white.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, benzyltributylammonium bromide is used in the phase transfer glycosylation of novobiocin to yield glucosyl-novobiocin. This process is essential for the synthesis of antibiotics and other bioactive compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 25316-59-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,3,1 and 6 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 25316-59:
(7*2)+(6*5)+(5*3)+(4*1)+(3*6)+(2*5)+(1*9)=100
100 % 10 = 0
So 25316-59-0 is a valid CAS Registry Number.
InChI:InChI=1/C19H34N.BrH/c1-4-7-15-20(16-8-5-2,17-9-6-3)18-19-13-11-10-12-14-19;/h10-14H,4-9,15-18H2,1-3H3;1H/q+1;/p-1
25316-59-0Relevant articles and documents
Nitrogen: Versus phosphorus nucleophiles-how changing the nucleophilic heteroatom affects ionic liquid solvent effects in bimolecular nucleophilic substitution processes
Schaffarczyk McHale, Karin S.,Hawker, Rebecca R.,Harper, Jason B.
supporting information, p. 7437 - 7444 (2016/09/12)
A series of nitrogen and phosphorus nucleophiles have been investigated to determine whether the previously established ionic liquid solvent effects on a bimolecular nucleophilic substitution (SN2) reaction vary with the nature of the nucleophilic centre. Reaction of group 15 triphenyl nucleophiles with benzyl bromide showed a different trend in the rate constant with increasing proportions of ionic liquid in the reaction mixture than was observed with pyridine. This result suggests additional interactions are important; a supposition supported by differences in reaction outcome observed when the electrophile was varied in reactions with triphenylphosphine. A novel ionic liquid solvent effect was observed in the reaction of tributylamine with benzyl bromide, with the position of equilibrium varying with the proportions of the ionic liquid present in the reaction mixture. Overall, the work presented demonstrates the importance of considering all possible interactions between an ionic liquid solvent and species along the reaction coordinate and has expanded upon our current predictive framework for ionic liquid solvent effects. Such understanding is important as it allows further development of a predictive framework for the application of ionic liquids in preparative chemistry.