120666-13-9 Usage
Description
2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phospha-bicyclo[3.3.3]undecane, with the chemical formula C9H21N4P, is a unique organophosphorus compound characterized by its bicyclic structure and methyl groups. It is known for its catalytic properties and is utilized in various chemical reactions, particularly in the synthesis of organic compounds.
Uses
Used in Pharmaceutical Industry:
2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phospha-bicyclo[3.3.3]undecane is used as a catalyst for the direct α-arylation of nitriles with aryl chlorides and aryl bromides. This process is crucial in the synthesis of various pharmaceutical compounds, as it allows for the efficient and selective formation of carbon-carbon bonds, which are essential in creating complex molecular structures.
Used in Environmental Applications:
In the field of environmental chemistry, 2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phospha-bicyclo[3.3.3]undecane serves as a catalyst in the reduction of carbon dioxide to methylamines under metal-free conditions. This process is significant for developing sustainable methods to convert greenhouse gases into valuable chemicals, thus contributing to the reduction of carbon emissions and the development of green technologies.
Used in Chemical Research:
2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phospha-bicyclo[3.3.3]undecane is also utilized in academic and industrial research settings as a catalyst for various organic reactions. Its unique structure and properties make it a valuable tool for chemists to explore new reaction pathways and develop innovative synthetic methods, potentially leading to the discovery of new compounds and materials with diverse applications.
Reaction
Exceedingly strong, non-ionic Br?nsted and Lewis base useful in a variety of organic transformations.
Check Digit Verification of cas no
The CAS Registry Mumber 120666-13-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,0,6,6 and 6 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 120666-13:
(8*1)+(7*2)+(6*0)+(5*6)+(4*6)+(3*6)+(2*1)+(1*3)=99
99 % 10 = 9
So 120666-13-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H21N4P/c1-10-4-7-13-8-5-11(2)14(10)12(3)6-9-13/h4-9H2,1-3H3/p+1
120666-13-9Relevant articles and documents
The Unusually Robust P-H Bond in the Novel Cation
Lensink, C.,Xi, S. K.,Daniels, L. M.,Verkade, J. G.
, p. 3478 - 3479 (1989)
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An Improved Synthesis of the Strong Base P(MeNCH2CH2)3N
Tang, Jian-sheng,Verkade, John G.
, p. 2903 - 2904 (1993)
The proazaohosphatrane P(MeNCH2CH2)3N is synthesized in high yield from (HMeNCH2CH2)3N and ClP(NEt2)2.The last compound is synthesized from inexpensive PCl3 and HNEt2. Key Words: strong non-ionic base; proazaphosphatrane; high yield synthesis
Activation of diboron reagents with bronsted bases and alcohols: An experimental and theoretical perspective of the organocatalytic boron conjugate addition reaction
Pubill-Ulldemolins, Cristina,Bonet, Amadeu,Bo, Carles,Gulyas, Henrik,Fernandez, Elena
supporting information; experimental part, p. 1121 - 1126 (2012/03/22)
Bases play an important role in organocatalytic boron conjugate addition reactions. The sole use of MeOH and a base can efficiently transform acyclic and cyclic activated olefins into the corresponding β-borated products in the presence of diboron reagents. Inorganic and organic bases deprotonate MeOH in the presence of diboron reagents. It is concluded, on the basis of theoretical calculations, NMR spectroscopic data, and ESI-MS experiments, that the methoxide anion forms a Lewis acid-base adduct with the diboron reagent. The sp 2 B atom of the methoxide-diboron adduct gains a strongly nucleophilic character, and attacks the electron-deficient olefin. The methanol protonates the intermediate, generating the product and another methoxide anion. This appears to be the simplest method to activate diboron reagents and make them suitable for incorporation into target organic molecules. The simplest method to activate diboron reagents and make them suitable for incorporation in targeted organic molecules seems to be deprotonation of MeOH by base (e.g., Verkade's base) to generate the methoxide anion, which interacts with the diboron reagent to give a nucleophilic Lewis acid-base adduct that promotes the β-boration of α,β-unsaturated carbonyl substrates. Methanol protonates the intermediate to generate the product and another methoxide anion (see scheme). Copyright