395116-70-8 Usage
Description
BENZYLDI-1-ADAMANTYLPHOSPHINE is a white to light yellow solid that is sold in collaboration with Solvias AG. It is a phosphine compound known for its application as a catalyst in various chemical reactions.
Uses
Used in Chemical Synthesis:
BENZYLDI-1-ADAMANTYLPHOSPHINE is used as a catalyst for the following chemical reactions:
1. Suzuki Reaction: It acts as a catalyst in the Suzuki reaction, a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of biaryl compounds.
2. Sonogashira Coupling Reaction: BENZYLDI-1-ADAMANTYLPHOSPHINE is used as a catalyst in the Sonogashira coupling reaction, which is a cross-coupling reaction between a terminal alkyne and an aryl or vinyl halide to form carbon-carbon bonds.
3. Ruthenium-Catalyzed Amination of Secondary Alcohols: It serves as a catalyst in the ruthenium-catalyzed amination of secondary alcohols with ammonia, a process that is useful for the synthesis of various amine-containing compounds.
4. Rhodium-Catalyzed Regioselective Hydroformylation of Alkenes: BENZYLDI-1-ADAMANTYLPHOSPHINE is used as a catalyst in the rhodium-catalyzed regioselective hydroformylation of alkenes, a reaction that produces aldehydes with a specific carbon chain distribution.
5. Reductive Carbonylation: It is utilized as a catalyst in reductive carbonylation reactions, which involve the conversion of various substrates to their corresponding carbonylated products under carbon monoxide and hydrogen atmosphere.
These applications highlight the versatility and importance of BENZYLDI-1-ADAMANTYLPHOSPHINE in the field of chemical synthesis, particularly in the development of new compounds and materials.
Reaction
Useful ligand for Sonogashira coupling reaction.
Check Digit Verification of cas no
The CAS Registry Mumber 395116-70-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,9,5,1,1 and 6 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 395116-70:
(8*3)+(7*9)+(6*5)+(5*1)+(4*1)+(3*6)+(2*7)+(1*0)=158
158 % 10 = 8
So 395116-70-8 is a valid CAS Registry Number.
InChI:InChI=1/C27H37P/c1-2-4-19(5-3-1)18-28(26-12-20-6-21(13-26)8-22(7-20)14-26)27-15-23-9-24(16-27)11-25(10-23)17-27/h1-5,20-25H,6-18H2
395116-70-8Relevant articles and documents
General synthesis and catalytic applications of di(1-adamantyl) alkylphosphines and their phosphonium salts
Tewari, Amit,Hein, Martin,Zapf, Alexander,Beller, Matthias
, p. 935 - 941 (2007/10/03)
An improved synthesis of di(1-adamantyl)alkylphosphines by alkylation of di(1-adamantyl)phosphine followed by deprotonation of the resulting phosphonium halide is described. Compared to previous protocols for the synthesis of this class of compounds, the procedure does not require chlorination of the secondary phosphine by phosgene, or formation of sensitive lithium di(1-adamantyl) phosphide. Selected examples of the prepared phosphonium salts and phosphines are shown to be excellent ligands for the palladium-catalyzed cross-coupling reaction of chloroarenes with arylboronic acids.
