32305-98-9 Usage
Description
(-)-DIOP, also known as (-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane, is a C2 chelating diphosphine ligand used in the formation of transition metal complexes during asymmetric catalysis. It is characterized by its white powder form and plays a crucial role in enhancing the selectivity and efficiency of various chemical reactions.
Uses
Used in Pharmaceutical Industry:
(-)-DIOP is used as a chiral ligand for the in situ preparation of chiral hydrogenation catalysts, which are essential in the synthesis of enantiomerically pure compounds. This application is particularly important in the production of pharmaceuticals, where the desired biological activity is often associated with a specific enantiomer.
Used in Chemical Synthesis:
(-)-DIOP is used as a ligand in asymmetric catalysis for the synthesis of various chiral compounds, including natural products, agrochemicals, and other specialty chemicals. Its ability to induce high enantioselectivity makes it a valuable tool in the development of enantiomerically pure products.
Used in Research and Development:
(-)-DIOP is utilized in academic and industrial research settings to explore new methods and improve existing processes in asymmetric catalysis. Its unique properties allow chemists to investigate novel reaction pathways and develop more efficient and selective catalytic systems.
Purification Methods
It has been recrystallised from *C6H6/pet ether. After 2 recrystallisations from EtOH, it was pure by TLC on silica gel using Me2CO/hexane as solvent. [Kagan & Dang J Am Chem Soc 94 6429 1972.] Lanthanide shift reagents See in “Aliphatic Compounds”, Chapter 4, europium (III) acetate above and Eu(tmc)3 and Eu(tfc)3 below.
Check Digit Verification of cas no
The CAS Registry Mumber 32305-98-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,3,0 and 5 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 32305-98:
(7*3)+(6*2)+(5*3)+(4*0)+(3*5)+(2*9)+(1*8)=89
89 % 10 = 9
So 32305-98-9 is a valid CAS Registry Number.
InChI:InChI=1/C31H32O2P2/c1-31(2)32-29(23-34(25-15-7-3-8-16-25)26-17-9-4-10-18-26)30(33-31)24-35(27-19-11-5-12-20-27)28-21-13-6-14-22-28/h3-22,29-30H,23-24H2,1-2H3/t29-,30-/m0/s1
32305-98-9Relevant articles and documents
High linear selectivity ligand for allyl alcohol hydroformylation
-
Page/Page column 7; 8, (2020/11/28)
A process for selectively producing 4-hydroxybutyraldehyde from allyl alcohol is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst system comprising a rhodium complex and a trans-1,2-bis(bis(3,4,5-tri-n-alkylphenyl)phosphinomethyl)-cyclobutane. The process gives high yield of 4-hydroxybutyraldehyde compared to temperature.
NAPHTHENIC HYDROCARBON ADDITIVES FOR DIARYL PHOSPHIDE SALT FORMATION
-
Page/Page column 13, (2010/09/18)
The invention relates to the use of polycyclic aromatic hydrocarbons (PAHs) such as naphthalene and its alkyl, aryl, or heteroatom substituted analogs, that act as catalysts in the presence of an alkali metal (Li, K, Na) for the reduction of electron-deficient and electron-rich triaryl phosphines to their corresponding alkali metal diaryl phosphide salts. The process is also useful for the catalysis of triaryl phosphine chalcogen adducts such as the sulfides, oxides, and selenides, diaryl(halo)phosphines, triaryl phosphine-borane adducts, and tetra-aryl bis(phosphines) that can also be reduced to their corresponding alkali metal diaryl phosphide salts. The invention also relates to small molecule PAHs and polymer tethered PAHs naphthenics.
Hydroformylation process
-
Page/Page column 4-5, (2008/06/13)
A process for the production of 4-hydroxybutyraldehyde is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst system comprising a rhodium complex and a 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis[bis(3,5-di-n-alkylphenyl)phosphino]butane. The process gives high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde.