220196-29-2

Basic information

• Product Name: (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE
• Synonyms: (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE;(S,S)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE;rel-(+)-[[(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)]bis[bis(3,5-dimethylphenyl)phosphine]
• CAS NO: 220196-29-2
• Molecular Formula: C39H48O2P2
• Molecular Weight: 610.74
• Mol File: 220196-29-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE(220196-29-2)
• EPA Substance Registry System: (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE(220196-29-2)

Safety Data

• Hazardous Substances Data: 220196-29-2(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
(R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE is used as a ligand for the formation of metal complexes. Its unique structure allows for the creation of complexes with specific properties, which can be tailored for various applications.
Used in Catalysis:
In the field of catalysis, (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE is employed to enhance the efficiency of chemical reactions. Its presence can improve the selectivity and activity of catalysts, leading to more effective and environmentally friendly processes.
Used in Chemical Synthesis:
(R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE is also utilized in chemical synthesis, where it can facilitate the formation of new compounds with desired properties. Its versatility makes it a valuable tool in the development of novel materials and substances.
Used in Research and Development:
Due to its unique structure and properties, (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE is frequently used in research and development to explore new avenues in chemical science. It can help scientists understand the behavior of different compounds and develop innovative solutions to various challenges in the field.
Used in Pharmaceutical Industry:
(R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE is used as a key component in the synthesis of certain pharmaceutical compounds. Its unique properties can be harnessed to create new drugs with improved efficacy and reduced side effects.
Used in Material Science:
In the field of material science, (R,R)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE is employed to develop new materials with specific properties. Its unique structure can be used to create materials with enhanced mechanical, electrical, or optical characteristics, depending on the desired application.

Upstream product

• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 1380504-57-3 C₃₉H₄₈O₄P₂ 
• 187344-92-9 bis(3,5-dimethylphenyl)phosphine oxide 
• 58342-57-7 (4R,5R)-trans-4,5-bis(iodomethyl)-2,2-dimethyl-1,3-dioxolane 
• 73744-64-6 (+)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-dibromobutane 
• 37002-45-2 (4S,5S)-2,2-dimethyl-4,5-bis(p-toluenesulfonyloxymethyl)-1,3-dioxolan 
• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 69055-79-4 (+)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-dichlorobutane 

Relevant articles and documents

Enantioselective Rh-Catalyzed Hydroboration of Silyl Enol Ethers

The asymmetric hydroboration of alkenes has proven to be among the most powerful methods for the synthesis of chiral boron compounds. This protocol is well suitable for activated alkenes such as vinylarenes and alkenes bearing directing groups. However, the catalytic enantioselective hydroboration of O-substituted alkenes has remained unprecedented. Here we report a Rh-catalyzed enantioselective hydroboration of silyl enol ethers (SEEs) that utilizes two new chiral phosphine ligands we developed. This approach features mild reaction conditions and a broad substrate scope as well as excellent functional group tolerance, and enables highly efficient preparation of synthetically valuable chiral borylethers.

High linear selectivity ligand for allyl alcohol hydroformylation

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

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

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 comprising a rhodium complex and a diphosphine. The diphoshine is a trans-1,2-bis(bis(3,4-di-n-alkylphenyl)phosphinomethyl)cyclobutane and/or a 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis[bis(3,4-di-n-alkylphenyl)phosphino] butane. The process gives high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde.

Hydroformylation process

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 trans-1,2-bis(bis(3,5-di-n-alkylphenyl)phosphinomethyl)-cyclobutane. The process gives high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde.

Hydroformylation process

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.

Novel Copper Complexes of Chiral Diphosphines: Preparation, Structure, and Use To Form Rhodium Complex Catalysts for Chiral Hydrogenations

Treatment of chiral diphosphines 5a-c and 13 ("DIOP", aryl derivatives and related substances) with CuCl in boiling ethanol gave complexes having the composition n, 6a-c and 11.Crystallizations of 6a-c from crude 70-80percent pure 5a-c and decomposition of the complexes by ammonia gave the pure diphosphines.Ligand exchange between 6a-c and 2 in methanol at 23 deg C was rapid and complete.Treatment of the resulting solutions with H2 gave active catalysts for asymmetric hydrogenations.