96183-46-9

Basic information

• Product Name: (2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE
• Synonyms: (R,R)-BDDP;(R,R)-BDPP;(2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)PENTANE;(2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE;(2R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PENTANE;(2R,4R)-(+)-2,4-Bis(diphenylphosphino)pentane,99%(R,R)-BDPP;(2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE (R,R)-BDPP;(R,R)-2,4-Bis(diphenylphosphino)pentane
• CAS NO: 96183-46-9
• Molecular Formula: C₂₉H₃₀P₂
• Molecular Weight: 440.5
• Product Categories: organophosphine ligand;Chiral Phosphine
• Mol File: 96183-46-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 78°C
• Boiling Point: 543.8±33.0 °C(Predicted)
• Appearance: white/crystal
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: air sensitive
• CAS DataBase Reference: (2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE(96183-46-9)
• EPA Substance Registry System: (2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE(96183-46-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA: No
• Hazardous Substances Data: 96183-46-9(Hazardous Substances Data)

Usage

General Description

(2R,4R)-(+)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE is a chiral diphosphine ligand widely used in organometallic chemistry and catalysis. The compound consists of a pentane backbone with two bulky diphenylphosphino groups attached to the 2 and 4 positions, giving it a chiral center. 2,4-BIS(DIPHENYLPHOSPHINO)PENTANE is commonly used in asymmetric catalysis for the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. Its chiral nature allows it to selectively bind to specific metal centers, facilitating enantioselective reactions. The compound is also used in a variety of other applications, including the synthesis of coordination compounds, biaryl synthesis, and as a ligand in cross-coupling reactions.

Upstream product

• 123-54-6 acetylacetone 
• 96243-67-3 (2S,4S)-pentane-2,4-diyl bis-(4-methylbenzenesulfonate) 
• 603-35-0 triphenylphosphine 
• 1079-66-9 chloro-diphenylphosphine 
• 15475-27-1 potassium diphenylphosphine 
• 4376-01-6 sodium diphenylphosphide 
• 72345-23-4 (2S,4S)-pentane-2,4-diol 
• 96243-68-4 (2S,4S)-pentane-2,4-diyl bis-(4-methylbenzenesulfonate) 
• 41593-58-2 diphenylphosphineborane 
• 14367-67-0 2-methyl-3-phenylpropionic acid 
• 145130-18-3 lithium diphenylphosphido borane 
• 4559-70-0 Diphenylphosphine oxide 
• 108-86-1 bromobenzene 
• 190671-79-5 (4R,6R)-4,6-dimethyl-(1,3,2)-dioxathian-2,2-dioxide 

Relevant articles and documents

Ni-Catalyzed enantioselective reductive arylcyanation/cyclization of: N -(2-iodo-aryl) acrylamide

A Ni/(S,S)-BDPP-catalyzed intramolecular Heck cyclization of N-(2-iodo-aryl) acrylamide with 2-methyl-2-phenylmalononitrile was developed to give oxindoles with good enantioselectivities. We found that utilizing such an electrophilic cyanation reagent cou

Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation

Chiral diphosphine ligands analogous to bdpp have been synthesized and tested in order to study the effect of the electronic nature of the ligands in Rh-catalyzed asymmetric hydrogenation of some prochiral olefins. The results are compared with those obtained with the analogous unsubstituted ligand (bdpp). The rhodium-catalyzed asymmetric hydrogenation of olefins was influenced by ligand-based electronic effects, as well as substrate based ones. Excellent ee's (up to 98.3%) have been obtained in the rhodium-catalyzed hydrogenation of (Z)-α-acetamidocinnamic acids and esters.

Process for producing optically active benzhydrol compounds

A process for producing a benzhydrol compound (II) which comprises hydrogenating a benzophenone compound (I) in the presence of a hydrogenation catalyst consisting of a transition metal complex, a base and an optically active diamine compound: STR1 wherein R1 to R10 each represents H, OH, C1-4 alkyl, C1-4 alkoxy, C1-4 alkanoyl, etc., R2 and R3, and R8 and R9 may form --CH=CH--CH=CH--, or any two of R1 to R9 adjacent to each other may be bonded to thereby form --OCH2 O-- or --(CH2)3 --. By using this process, optically active benzhydrol compounds which have a high purity and are useful as, for example, intermediates in the synthesis of drugs can be produced by simple procedures.