74839-84-2

Basic information

• Product Name: (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE
• Synonyms: (R,R)-CHIRAPHOS;(2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE;(2R,3R)-(+)-2,3-BIS(DIPHENYL PHOSPHINO)BUTANE;(2R,3R)-(+)-Bis(diphenylphosphino)butane, (R,R)-CHIRAPHOS;(R,R)-Chiraphos,97%;(2R,3R)-(+)-Bis(diphenylphosphino)butane, 98% (R,R)-CHIRAPHOS;(2R,3R)-(+)-2,3-Bis(diphenylphosphino)butane (R,R)-CHIRAPHOS;2,3-Bis(diphenylphosphino)butane
• CAS NO: 74839-84-2
• Molecular Formula: C₂₈H₂₈P₂
• Molecular Weight: 426.47
• Product Categories: Pharmaceutical Intermediates;Chiral Phosphine
• Mol File: 74839-84-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 104-109 °C
• Boiling Point: 529.2 °C at 760 mmHg
• Flash Point: 291.2 °C
• Appearance: /solid
• Vapor Pressure: 9.4E-11mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE(74839-84-2)
• EPA Substance Registry System: (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE(74839-84-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39-26-37/39
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 74839-84-2(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Uses

(2R,3R)-Bis(diphenylphosphino)butane is a reagent used in the synthesis of endothelin A receptor antagonists. Also used in the synthesis of (R)-Tolterodine and (S)-Tolterodine.

Purification Methods

It recrystallises from absolute EtOH (~6g in 60mL) as colourless plates [Fryzuk & Bosnich J Am Chem Soc 99 6262 1977, Fryzuk & Bosnich J Am Chem Soc 101 3043 1979].

InChI:InChI=1/C28H28P2/c1-23(29(25-15-7-3-8-16-25)26-17-9-4-10-18-26)24(2)30(27-19-11-5-12-20-27)28-21-13-6-14-22-28/h3-24H,1-2H3/t23-,24-/m1/s1

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 113017-77-9 2,3-dibuta-1,3-diene 
• 192449-15-3 (R,R)-2,3-Bis(diphenylphosphinoyl)butane 
• 74839-83-1 (2S,3S)-bis(4-methylbenzenesulfonyl)butane 
• 65567-06-8 lithium diphenylphosphide 

Downstream Products

• 113009-11-3 {Mo₂(MeCO₂)2(2S,3S)-bis(diphenylphosphino)butane(MeCN)2}{BF₄}2 

Relevant articles and documents

Highly Active and Selective Ethylene Oligomerization Catalyst and Method of Preparing Hexene or Octene Using the Same

This invention relates to a chromium complex compound for selective ethylene oligomerization including a chiral ligand, and to a method of selectively preparing 1-hexene or 1-octene from ethylene using the same.

Synthesis of the chiral diphosphine ligand 2,3-bis(diphenylphosphino)butane (CHIRAPHOS)

A new synthesis of CHIRAPHOS starting from readily available 2,3-bis(diphenylphosphinyl)- 1,3-butadiene has been devised. The key step of the synthesis is the hydrogenation of the diene to rac-2,3-bis(diphenylphosphinyl)butane. This reduction can be conve