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136705-65-2

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136705-65-2 Usage

Reaction

The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted acetamidoacrylates and enol acetates yielding products of high enantiomeric excesses. Efficient ligand for the asymmetric hydrogenation of tetrasubstituted enamides. Forms superior catalysts for asymmetric reductive aminations. Catalyst used for the asymmetric hydrogenation of enol phosphonates. A novel enantioselective synthesis of β-amino alcohols and 1,2-diamines.

Uses

Different sources of media describe the Uses of 136705-65-2 differently. You can refer to the following data:
1. It is used as ligands like DuPhos and BPE ligands and are highly efficient privileged ligands.
2. DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

General Description

Optical rotation devation ± 13

Check Digit Verification of cas no

The CAS Registry Mumber 136705-65-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,7,0 and 5 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 136705-65:
(8*1)+(7*3)+(6*6)+(5*7)+(4*0)+(3*5)+(2*6)+(1*5)=132
132 % 10 = 2
So 136705-65-2 is a valid CAS Registry Number.
InChI:InChI=1/C26H44P2/c1-17(2)21-13-14-22(18(3)4)27(21)25-11-9-10-12-26(25)28-23(19(5)6)15-16-24(28)20(7)8/h9-12,17-24H,13-16H2,1-8H3/t21-,22-,23-,24-/m1/s1

136705-65-2 Well-known Company Product Price

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  • Alfa Aesar

  • (H60227)  1,2-Bis[(2R,5R)-2,5-diisopropyl-1-phospholanyl]benzene, 97+%   

  • 136705-65-2

  • 250mg

  • 2197.0CNY

  • Detail
  • Alfa Aesar

  • (H60227)  1,2-Bis[(2R,5R)-2,5-diisopropyl-1-phospholanyl]benzene, 97+%   

  • 136705-65-2

  • 1g

  • 7912.0CNY

  • Detail
  • Aldrich

  • (668524)  (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene  kanata purity

  • 136705-65-2

  • 668524-100MG

  • 1,339.65CNY

  • Detail
  • Aldrich

  • (668524)  (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene  kanata purity

  • 136705-65-2

  • 668524-500MG

  • 4,820.40CNY

  • Detail

136705-65-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R,5R)-1-[2-[(2R,5R)-2,5-di(propan-2-yl)phospholan-1-yl]phenyl]-2,5-di(propan-2-yl)phospholane

1.2 Other means of identification

Product number -
Other names (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:136705-65-2 SDS

136705-65-2Downstream Products

136705-65-2Relevant articles and documents

Diastereoselective Coordination of P-Stereogenic Secondary Phosphines in Copper(I) Chiral Bis(phosphine) Complexes: Structure, Dynamics, and Generation of Phosphido Complexes

Gibbons, Sarah K.,Valleau, Christopher R. D.,Peltier, Jesse L.,Cain, Matthew F.,Hughes, Russell P.,Glueck, David S.,Golen, James A.,Rheingold, Arnold L.

, p. 8854 - 8865 (2019)

Diastereoselective coordination of racemic secondary phosphines (PHRR′) to Cu(I) precursors containing chiral bis(phosphines) (diphos*) was explored as a potential route to P-stereogenic phosphido complexes. Reaction of [Cu(NCMe)4][PF6] with chiral bis(phospholanes) gave [Cu(diphos*)2][PF6] (diphos? = (R,R)-Me-DuPhos (1), (R,R)-Et-DuPhos (2), or (R,R)-Me-FerroLANE) (3)) or the mono(chelates) [Cu(diphos*)(NCMe)n][PF6] (diphos? = (R,R)-i-Pr-DuPhos, n = 2 (4); diphos? = (R,R)-Me-FerroLANE, n = 1 (5)). Treatment of [Cu(NCMe)4][PF6] with diphos? and PHMe(Is) (Is = 2,4,6-(i-Pr)3C6H2) gave mixtures of diastereomers of [Cu((R,R)-i-Pr-DuPhos)(PHMe(Is))(NCMe)][PF6] (6) and [Cu((R,R)-Me-FerroLANE)(PHMe(Is))][PF6] (7); two of the three expected isomers of the bis(secondary phosphine) complexes [Cu((R,R)-i-Pr-DuPhos)(PhHP(CH2)nPHPh)][PF6] (n = 2 (8); n = 3 (9)) were formed preferentially in related reactions. Reaction of the halide-bridged dimers [Cu((R,R)-i-Pr-DuPhos)(X)]2 or [Cu((R,R)-Me-FerroLANE)(I)]2 with PHMe(Is) gave the labile adducts Cu((R,R)-i-Pr-DuPhos)(PHMe(Is))(X) (X = Cl (10), Br (11), I (12)) and Cu((R,R)-Me-FerroLANE)(PHMe(Is))(I) (13). Complexes 1, 6, and 8-11 were structurally characterized by X-ray crystallography. Variable temperature NMR studies of 6 and 8 showed that the secondary phosphine ligands underwent reversible dissociation. Deprotonation of 6 or 7 generated the P-stereogenic phosphido complexes Cu(diphos*)(PMeIs) (diphos? = (R,R)-i-Pr-DuPhos (14) or (R,R)-Me-FerroLANE) (17)), observed by 31P NMR spectroscopy, but decomposition also occurred. Density functional theory calculations were used to characterize the diastereomers of thermally unstable 17 and the inversion barrier in a model copper-phosphido complex. These observations provided structure-property relationships which may be useful in developing catalytic asymmetric reactions involving secondary phosphines and P-stereogenic copper phosphido intermediates.

C2-symmetric bis(phospholanes) and their use in highly enantioselective hydrogenation reactions

Burk, Mark J.

, p. 8518 - 8519 (2007/10/02)

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