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675555

Sigma-Aldrich

1,2-Bis[(2R,5R)-2,5-(dimethylphospholano]ethane(cyclooctadiene)rhodium(I) tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C22H40BF4P2Rh
CAS Number:
Molecular Weight:
556.21
UNSPSC Code:
12352005
PubChem Substance ID:

form

solid

functional group

phosphine

SMILES string

[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.C[C@@H]2CC[C@@H](C)P2CCP3[C@H](C)CC[C@H]3C

InChI

1S/C14H28P2.C8H12.BF4.Rh/c1-11-5-6-12(2)15(11)9-10-16-13(3)7-8-14(16)4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h11-14H,5-10H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t11-,12-,13-,14-;;;/m1.../s1

InChI key

CVUPEPGZCZHSOF-ZTCBNWEGSA-N

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Catalyst for:
  • Preparation of substituted phenylalanine via asymmetric hydrogenation of N-acetyldehydroamino acid precursor
  • Enantioselective preparation of trifluoromethyl amino acids via asymmetric hydrogenation
  • Asymmetric hydrogenation of acetamidocinnamate

Legal Information

Sold in collaboration with Kanata Chemical Technologies, Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

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Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Articles

Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.

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