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Merck
CN

670472

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]-3,3,4,4-tetrafluoro-1-cyclobutene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

95%

Synonym(s):

1,2-Bis[(2R,5R)-2,5-dimethyl-phospholanyl]3,3,4,4-tetrafluoro-1-cyclobutene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, catASium® MQF(R)Rh

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About This Item

Empirical Formula (Hill Notation):
C24H36BF8P2Rh
CAS Number:
910048-20-3
Molecular Weight:
652.19
UNSPSC Code:
12352005
PubChem Substance ID:
329760271
MDL number:
MFCD10567388

Key Documents

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InChI

1S/C16H24F4P2.C8H12.BF4.Rh/c1-9-5-6-10(2)21(9)13-14(16(19,20)15(13,17)18)22-11(3)7-8-12(22)4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h9-12H,5-8H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t9-,10-,11-,12-;;;/m1.../s1

SMILES string

[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.C[C@@H]2CC[C@@H](C)P2C3=C(P4[C@H](C)CC[C@H]4C)C(F)(F)C3(F)F

InChI key

FAEFUBUMCYELNL-HEEUKTGESA-N

assay

≥95% (31P-NMR), 95%

Quality Level

100

Related Categories

General description

sold in collaboration with Solvias AG

Application

Essential Elements for Asymmetric Hydrogenations
1,2-Bis[(2R,5R)-2,5-dimethylphospholano]-3,3,4,4-tetrafluoro-1-cyclobutene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate can be used as a catalyst in the hydrogenation of unsaturated lactate precursors and α-(hydroxymethyl)- acrylate derivatives.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

catASium is a registered trademark of Umicore AG & Co. KG

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1372782
1360687

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Synthesis of Chiral 2-Hydroxy-1-methylpropanoates by Rhodium-Catalyzed Stereoselective Hydrogenation of α-(Hydroxymethyl)-acrylate Derivatives
Holz J, et al.
advanced synthesis and catalysis, 350(16), 2533-2543 (2008)
Synthesis of Chiral 2-Hydroxy-1-methylpropanoates by Rhodium-Catalyzed Stereoselective Hydrogenation of α-(Hydroxymethyl)-acrylate Derivatives
Holz J, et al.
Advanced Synthesis & Catalysis, 350(16), 2533-2543 (2008)
Benjamin Schäffner et al.
ChemSusChem, 1(11), 934-940 (2008-10-29)
The asymmetric hydrogenation of alpha-acetoxy acrylates to O-acetyl lactates with Rh catalysts based on chiral bisphospholane ligands was investigated in propylene carbonate (PC) as "green" solvent. In contrast to DuPHOS-type ligands, catASium M ligands lead to full conversion of the

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