668478
(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane
kanata purity
Synonym(s):
(R,R)-Et-BPE
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About This Item
Empirical Formula (Hill Notation):
C18H36P2
CAS Number:
Molecular Weight:
314.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Quality Level
refractive index
n20/D 1.5249
bp
104-106 °C/0.05 mmHg
density
0.939 g/mL at 25 °C
functional group
phosphine
SMILES string
CC[C@@H]1CC[C@@H](CC)P1CCP2[C@H](CC)CC[C@H]2CC
InChI
1S/C18H36P2/c1-5-15-9-10-16(6-2)19(15)13-14-20-17(7-3)11-12-18(20)8-4/h15-18H,5-14H2,1-4H3/t15-,16-,17-,18-/m1/s1
InChI key
QOLRLVPABLMMKI-BRSBDYLESA-N
Application
(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane can be used as a reactant to prepare:
It can also be used as a catalyst in the enantioselective preparation of (perfluoroalkyl)butenyldiketones via cross Rauhut-Currier reaction of β-perfluoroalkylenones and vinyl ketones.
- Chromium diphosphine chloride complex which is employed as a catalyst for chemoselective oligomerization reaction.
- α-Arylpyrrolidines by Suzuki-Miyaura cross-coupling and enantioselective copper-catalyzed intramolecular hydroamination reactions.
It can also be used as a catalyst in the enantioselective preparation of (perfluoroalkyl)butenyldiketones via cross Rauhut-Currier reaction of β-perfluoroalkylenones and vinyl ketones.
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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.
Catalytic Asymmetric Synthesis of α-Arylpyrrolidines and Benzo-fused Nitrogen Heterocycles
Dai X-J, et al.
Angewandte Chemie (International Edition in English), 131(11), 3445-3449 (2019)
Phosphine-Catalyzed Asymmetric Intermolecular Cross Rauhut-Currier Reaction of β-Perfluoroalkyl-Substituted Enones and Vinyl Ketones
T Mengna, et al.
advanced synthesis and catalysis, 359(19), 3347-3353 (2017)
Phospholane-Based Ligands for Chromium-Catalyzed Ethylene Tri-and Tetramerization
Boelter SD, et al.
Organometallics, 39(7), 976-987 (2020)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 668478-500MG | 04061832624150 |
| 668478-100MG | 04061832624143 |