677213
(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether
technical grade
Synonym(s):
(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]prolinol trimethylsilyl ether, (R)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)]trimethylsilanyloxy)methyl]pyrrolidine, (R)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)]trimethylsilyloxy)methyl]pyrrolidine
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About This Item
Product Name
(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether, technical grade
InChI
1S/C24H23F12NOSi/c1-39(2,3)38-20(19-5-4-6-37-19,13-7-15(21(25,26)27)11-16(8-13)22(28,29)30)14-9-17(23(31,32)33)12-18(10-14)24(34,35)36/h7-12,19,37H,4-6H2,1-3H3/t19-/m1/s1
SMILES string
C[Si](C)(C)OC([C@H]1CCCN1)(c2cc(cc(c2)C(F)(F)F)C(F)(F)F)c3cc(cc(c3)C(F)(F)F)C(F)(F)F
InChI key
MOHRGTBNEJKFMB-LJQANCHMSA-N
grade
technical grade
optical purity
enantiomeric excess: ≥99.0% (HPLC)
mp
46-55 °C
functional group
fluoro
Related Categories
Application
- Cyclocondensation of enals with methylenepyrrolidines
- Organocatalytic additions of β-ketosulfoxides to conjugated aldehydes
- Organocatalytic aza-Michael reactions
- Stereoselective propargylic alkylation of propargylic esters with aldehydes
- Epoxidation or aziridination of α,β-unsaturated aldehydes and Feist-Benary reactions of 1,3-dicarbonyls
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
>230.0 °F - closed cup
flash_point_c
> 110 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
Professor Karl Anker Jørgensen and his group have developed ethers which serve as excellent chiral organocatalysts in the direct asymmetric α-functionalization of aldehydes.
Professor Geoffrey Coates and co-workers at Cornell University have reported the preparation and use of catalysts composed of an oxophilic Lewis acid and a cobalt tetracarbonyl anion for the ring expansive carbonylation of epoxides to b-lactones and b-lactones to succinic anhydrides.
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