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677019

Sigma-Aldrich

(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether

97%

Synonym(s):

(S)-α,α-[3,5-Bis(trifluoromethyl)phenyl]prolinol trimethylsilyl ether, (S)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)trimethylsilyloxy)methyl]pyrrolidine, (S)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)trimethylsilanyloxy)methyl]pyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C24H23F12NOSi
CAS Number:
848821-61-4
Molecular Weight:
597.51
MDL number:
MFCD09750447
UNSPSC Code:
12352005
PubChem Substance ID:
24885347
NACRES:
NA.22

Assay

97%

mp

48-56 °C

functional group

fluoro

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

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-/m0/s1

InChI key

MOHRGTBNEJKFMB-IBGZPJMESA-N

General description

(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether is a diarylprolinol silyl ether organocatalyst. It can catalyze a variety of bond-forming reactions such as C-C, C-N, C-O, C-S, and C-Hal in high yields and excellent levels of enantiocontrol.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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)

>230.0 °F - closed cup

Flash Point(C)

> 110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT1603
MKCR3684
MKCL2479
MKCJ3506
MKCG0325

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(S)-(−)-α,α-Di-(2-naphthyl)-2-pyrrolidine methanol 97%

Sigma-Aldrich

699837

(S)-(−)-α,α-Di-(2-naphthyl)-2-pyrrolidine methanol

The diarylprolinol silyl ether system: a general organocatalyst.
Jensen KL, et al.
Accounts of Chemical Research, 45(2), 248-264 (2011)

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