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Key Documents

346802

Sigma-Aldrich

(S)-(−)-Indoline-2-carboxylic acid

99%

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About This Item

Empirical Formula (Hill Notation):
C9H9NO2
CAS Number:
Molecular Weight:
163.17
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

powder

optical activity

[α]20/D −114°, c = 1 in 1 M HCl

mp

177 °C (dec.) (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)[C@@H]1Cc2ccccc2N1

InChI

1S/C9H9NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-4,8,10H,5H2,(H,11,12)/t8-/m0/s1

InChI key

QNRXNRGSOJZINA-QMMMGPOBSA-N

Application

Catalyst for enantioselective cyclopropanations.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Repr. 2 - Skin Sens. 1 - STOT RE 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Roxanne K Kunz et al.
Journal of the American Chemical Society, 127(10), 3240-3241 (2005-03-10)
A new method for enantioselective organocatalytic cyclopropanation is described. This study outlines the identification of a new class of iminium catalyst based on the concept of directed electrostatic activation (DEA). This novel organocatalytic mechanism exploits dual activation of ylide and

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