(R)-1,1'-Spirobiindane-7,7'-diol - CAS 223259-62-9

Inquiry

(R)-1,1'-Spirobiindane-7,7'-diol (CAS# 223259-62-9 ) is a useful research chemical.

Catalog Number

223259-62-9

CAS

223259-62-9

IUPAC Name

3,3'-spirobi[1,2-dihydroindene]-4,4'-diol

Synonyms

(R)-2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol; (R)-7,7'-Dihydroxy-1,1'-spirobiindane; (R)-SPINOL

Molecular Weight

252.31

Molecular Formula

C17H16O2

Product Information

Canonical SMILES

C1CC2(CCC3=C2C(=CC=C3)O)C4=C1C=CC=C4O

InChI

InChI=1S/C17H16O2/c18-13-5-1-3-11-7-9-17(15(11)13)10-8-12-4-2-6-14(19)16(12)17/h1-6,18-19H,7-10H2

InChI Key

YBRDFCQKQVTQKX-UHFFFAOYSA-N

Purity

≥ 98 %

MDL

MFCD16621090

Physical State

Solid

Storage

Sealed in dry. Keep cold.

Melting Point

158 ℃

Optical Activity

28° (c=1 in chloroform)

Safety Information

Signal Word

Warning

Precautionary Statement

P261 - P280 - P301+P312 - P302+P352 - P305+P351+P338

Hazard Statements

H302 - H315 - H319 - H335

Reference Reading

1. Optically active 1,1'-spirobiindane-7,7'-diol (spinol)-based phosphoric acids as highly enantioselective catalysts for asymmetric organocatalysis.

Yuan-Xi Liao, Qiao-Sheng Hu, Chun-Hui Xing, Jaclynn Ng. J Org Chem. 2011 May 20; 76(10): 4125-31. DOI: 10.1021/jo200302x. PMID: 21463003.

The synthesis and application of a series of optically active 1,1'-spirobiindane-7,7'-diol (SPINOL)-based phosphoric acids are described. These SPINOL-based phosphoric acids were prepared from (R)-SPINOL in three steps and exhibited excellent enantioselectivities for the reactions of indoles with aldimines and β,γ-unsaturated-α-ketoesters. Our study provides a family of promising chiral phosphoric acids to the asymmetric organocatalysis toolbox.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass