Skip to Content
Merck
All Photos(1)

Key Documents

690007

Sigma-Aldrich

(S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol

95% (HPLC)

Synonym(s):

(1S)-3,3′-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1′-binaphthalene-2,2′-diol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C50H58O2
CAS Number:
Molecular Weight:
690.99
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95% (HPLC)

form

solid

optical purity

ee: ≥99.0

SMILES string

CC(C)c1cc(C(C)C)c(c(c1)C(C)C)-c2cc3ccccc3c(c2O)-c4c(O)c(cc5ccccc45)-c6c(cc(cc6C(C)C)C(C)C)C(C)C

InChI

1S/C50H58O2/c1-27(2)35-23-39(29(5)6)45(40(24-35)30(7)8)43-21-33-17-13-15-19-37(33)47(49(43)51)48-38-20-16-14-18-34(38)22-44(50(48)52)46-41(31(9)10)25-36(28(3)4)26-42(46)32(11)12/h13-32,51-52H,1-12H3

InChI key

BCAHCEFAVPAFSH-UHFFFAOYSA-N

Application

(S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol can be used as a reactant to prepare BINOL-based chiral N-triflyl thiophosphoramides as chiral Bronsted acid catalysts for the asymmetric synthesis of α-substituted cycloalkanones via enantioselective hydrolysis of alicyclic silyl enol ethers.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A Bronsted acid catalyst for the enantioselective protonation reaction
Cheon CH and Yamamoto H
Journal of the American Chemical Society, 130(29), 9246-9247 (2008)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service