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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
Empirical Formula (Hill Notation):
C50H58O2
CAS Number:
Molecular Weight:
690.99
MDL number:
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

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This Item
690112681539689785
assay

95% (HPLC)

assay

95% (HPLC)

assay

95%

assay

≥97.0% (qNMR)

form

solid

form

solid

form

solid

form

lumps

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

optical purity

ee: ≥99.0

optical purity

ee: ≥98.0%

optical purity

-

optical purity

-

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

13 - Non 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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