Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

104655

Sigma-Aldrich

1,1′-Bi-2-naphthol

99%

Synonym(s):

(±)-1,1′-Binaphthalene-2,2′-diol, (±)-2,2′-Dihydroxy-1,1′-dinaphthyl, 2,2′-Dihydroxybinaphthalene, 2,2′-Dihydroxydinaphthyl, 2,2′-Dinaphthol, BINOL

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
HOC10H6C10H6OH
CAS Number:
602-09-5
Molecular Weight:
286.32
Beilstein/REAXYS Number:
997518
EC Number:
210-014-0
MDL number:
MFCD00004068
UNSPSC Code:
12161600
PubChem Substance ID:
24846670
NACRES:
NA.22

Quality Level

200

assay

99%

reaction suitability

reagent type: ligand

mp

214-217 °C (lit.)

SMILES string

Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34

InChI

1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H

InChI key

PPTXVXKCQZKFBN-UHFFFAOYSA-N

Application

Chiral ligand and auxiliary for asymmetric Michael addition reaction; enantioselective Diels-Alder reaction; alkynylation.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD2034V
WXBD4813V
WXBD3075V
WXBD2396V
WXBC9636V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

2,2′-Dibromo-1,1′-binaphthyl 96%

Sigma-Aldrich

676438

2,2′-Dibromo-1,1′-binaphthyl

Yifeng Zhou et al.
Organic letters, 6(23), 4147-4149 (2004-11-05)
The readily available and inexpensive (S)-BINOL ligand in combination with Ti(O(i)Pr)(4) is an effective chiral catalyst for the catalytic asymmetric addition of alkynylzinc to unactivated simple ketones. Good to excellent enantioselectivities were achieved. No previous case has been reported successfully
Liheng Feng et al.
Organic & biomolecular chemistry, 9(8), 2938-2942 (2011-03-08)
A glucose sensing switch is formed by water soluble conjugated polymer (PP-S-BINOL) and boronic acid-functionalized benzyl viologen (o-BBV). The two-component system shows a high sensitivity for glucose sensing with a 17-fold increase in the fluorescence intensity in the presence of
Yolanda Pérez-Fuertes et al.
Nature protocols, 3(2), 210-214 (2008-02-16)
A simple three-component chiral derivatization protocol for determining the enantiopurity of chiral primary amines by 1H NMR spectroscopic analysis is described here. The method involves condensation of the amines with 2-formylphenylboronic acid and enantiopure 1,1'-bi-2-naphthol. This approach affords a mixture
Shanshan Yu et al.
The Journal of organic chemistry, 76(8), 2814-2819 (2011-03-17)
The fluorescent properties of a series of H(8)BINOL-amine compounds are investigated. It is revealed that the intramolecular hydrogen bonds of these compounds contribute to the shift of the emission of their H(8)BINOL unit to a much longer wavelength. That is
Junjie Ou et al.
Journal of separation science, 28(17), 2282-2287 (2005-12-14)
Two molecular imprinting polymer (MIP) monolithic columns with (S)-(-)-1,1'-bi-2-naphthol and (R)-(+)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol as the templating molecules, respectively, have been prepared by in situ polymerization using 4-vinylpyridine and ethylene dimethacrylate as functional monomer and cross-linker, respectively. The columns with good flow-through properties
View All Related Papers

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