104655
1,1′-联-2-萘酚
99%
别名:
(±)-1,1′-联萘-2,2′-二醇, (±)-2,2′-二羟基-1,1′-联萘, 2,2′-二萘醚, 2,2′-联萘酚, BINOL
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线性分子式:
HOC10H6C10H6OH
化学文摘社编号:
分子量:
286.32
UNSPSC Code:
12161600
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-014-0
Beilstein/REAXYS Number:
997518
MDL number:
InChI key
PPTXVXKCQZKFBN-UHFFFAOYSA-N
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
SMILES string
Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34
assay
99%
reaction suitability
reagent type: ligand
mp
214-217 °C (lit.)
Quality Level
Application
用于不对称迈克尔加成反应的手性配体和助剂；对映选择性 Diels-Alder 反应；炔基。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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
BINOL: a versatile chiral reagent.
Jean Michel Brunel
Chemical reviews, 105(3), 857-897 (2005-03-10)
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
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
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