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Merck
CN

104655

Sigma-Aldrich

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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关于此项目

线性分子式:
HOC10H6C10H6OH
化学文摘社编号:
分子量:
286.32
Beilstein:
997518
EC 号:
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

99%

反应适用性

reagent type: ligand

mp

214-217 °C (lit.)

SMILES字符串

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

应用

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。

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

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

储存分类代码

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

WGK

WGK 3

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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BINOL: a versatile chiral reagent.
Jean Michel Brunel
Chemical reviews, 105(3), 857-897 (2005-03-10)
Sang-Mi Jeong et al.
Journal of the American Chemical Society, 130(11), 3497-3501 (2008-02-22)
Monolayers of 1,1'-bi-2-naphthol (BN) derivatives, of which the two naphthalene rings are twisted along the carbon(1)-carbon(1') single bond, were studied for their conformational effect on the growth of pentacene crystals on their monolayer surface. BN monolayers with H and Br
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
Na Ji et al.
Journal of the American Chemical Society, 128(27), 8845-8848 (2006-07-06)
Chiral sum-frequency (SF) spectroscopy that measures both the real and the imaginary components of the SF spectral response was demonstrated for the first time. It was based on interference of the SF signal with a dispersionless SF reference. Solutions of
Fengping Zhan et al.
Journal of chromatography. A, 1217(26), 4278-4284 (2010-05-15)
Enantioseparation of 1,1'-bi-2-naphthol (BINOL) was performed on a polysaccharide-based chiral stationary phase, Chiralcel OD-H, under normal-phase mode. The effects of polar modifier in the mobile phase on the retention, enantioseparation and elution order were investigated in detail. Solvent-induced reversal of

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