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Merck
CN
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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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About This Item

线性分子式:
HOC10H6C10H6OH
CAS号:
602-09-5
分子量:
286.32
Beilstein:
997518
EC 号:
210-014-0
MDL编号:
MFCD00004068
UNSPSC代码:
12161600
PubChem化学物质编号:
24846670
NACRES:
NA.22

质量水平

200

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
GHS06

警示用语：

Danger

危险声明

H301,H315,H319

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
WXBD2034V
WXBD4813V
WXBD3075V
WXBD2396V
WXBC9636V

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BINOL: a versatile chiral reagent.
Jean Michel Brunel
Chemical reviews, 105(3), 857-897 (2005-03-10)
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
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
Wen Weng et al.
Journal of chromatography. A, 1210(2), 178-184 (2008-10-07)
Seven binaphthyl compounds were enantioseparated by HPLC with an immobilized polysaccharide-based chiral stationary phase, Chiralpak IA. The experiments were performed under normal-phase conditions. Effects of polar modifier and column temperature on the retention time and separation factor were evaluated. All
Andrew C Meng et al.
Journal of molecular recognition : JMR, 22(2), 121-128 (2009-02-06)
One monomer molecularly imprinted polymers (OMNiMIPs) have enhanced binding and selectivity properties versus traditionally formulated ethylene glycol dimethacrylate (EGDMA)/methacrylic acid (MAA) imprinted polymers. Further comparison was investigated toward multi-analyte imprinting capability of these two imprinted materials. Two templates, (R)-(+)-1,1'-bi-2-naphthol and
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