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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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
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。
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
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)
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
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
Lei Shi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(38), 9855-9867 (2009-08-18)
Well-designed, self-assembled, metal-organic frameworks were constructed by simple mixing of multitopic MonoPhos-based ligands (3; MonoPhos=chiral, monodentate phosphoramidites based on the 1,1'-bi-2-naphthol platform) and [Rh(cod)(2)]BF(4) (cod=cycloocta-1,5-diene). This self-supporting strategy allowed for simple and efficient catalyst immobilization without the use of extra
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