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Merck
CN

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:
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产品名称

1,1′-联-2-萘酚, 99%

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。

pictograms

Skull and crossbones

signalword

Danger

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


历史批次信息供参考:

分析证书(COA)

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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
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
Hai-Lei Cui et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(7), 1574-1577 (2009-01-10)
The first highly enantioselective allylic-allylic alkylation of alpha,alpha-dicyanoalkenes and Morita-Baylis-Hillman carbonates by dual catalysis of (DHQD)(2)AQN and (S)-BINOL has been investigated. Excellent stereoselectivities have been achieved for a broad spectrum of substrates (d.r. > 99:1, up to 99 % ee).

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