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Merck

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:
分子量:
286.32
Beilstein:
997518
EC號碼:
MDL號碼:
分類程式碼代碼:
12352300
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

99%

反應適用性

reagent type: ligand

mp

214-217 °C (lit.)

SMILES 字串

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 密鑰

PPTXVXKCQZKFBN-UHFFFAOYSA-N

應用

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。

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

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

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

個人防護裝備

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


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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
Bixia Yao et al.
Journal of chromatography. A, 1216(28), 5429-5435 (2009-06-09)
In this work, the enantioseparations of 1,1'-bi-2-naphthol (BINOL) and its three derivatives were performed on an immobilized polysaccharide-based chiral stationary phase, Chiralpak IA, under normal-phase mode. The effects of the content of polar modifier in the mobile phase and the
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
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

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