246948
(R)-(+)-1,1′-联(2-萘酚)
99%
别名:
(+)-2,2′-二羟基-1,1′-联萘, (R)-(+)-1,1′-联萘-2,2′-二醇, (R)-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
PubChem Substance ID:
UNSPSC Code:
12352104
NACRES:
NA.22
EC Index Number:
606-048-4
Beilstein/REAXYS Number:
3616837
MDL number:
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
InChI key
PPTXVXKCQZKFBN-UHFFFAOYSA-N
assay
99%
form
solid
optical activity
[α]21/D +34°, c = 1 in THF
optical purity
ee: 99% (HPLC)
mp
208-210 °C (lit.)
Quality Level
Application
手性联萘酚亚胺鎓盐前体。此盐用于烯烃的不对称环氧化反应。
一种手性助剂，用于硫化物催化不对称氧化成亚砜。联萘酚生成的手性镧系元素三氟酸盐可作为不对称 Diels-Alder 反应的催化剂。联萘酚的衍生物最近被发现用于不对称 Claisen 重排和不对称环氧化反应。这些二醇的氢化铝锂衍生物 (BINAP-H) 已广泛用于还原酮。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Noyori, R. et al.
Journal of the American Chemical Society, 106(22), 6709-6709 (1984)
Molecular design of a chiral Lewis acid for the asymmetric Claisen rearrangement.
Maruoka, K. et al.
Journal of the American Chemical Society, 117(3), 1165-1165 (1995)
Asymmetric Diels-Alder reactions catalyzed by chiral lanthanide (III) trifluoromethanesulfonates. Unique structure of the triflate and stereoselective synthesis of both enantiomers using a single chiral source and a choice of achiral ligands.
S. Kobayashi et al.
Tetrahedron, 50(40), 11623-11623 (1994)
Catalytic asymmetric oxidation of sulfides to sulfoxides with tert-butyl hydroperoxide using binaphthol as a chiral auxiliary.
Komatsu N, et al.
The Journal of Organic Chemistry, 58, 4529-4529 (1993)
Asymmetric aza-Diels-Alder reaction catalyzed by boron reagent: Effect of biphenol and binaphthol ligand.
Hattori, K. Yamamoto, H.
Synlett, 1993(02), 129-129 (1993)
商品
We present an article concerning BINOL and Derivatives.
我们展示了一篇有关BINOL及其衍生物的文章。
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