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246948

Sigma-Aldrich

(R)-(+)-1,1′-联(2-萘酚)

99%

同義詞:

(+)-2,2′-二羟基-1,1′-联萘, (R)-(+)-1,1′-联萘-2,2′-二醇, (R)-BINOL

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About This Item

線性公式:
HOC10H6C10H6OH
CAS號碼:
18531-94-7
分子量：:
286.32
Beilstein:
3616837
MDL號碼:
MFCD00004068
分類程式碼代碼:
12352104
PubChem物質ID:
24854837
酶委員會索引編號:
606-048-4
NACRES:
NA.22
暫時無法取得訂價和供貨情況

化驗

99%

形狀

solid

光學活性

[α]21/D +34°, c = 1 in THF

光學純度

ee: 99% (HPLC)

mp

208-210 °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

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相關類別

應用

一种手性助剂，用于硫化物催化不对称氧化成亚砜。[1]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。[2][3]联萘酚的衍生物最近被发现用于不对称 Claisen 重排[4]和不对称环氧化反应。[5]这些二醇的氢化铝锂衍生物 (BINAP-H) 已广泛用于还原酮。[6]
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。[7]

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319

危險分類

Eye Irrit. 2 - Skin Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

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

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分析證明 (COA)

Lot/Batch Number
MKCW3516
MKCT1737
MKCR8797
MKCQ1892
MKCQ2475

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(S)-(-)-1,1′-联萘-2,2′-二胺 99%

Sigma-Aldrich

382434

(S)-(-)-1,1′-联萘-2,2′-二胺

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)
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)
Catalytic asymmetric epoxidation with (Salen) manganese (III) complex bearing binaphthyl groups of axial chirality.
Sasaki, H. et al.
Synlett, 1993(04), 300-300 (1993)
Philip C Bulman Page et al.
The Journal of organic chemistry, 72(12), 4424-4430 (2007-05-18)
A series of binaphthalene-fused azepinium salts has been generated and used as organocatalysts in the asymmetric epoxidation of unfunctionalized alkenes, giving rise to ees of up to 84%.
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)
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文章

BINOL and Derivatives

We present an article concerning BINOL and Derivatives.

BINOL 及其衍生物

我們提供一篇有關 BINOL 及其衍生物的文章。

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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