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重要文件

693065

Sigma-Aldrich

(R)-BINAP

同義詞:

(R)-(+)-2,2′-双(二苯基膦)-1,1′-联萘, (R)-(+)-(1,1′-联萘-2,2′-二基)双(二苯膦), (R)-(+)-BINAP

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About This Item

線性公式:
[(C6H5)2PC10H6-]2
CAS號碼:
分子量::
622.67
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22
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形狀

crystals

品質等級

光學活性

[α]20/D +222°, c = 0.5% in benzene

mp

239-241 °C (lit.)

官能基

phosphine

SMILES 字串

c1ccc(cc1)P(c2ccccc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccccc7)c8ccccc8

InChI

1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChI 密鑰

MUALRAIOVNYAIW-UHFFFAOYSA-N

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應用

(R)-BINAP 与烯丙基氯化钯 (II) 二聚体反应生成 BINAP-钯催化剂,可催化 1,3-二酮的不对称烯丙基化反应生成手性 2,2-二烷基-1,3-二酮。[1]也可用于制备手性稳定的铑纳米粒子,可作为催化剂用于苯乙烯和醋酸乙烯酯的不对称氢甲酰化反应。[2]

法律資訊

与 Takasago 联合销售,仅供研究使用。

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, Gloves, type N95 (US)


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分析證明 (COA)

Lot/Batch Number

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存取文件庫

Asymmetric Hydrogenation of 3?Oxo Carboxylates Using Binap?Ruthenium Complexes:(R)?(?)?Methyl 3?Hydroxybutanoate
Kitamura, Masato, et al.
Organic Syntheses, 1-1 (1993)
RuHCl (diphosphine)(diamine): Catalyst Precursors for the Stereoselective Hydrogenation of Ketones and Imines1
Abdur-Rashid, Kamaluddin, Alan J. Lough, and Robert H. Morris
Organometallics, 20.6, 1047-1049 (2001)
Centenary lecture. Chemical multiplication of chirality: science and applications
Noyori, Ryoji
Chemical Society Reviews, 18, 187-208 (1989)
Synthesis and resolution of the biaryl-like diphosphine (S)-Me2-CATPHOS, preparation of a derived rhodium precatalyst and applications in asymmetric hydrogenation
Doherty, Simon, and Catherine H. Smyth
Nature Protocols, 7.10, 1884-1896 (2012)
Asymmetric Allylation of Unsymmetrical 1, 3-Diketones Using a BINAP- Palladium Catalyst.
Kuwano R, et al.
Organic Letters, 5(12), 2177-2179 (2003)

文章

We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

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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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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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