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Merck

693065

Sigma-Aldrich

(R)-BINAP

别名:

(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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100 MG
$45.80
500 MG
$102.00

$45.80


预计发货时间2025年5月02日详情


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100 MG
$45.80
500 MG
$102.00

About This Item

线性分子式:
[(C6H5)2PC10H6-]2
CAS号:
分子量:
622.67
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

$45.80


预计发货时间2025年5月02日详情


获取大包装报价

表单

crystals

质量水平

旋光性

[α]20/D +222°, c = 0.5% in benzene

mp

239-241 °C (lit.)

官能团

phosphine

SMILES字符串

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 key

MUALRAIOVNYAIW-UHFFFAOYSA-N

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应用

(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]

法律信息

与 Takasago 联合销售,仅供研究使用。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
Asymmetric Hydrogenation of 3?Oxo Carboxylates Using Binap?Ruthenium Complexes:(R)?(?)?Methyl 3?Hydroxybutanoate
Kitamura, Masato, et al.
Organic Syntheses, 1-1 (1993)
Asymmetric Allylation of Unsymmetrical 1, 3-Diketones Using a BINAP- Palladium Catalyst.
Kuwano R, et al.
Organic Letters, 5(12), 2177-2179 (2003)

商品

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

相关内容

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

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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