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481084

Sigma-Aldrich

rac-BINAP

97%

别名:

(±)-2,2′-双(二苯基膦)-1,1′-联萘, 2,2′-双(二苯基膦)-1,1′-联萘, (±)-BINAP, [1,1′-联萘]-2,2′-双二苯膦

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$176.00
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5 G
$176.00
25 G
$736.00
100 G
$1,900.00
500 G
$4,230.00

About This Item

线性分子式:
[(C6H5)2PC10H6-]2
CAS号:
98327-87-8
分子量:
622.67
Beilstein:
5321443
MDL號碼:
MFCD00010805
分類程式碼代碼:
12352005
PubChem物質ID:
24871738
NACRES:
NA.22

$176.00

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品質等級

200

化驗

97%

反應適用性

reaction type: Cross Couplings
reagent type: ligand
reaction type: Acylations
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Decarboxylations
reagent type: ligand
reaction type: Stille Coupling

mp

283-286 °C (lit.)

官能基

phosphine

SMILES 字串

P(c8ccccc8)(c7ccccc7)c1c(c6c(cc1)cccc6)c2c3c(ccc2P(c5ccccc5)c4ccccc4)cccc3

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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相关类别

一般說明

外消旋型 BINAP。[1]

應用

钯催化芳基胺偶联反应的配体，用于制备去甲基硫代秋水仙碱。[2]可与 Cu(II) 联合使用催化芳基磺酰胺加成反应生成苯乙烯和烯烃。[3]亦可用于钯催化的三联吡啶胺化反应。[4]

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)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000245206
SHBP7736
0000287832
SHBN5123
SHBN7873

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Advanced Synthesis & Catalysis, 345, 15-32 (2003)
Akira Sakakura et al.
Nature protocols, 2(7), 1746-1751 (2007-07-21)
A protocol for ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by bulky diarylammonium pentafluorobenzenesulfonate is described. We also present procedures for the synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate. The present ester condensation proceeds well under mild conditions even
Tetrahedron Letters, 47, 5079-5079 (2006)
Organometallics, 23, 3398-3416 (2004)
Jason G Taylor et al.
Organic letters, 8(16), 3561-3564 (2006-07-28)
[reaction: see text] Regioselective additions of arylsulfonamides to vinylarenes, norbornene, and cyclohexadiene were achieved using a copper-diphosphine catayst under mild reaction conditions. These processes appear to be ligand-accelerated.
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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. 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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