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Merck
모든 사진(7)

주요 문서

761435

Sigma-Aldrich

cataCXium® A Pd G3

greener alternative

95%

동의어(들):

Mesylate[(di(1-adamantyl)-n-butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II), [(Di(1-adamantyl)-butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, cataCXium-A-Pd-G3

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About This Item

실험식(Hill 표기법):
C37H52NO3PPdS
CAS Number:
Molecular Weight:
728.27
UNSPSC 코드:
12352300
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

분석

95%

양식

solid

특징

generation 3

반응 적합성

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

환경친화적 대안 제품 점수

old score: 16
new score: 2
Find out more about DOZN™ Scoring

환경친화적 대안 제품 특성

Waste Prevention
Atom Economy
Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

불순물

≤3% acetone

mp

196-241 °C (decomposition)

작용기

phosphine

환경친화적 대안 카테고리

SMILES string

CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CCCCP([C@@]34C[C@@H]5C[C@@H](C[C@@H](C5)C3)C4)[C@@]67C[C@@H]8C[C@@H](C[C@@H](C8)C6)C7

InChI

1S/C24H39P.C12H10N.CH4O3S.Pd/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h17-22H,2-16H2,1H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1/t17-,18+,19-,20-,21+,22-,23-,24-;;;

InChI key

REYVZCOGMIXVNX-DVBMAMJVSA-M

일반 설명

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Safer Solvents and Auxiliaries” and “Atom Economy”. Click here to view its DOZN scorecard.

애플리케이션

cataCXium® A Pd G3 is a Buchwald third-generation precatalyst that can be used in:
  • Direct ortho-arylation of pyridinecarboxylic acids.[1][2]
  • Catalyzing Suzuki–Miyaura cross-coupling in the synthesis of 1-heteroaryl-3-azabicyclo[3.1.0]hexanes.[3]
  • Palladium-catalyzed carbonylative carboperfluoroalkylation of alkynes.[4]
  • Suzuki–Miyaura coupling reaction of geminal bis(boryl)cyclopropanes in the synthesis of various gem-disubstituted cyclopropanes.[5]
  • Boroperfluoroalkylation of terminal alkynes.[6]
  • Copper-free Sonogashira coupling reaction of aromatic halides with alkynes to form C-C bond.[7]
  • Suzuki cross-coupling between organotrifluoroborate and aryl halides.[8]
For small scale and high throughput uses, product is also available as ChemBeads (928305)

법적 정보

cataCXium is a registered trademark of Umicore AG & Co. KG

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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이 제품을 이미 가지고 계십니까?

문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Construction of 1-Heteroaryl-3-azabicyclo [3.1. 0] hexanes by sp3-sp2 Suzuki-Miyaura and Chan-Evans-Lam Coupling Reactions of Tertiary Trifluoroborates.
Harris MR, et al.
Organic Letters, 19(9), 2450-2453 (2017)
Copper-free Sonogashira cross-coupling reactions: an overview
Mohajer F, et al.
Royal Society of Chemistry Advances, 11, 6885-6925 (2021)
Pd-catalyzed boroperfluoroalkylation of alkynes opens a route to one-pot reductive carboperfluoroalkylation of alkynes with perfluoroalkyl and aryl iodides
Domannski S, et al.
Organic Letters, 13, 5021-5025 (2019)
A Modular Approach to the Synthesis of gem-Disubstituted Cyclopropanes.
Harris MR, et al.
Organic Letters, 20(10), 2867-2871 (2018)
The use of carboxylic acids as traceless directing groups for regioselective C-H bond functionalisation.
Font M and Quibell
Chemical Communications (Cambridge, England), 53(41), 5584-5597 (2017)

문서

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form.

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

Materials Included in your KITALYSIS-24PD-2PK High-Throughput Screening Kit

G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.

관련 콘텐츠

Cross-coupling is a common reaction in organic chemistry for the creation of C-C, C-N, and C-O bonds with the aid of a metal catalyst.

질문

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

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

    1 답변
    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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