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638064

Sigma-Aldrich

2-二环己基磷-2′,4′,6′-三异丙基联苯

greener alternative

98%

别名:

XPhos

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选择尺寸

1 G
¥1,429.29

¥1,429.29

国内现货，预计发货时间2025年4月24日详情

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1 G
¥1,429.29

About This Item

经验公式（希尔记法）:
C33H49P
CAS号:
564483-18-7
分子量:
476.72
MDL编号:
MFCD04117682
UNSPSC代码:
12352103
PubChem化学物质编号:
24882906
NACRES:
NA.22

¥1,429.29

国内现货，预计发货时间2025年4月24日详情

获取大包装报价

质量水平

300

方案

98%

反应适用性

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Hiyama Coupling
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Stille Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

环保替代产品得分

old score: 2
new score: 1
Find out more about DOZN™ Scoring

环保替代产品特性

Waste Prevention
Atom Economy
Use of Renewable Feedstocks
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

187-190 °C (lit.)

官能团

phosphine

环保替代产品分类

, Re-engineered

SMILES字符串

CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C2=C(P(C3CCCCC3)C4CCCCC4)C=CC=C2

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1 of 4

此商品
48259518197803880
聚乙烯亚胺水溶液 溶液 average Mw 1800, 50 wt. % in H2O

408700

聚乙烯亚胺水溶液 溶液

聚乙烯亚胺 溶液 average Mn ~1,200, average Mw ~1300 by LS, 50 wt. % in H2O

482595

聚乙烯亚胺 溶液

聚乙烯亚胺 溶液 average Mn ~60,000 by GPC, average Mw ~750,000 by LS, 50 wt. % in H2O

181978

聚乙烯亚胺 溶液

聚乙烯亚胺 溶液 ~50% in H2O

03880

聚乙烯亚胺 溶液

form

liquid

form

-

form

-

form

liquid

density

1.08 g/mL at 25 °C

density

1.08 g/mL at 25 °C

density

-

density

-

mol wt

average Mw 1800

mol wt

average Mn ~1,200, average Mw ~1300 by LS

mol wt

average Mn ~60,000 by GPC, average Mw ~750,000 by LS

mol wt

Mr 600,000-1,000,000

concentration

50 wt. % in H2O

concentration

50 wt. % in H2O

concentration

50 wt. % in H2O

concentration

~50% in H2O

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

一般描述

Xphos-[2-二环己基膦基-2′,4′,6′-三异丙基联苯]是一种由Buchwald集团开发的空气稳定的富电子联芳基单膦配体2，以增强在交叉偶联反应过程中提高钯催化的反应性。
我们竭诚为您带来满足绿色替代产品四大类别要求的替代产品。本品属于重新设计产品类别，在“防止废弃物”、“原子经济性””、“使用可再生原料”以及“节能设计”绿色化学原则方面取得了重大进步。 点击此处查看其DOZN记分卡。

应用

TPGS-750-M 绿色 Sonogashira 偶联的首选配体。

对于小规模和高通量应用，可选用ChemBeads形式(928364)

朝着通过E因子评定的绿色过渡金属催化过程目标前进
XPhose可作为配体用于以下反应：
  • 通过钯催化的烷基砜和芳基卤之间的Negishi交叉偶联用于制备官能化的苄基砜。[1]
  • 与预研磨的乙酸钯（II）一起作为芳基氯化物与三丁基芳基锡烷进行Stille交叉偶联形成相应的联芳基化合物的预催化剂。[2]
  • 与氯化铂一起催化末端芳基烷基与硅烷的氢化硅烷化反应以形成官能化的β-(E)-乙烯基硅烷。[3]
用于Pd催化的生成Vindoline的C-15类似物的铃木偶联反应中的配体。[4]
将2-卤代苯胺直接环化成Pd催化的吲哚和色氨酸.[5] 区域规整聚噻吩的合成。[6]
用于TPGS-750-M中更为环保的优选Sonogashira偶联配体。
用于深入研究芳烃磺酸酯、芳基卤的钯催化胺化和酰胺化反应的配体。

法律信息

用法以美国专利 6307087 和 6395916 为准。
用途受美国专利7,223,879保护

相关产品

产品编号
说明
价格

918008

GPhos, ≥95%

储存分类代码

13 - Non 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)

  • 技术规格说明书

    • 历史批次信息供参考:

    分析证书(COA)

    Lot/Batch Number
    0000297597
    0000289399
    0000289399
    0000297597
    SHBQ4361

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    Palladium-Catalyzed Stille Cross-Coupling Reaction of Aryl Chlorides using a Pre-Milled Palladium Acetate and XPhos Catalyst System.
    Advanced Synthesis & Catalysis, 350(7-8), 957-961 (2008)
    Yanxing Jia et al.
    The Journal of organic chemistry, 71(20), 7826-7834 (2006-09-26)
    One-pot synthesis of indoles by a palladium-catalyzed annulation of ortho-haloanilines and aldehydes has been developed. Coupling of ortho-iodoaniline with aldehyde is realized under mild ligandless conditions [Pd(OAc)2, DABCO, DMF, 85 degrees C], whereas X-Phos is found to be the ligand
    Peter D Johnson et al.
    The Journal of organic chemistry, 71(20), 7899-7902 (2006-09-26)
    Described are general protocols for the rapid construction of various C-15-substituted analogues of vindoline using palladium-catalyzed cross-coupling reactions. The required bromo- and iodovindolines were prepared in high yield by the reaction of vindoline with N-bromosuccinimide or N-iodosuccinimide, respectively. The study
    Xphos ligand and platinum catalysts: A versatile catalyst for the synthesis of functionalized ?-(E)-vinylsilanes from terminal alkynes.
    Hamze A, et al.
    Journal of Organometallic Chemistry, 693(16), 2789-2797 (2008)
    Tetrahedron Letters, 47, 5143-5143 (2006)
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    商品

    Buchwald Phosphine Ligands

    Buchwald Phosphine Ligands

    1-tBu-Indenyl Supported Palladium Precatalysts for Cross-Coupling

    The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions

    Palladium-catalyzed Cross-coupling Reactions

    A variety of palladium-catalyzed cross-coupling reactions can be run under room temperature conditions in water with TPGS- 750-M, using a variety of commercially available palladium complexes and ligands.

    Buchwald Phosphine Ligands

    Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

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    实验方案

    Cross-Coupling Reactions in Water

    TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

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    The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.

    Catalexis 催化剂筛选

    Catalexis平台通过数字化优化催化剂筛选，识别出交叉偶联反应最有效的膦配体，从而增强催化作用。

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