Grubbs 2 代催化剂

CAS: 246047-72-3 货号: G293909 分子式: C₄₆H₆₅Cl₂N₂PRu 分子量: 848.97 EC号: 688-322-3

12篇引用文献 COA

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级别和纯度: ≥99.95% metals basis

别名

Umicore Grubbs Catalyst M204|格拉布催化剂|Grubbs催化剂

储存条件

2-8°C储存,避光,充氩

运输条件

低温运输

规格

库存

价格

数量

100mg

G293909-100mg

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¥139.90

500mg

G293909-500mg

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¥569.90

G293909-2g

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¥1,799.90

10g

G293909-10g

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¥6,999.90

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概述规格名称和识别符技术文档高级数据系统学分类三维结构质检证书（CoA,COO,BSE/TSE 和分析图谱) 化学和物理性质安全和危险性（GHS）此产品的引用文献技术文档和文章引用文献溶液计算器

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为什么选择此级别

提供 ≥99.95% metals basis 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。

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储存与运输

2-8°C储存,避光,充氩。低温运输。请查阅批次 COA 获取详细规格。

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质量文档

SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。

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文献证明

在色谱分析、有机合成和交叉偶联反应领域已被 12 篇同行评审文献引用。

概述

Grubbs第二代催化剂和第一代催化剂相比更有活性，且具有更广泛的底物范围，包括对空间有要求或失活的烯烃，如1,1 - 二取代烯烃和α，β-不饱和羰基化合物

Grubbs 2nd Generation Catalyst Generally more active compared to 1st generation catalysts and with a broader substrate scope, including sterically demanding or deactivated olefins such as 1,1-disubstituted olefins and α,β-unsaturated carbonyls

Application

Grubbs Catalyst® M204 can be used as a catalyst for ring-closing metathesis (RCM), cross-metathesis, and ring-opening metathesis polymerization (ROMP). It is also used to synthesize trisubstituted olefins with excellent functional group tolerance and selectivity via cross-metathesis and ring closing metathesis reactions.

It can also be used as a catalyst:

• To synthesize coumarins from phenolic compounds via RCM.

• To cleave secondary (E)-allyl vic-diols to aldehydes.

Product class
M-P, Homogeneous Catalysts, N-Heterocyclic Carbene Ligands, M-C, Grubbs Catalyst® 2nd Generation, Carbene Ligands, SIMes, Phosphorus Ligands - Achiral

Reaction type
Alkene Metathesis, Acyclic Diene Metathesis, Cross Metathesis, Ring Arrangement Metathesis , Ring Closing Metathesis, Ring Opening Metathesis, Ring Opening Metathesis Polymerization, Self Metathesis

Chemical properties

Chemical formula

C46H65Cl2N2PRu

Empirical formula

(SIMes)Ru(PCy3)(benzylidene)Cl2

Molecular weight

848.97

Metal

Theoretical metal content

Physical state

powder

Color

orange-brown

Metal purity

99.95

Applications & references

Asymmetric synthesis of new cyclic fluorinated amino-acids

Reference: European Journal of Organic Chemistry, March 2018

Photoinduced strain-assisted synthesis of a stiff-stilbene polymer by ring-opening metathesis polymerization.

Reference: Chem. Eur. J. 2020 (10.1002/chem.20200418)

Facile synthetic route to [3.n]thiacyclophanes via ring-closing metathesis.

Reference: Eur. J. Org. Chem. 2020 (10.1002/ejoc.202000697)

RCM-Based Total Synthesis of the Antibiotic Disciformycin B.

Reference: Angew. Chem. Int. Ed. 2020 (doi.org/10.1002/anie.202004589)

Sequential two-fold Claisen Rearrangement, One-pot Ring Closing Metathesis and Cross-metathesis as a Route to Substituted Benzo[b]azepine-2-one, Benzo[b]azepine and Benzo[b]oxepine Derivatives.

Reference: Helv Chem Acta 2020 ASAP (doi.org/10.1002/hlca.202000216)

Sequence-regulated vinyl polymers via iterative atom transfer radical additions and acyclic diene metathesis polymerization.

Reference: Polym Chem 2020 ASAP (doi.org/10.1039/D0PY01564D)

规格

别名

Umicore Grubbs Catalyst M204 | 格拉布催化剂 | Grubbs催化剂

英文别名

246047-72-3 | Grubbs Catalyst 2nd Generation | (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium | Grubbs Catalyst, 2nd Generation | benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-

规格或纯度

99.95% metals basis

英文名称

Grubbs Catalyst, 2nd Generation

储存条件

2-8°C储存,避光,充氩

运输条件

低温运输

纯度

≥99.95% metals basis

名称和识别符

分子类型

小分子

IUPAC Name

benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium;tricyclohexylphosphane

INCHI

1S/C21H26N2.C18H33P.C7H6.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-7-5-3-2-4-6-7;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2

InChi Key

FCDPQMAOJARMTG-UHFFFAOYSA-L

Smiles

CC1=CC(=C(C(=C1)C)N2CCN(C2=[Ru](=CC3=CC=CC=C3)(Cl)Cl)C4=C(C=C(C=C4C)C)C)C.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3

Isomeric SMILES

CC1=CC(=C(C(=C1)C)N2CCN(C2=[Ru](=CC3=CC=CC=C3)(Cl)Cl)C4=C(C=C(C=C4C)C)C)C.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3

UN Number

1325

分子量

848.97

Reaxy-Rn

14310434

Reaxys-RN link address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14310434&ln=

技术文档

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该级别的完整质量属性和验收标准。

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高级数据

系统学分类

分类树（Taxonomy Tree）

界（kingdom) 有机化合物
- 超类（Superclass) 有机杂环化合物
  - 类（Class) 唑烷类
    - 亚类（Subclass）咪唑烷类

界（kingdom)	有机化合物
超类（Superclass)	有机杂环化合物
类（Class)	唑烷类
亚类（Subclass）	咪唑烷类
中间层级节点（Intermediate Tree Nodes）	暂无
直接上位类(Direct Parent)	苯基咪唑烷类
其他上位类（Alternative Parents）	苯胺和取代苯胺有机膦及其衍生物有机过渡金属盐氮杂环化合物有机过渡金属化合物碳氢化合物衍生物胺类
分子骨架（Molecular Framework)	暂无
取代基（Substituents）	氨基酸 - 苯胺或取代苯胺 - 芳香族杂单环化合物 - 氮杂环 - 苯基化合物 - 烃衍生物 - 单环苯基基团 - 有机金属盐 - 有机硝基化合物 - 有机过氧化物 - 有机过氧化物 - 有机金属化合物 - 有机氮化合物 - 有机磷化合物 - 苯基咪唑烷 - 硫化磷
描述（Description）	该化合物属于苯基咪唑烷类有机化合物。这类多环化合物含有被苯基取代的咪唑啉结构单元。
外部描述符（External Descriptors）	暂无

三维结构

交互式化学结构模型

球棍
棍棒
线框模型
空间填充
显示氢气
动画

化学和物理性质

溶解性

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly, Heated

敏感性

对空气和光线敏感

熔点

143.5-148.5°C

分子量

849.000 g/mol

XLogP3

氢键供体数Hydrogen Bond Donor Count

氢键受体数Hydrogen Bond Acceptor Count

可旋转键计数Rotatable Bond Count

精确质量Exact Mass

848.331 Da

单同位素质量Monoisotopic Mass

848.331 Da

拓扑极表面积Topological Polar Surface Area

6.500 Å²

重原子数Heavy Atom Count

形式电荷Formal Charge

复杂度Complexity

927.000

同位素原子数Isotope Atom Count

定义的原子立体中心计数Defined Atom Stereocenter Count

未定义的原子立体中心计数Undefined Atom Stereocenter Count

定义的键立体中心计数Defined Bond Stereocenter Count

未定义的键立体中心计数Undefined Bond Stereocenter Count

所有立体化学键的总数The total count of all stereochemical bonds

共价键合单元计数Covalently-Bonded Unit Count

安全和危险性（GHS）

象形图

GHS02, GHS07

信号词

警告

危险声明

H228: 易燃固体

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

预防措施声明

P210: 远离热源，热表面，火花，明火和其他点火源。 - 禁止抽烟。

P240: 地面/粘结容器和接收设备

P241: 使用防爆的[电气/通风/照明/.../]设备。

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理（请参阅此标签上的...）。

P302+P352: 如皮肤沾染：用水充分清洗。

P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P370+P378: 火灾时：使用干砂、干粉或抗醇泡沫灭火。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续：寻求医疗帮助。

P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。

P319: 如果你感到不适，请寻求医疗帮助。

WGK Germany

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质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):

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找到9个结果

批号(Lot Number)	证书类型	货号
I2609156	分析证书	G293909
F2328472	分析证书	G293909
I2306626	分析证书	G293909
I2306627	分析证书	G293909
I2306628	分析证书	G293909
I2306629	分析证书	G293909
I2306630	分析证书	G293909
I2306631	分析证书	G293909
I2306632	分析证书	G293909

技术文档和文章

闭环复分解（RCM）如何把成环做稳：机理框架、催化剂体系与过程变量（含选型表A–C）

目录：技术文章

探索主题:

闭环复分解 RCM

How to Make Ring-Closing Metathesis (RCM) Reliable: Mechanistic Framework, Catalyst Families, and Process Variables (with Selection Tables A–C)

目录：技术文章

探索主题:

RCM Ring-Closing Metathesis

C-C键构建的实验选型逻辑：按成键任务理解片段偶联、羰基延链、烯基化及后期成键路径

目录：技术文章

探索主题:

C-C键构建

Experimental Selection Logic for C-C Bond Construction: Understanding Fragment Coupling, Carbonyl Chain Extension, Olefination, and Late-Stage Bond-Forming Pathways by Bond-Forming Task

目录：技术文章

探索主题:

C-C Bond Construction

从多类酮到三维螺环砌块：[1.1.1]Propellane 参与的酮环扩张反应设计

目录：技术文章

探索主题:

螺环砌块酮类化合物

From Diverse Ketones to Three-Dimensional Spirocyclic Building Blocks: Reaction Design of [1.1.1]Propellane-Involved Ketone Ring Expansion

目录：技术文章

探索主题:

Spiral ring block Ketone compounds

此产品的引用文献

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引用文献

1. Hongmei Qin, Jinhui Song, Man Liu, Yibo Zhang, Shiyu Qin, Hang Chen, Kangdi Shen, Shan Wang, Qi Li, Quanling Yang, Chuanxi Xiong. (2023) High-temperature polymer dielectrics with superior capacitive energy storage performance. CHEMICAL ENGINEERING JOURNAL, [10.1016/j.cej.2023.142068]
2. Xiaoxue Lin, Jianjun Shi, Zaifeng Shi, Satomi Niwayama. (2022) Hydrophobic and antifouling modification of graphene oxide with functionalized polynorbornene by surface-initiated ring-opening metathesis polymerization. NEW JOURNAL OF CHEMISTRY, 46 (12): (5806-5818). [10.1039/D1NJ05935A]
3. Tingting Zhang, Jin He, Ning Xu, Wang Yin, Dongli Liu, Chang Liu, Meidong Lang. (2025) Glass fiber-reinforced modified PDCPD composites with improving mode I and mode II interlaminar fracture toughness and impact resistance: Effects of matrix properties. COMPOSITES PART B-ENGINEERING, [10.1016/j.compositesb.2025.112225]
4. Guangzeng Luo, Feng Xu, Kai Gong, Zhilu Gao, Qianqian Hou, Yintan Huang, Shuangshuang Hu, Chuanyong Zong, Lan Lei, Hui Li. (2024) Pressure-Responsive Self-Lubricating Ice-Phobic Organogel with High Mechanical Strength from Fluorinated Polynorbornene Networks. ACS Applied Polymer Materials, [10.1021/acsapm.4c01190]
5. Zhenjie Yuan, Siqi Huang, Wenduo Chen, Dazhi Jiang. (2024) Synthesis and characterization of epoxy resin-polydicyclopentadiene interpenetrating polymer networks by UV-initiated simultaneously frontal polymerization. JOURNAL OF APPLIED POLYMER SCIENCE, 141 (47): (e56268). [10.1002/app.56268]
6. Zhe Wang, Wen-Cong Xu, Dachuan Zhang, Man Gao, Tao Chen, Youyi Sun, Shuofeng Liang, Si Wu. (2025) Molecular weight regulates reversible adhesion of azopolymers with photoswitchable glass transition temperatures. Polymer Chemistry, [10.1039/D5PY00606F]
7. Tingting Zhang, Ning Xu, Wang Yin, Dongli Liu, Chang Liu, Meidong Lang. (2024) Energy-efficient frontal polymerization of poly(DCPD-co-TCPD) with improving thermomechanical properties and chemical resistance. Materials Today Communications, [10.1016/j.mtcomm.2024.109494]
8. Guangzeng Luo, Zhilu Gao, Cuiping Zhou, Yintan Huang, Shuangshuang Hu, Yifan Hu, Chuanyong Zong, Lan Lei, Hui Li. (2024) Well-Tailored Norbornene-Based Fluorinated Copolymers toward Modulating Icephobicity and Mechanical Robustness. LANGMUIR, [PMID:38781461] [10.1021/acs.langmuir.4c01329]
9. Peipei Ji, Xiuwu Wang, Lianpei Zhou, Guiyang Zhou, Tao Chen. (2025) Compartmentalization of Brönsted Acid/Pybox-Ru(II) by Polymeric Micelles for One-Pot Tandem Catalysis. ChemistrySelect, 10 (15): (e202501120). [10.1002/slct.202501120]
10. Changhai Zhang, Zhiqi Zhou, Xue Zhang, Xu Tong, Chao Wang, Tiandong Zhang, Wenju Wu, Qingguo Chi. (2025) Synergistic enhancement of high-temperature dielectric energy storage in polyisopren-imide based polymers via fluorination and dual physical-chemical crosslinking. Journal of Energy Storage, [10.1016/j.est.2025.118941]
11. Nan Xiao, Qi Jiao, Jieqing Shen, Hengti Wang, Xin Yang, Lian Wang, Yongjin Li. (2026) Arraying calcium carbonate core-shell nanoparticles densely on carbon fibers by coordination effect for interfacial enhancement of polydicyclopentadiene/carbon fiber felt (PDCPD/CFF) composites. CHEMICAL ENGINEERING JOURNAL, [10.1016/j.cej.2026.174578]
12. Chunjin Ai, Weigang Zhang, Yucheng Pan. (2026) Interface-Engineered PVDF/BaTiO3 Composite Nanofibers With Amino-Terminated Liquid Butadiene Rubber for Flexible Piezoelectric Energy Harvesting. JOURNAL OF APPLIED POLYMER SCIENCE, [10.1002/app.71116]