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656623

Sigma-Aldrich

1,3-双-（2,6-二异丙基苯基）咪唑啉氯化物

97%

别名:

N,N′-（2,6-二异丙基苯基）二氢咪唑氯化物

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About This Item

经验公式（希尔记法）:
C27H39ClN2
CAS号:
258278-25-0
分子量:
427.06
MDL编号:
MFCD07369796
UNSPSC代码:
12352005
PubChem化学物质编号:
24884212
NACRES:
NA.22

质量水平

100

方案

97%

表单

solid

反应适用性

reagent type: ligand

mp

289-293 °C (lit.)

SMILES字符串

[Cl-].CC(C)c1cccc(C(C)C)c1N2CC[N+](=C2)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H39N2.ClH/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;/h9-14,17-21H,15-16H2,1-8H3;1H/q+1;/p-1

InChI key

LWPXTYZKAWSRIP-UHFFFAOYSA-M

相关类别

应用

N-杂环卡宾配体
用于高效一锅法合成 N-杂环卡宾-烯丙基钯络合物。
用作游离卡宾1,3-双（2,6-二异丙基苯基）-2-咪唑烷亚基的前体，也可用作多种反应中的原位形成催化剂，例如胺化、Heck偶联反应、环-开放易位聚合（ROMP）、氢化。
钯/1,3-双 -（2,6-二异丙基苯基）咪唑啉氯化物（IPr·HCl）体系可以有效地催化芳基氯化物与芳基硼酸的Suzuki-Miyaura偶联。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCN0174
MKCH7463
MKCB3838
MKBV9204V
MKBP0376V

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Suzuki?Miyaura cross-coupling of aryl and alkyl halides using palladium/imidazolium salt protocols.
Arentsen K, et al.
Tetrahedron Letters, 45(17), 3511-3515 (2004)
Merritt B Andrus et al.
Organic letters, 4(12), 2079-2082 (2002-06-07)
[reaction: see text] Catalyst formed from N,N-bis(2,6-diisopropylphenyl)dihydroimidazolium chloride and palladium(II) acetate (2 mol %) was used, without added base, to efficiently produce Heck coupled products with olefins and aryl diazonium tetrafluoroborate substrates. The reactions were performed at room temperature, giving
Palladium-(N-heterocyclic carbene) hydrogenation catalysts.
Jeroen W Sprengers et al.
Angewandte Chemie (International ed. in English), 44(13), 2026-2029 (2005-02-24)
Synlett, 366-366 (2006)
Li Wang et al.
Organic letters, 11(4), 891-893 (2009-02-10)
Imidazolinium-derived carbenes catalyze the ring-expansion lactonization of oxacycloalkane-2-carboxaldehydes. A variety of functionalized five-, six-, and seven-membered lactones can be formed efficiently under mild reaction conditions. The success of this new method for the construction of lactones is highly influenced by

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