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Merck
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文件

381543

Sigma-Aldrich

N-环己基马来酰亚胺

97%

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About This Item

經驗公式(希爾表示法):
C10H13NO2
CAS號碼:
分子量::
179.22
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

97%

mp

89-91 °C (lit.)

SMILES 字串

O=C1C=CC(=O)N1C2CCCCC2

InChI

1S/C10H13NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h6-8H,1-5H2

InChI 密鑰

BQTPKSBXMONSJI-UHFFFAOYSA-N

一般說明

N-Cyclohexylmaleimide (CHMI, NCMI) is a cyclic imide. Diels-Alder reactions of 9-hydroxymethylanthracene with CHMI catalyzed by hydrophobic nanospace confined within the self-assembled Pd6 open cage bearing triimidazole walls have been reported. It undergoes Diels-Alder reactions with various aromatic hydrocarbons promoted by self-assembled coordination cage. This cage acts as nanometer-sized molecular flask and hence promotes this reaction. CHMI is reported to undergo radical polymerization readily under various polymerization conditions to afford poly(CHMI), having excellent thermal stability.

應用

N-Cyclohexylmaleimide (CHMI, NCMI) may be used for the preparation of hyperbranched copolymers of p-(chloromethyl)styrene (CMS) and NCMI, via atom transfer radical copolymerization reaction.
N-Cyclohexylmaleimide contaminated with N-cyclohexylmaleamic acid (less than 0.9 wt%) may be used for the heat-resistant poly(methyl methacrylate) resin free from coloration and for methyl methacrylate homopolymer. It may be used as monomer in the preparation of styrene/N-cyclohexylmaleimide copolymers with small polydispersities and controlled molecular weights, via free radical copolymerization. It may be used in the synthesis of hyperbranched copolymers by the atom transfer radical copolymerization with p-(chloromethyl)styrene catalyzed by CuCl/2,2′-bipyridine in cyclohexanone or anisole.

象形圖

Skull and crossbonesEnvironment

訊號詞

Danger

危險分類

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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Shinnosuke Horiuchi et al.
Chemistry, an Asian journal, 6(7), 1839-1847 (2011-02-22)
A self-assembled coordination cage serves as a nanometer-sized molecular flask to promote the Diels-Alder reactions of aromatic hydrocarbons with N-cyclohexylmaleimide. The coordination cage accelerated the Diels-Alder reaction of anthracene at the electronically unfavorable, terminal benzene ring to give a compact
Increase in thermal stability of vinyl polymers through radical copolymerization with N-cyclohexylmaleimide.
Otsu T, et al.
Polymer International, 25(3), 179-184 (1991)
Living free radical donor-acceptor copolymerization of styrene and N-cyclohexylmaleimide and the synthesis of poly [styrene-co-(N-cyclohexylmaleimide)]/polystyrene block copolymers.
Schmidt-Naake G and Butz S.
Macromolecular Rapid Communications, 17(9), 661-665 (1996)
Bingchuan Wei et al.
Journal of chromatography. A, 1526, 104-111 (2017-10-29)
Reversed-phase liquid chromatography (RPLC) has been commonly used in IgG2 disulfide isoforms analysis. Recently, the columns packed with large pore superficially porous particles (SPP) have become available commercially. This work explores the application of this SPP technology in IgG2 disulfide
Hyperbranched copolymers of p-(chloromethyl) styrene and N-cyclohexylmaleimide synthesized by atom transfer radical polymerization.
Jiang X, et al.
Journal of Applied Polymer Science, 78(11), 1992-1997 (2000)

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