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Merck

381543

Sigma-Aldrich

N-シクロへキシルマレイミド

97%

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About This Item

実験式(ヒル表記法):
C10H13NO2
CAS番号:
分子量:
179.22
EC Number:
MDL番号:
UNSPSCコード:
12352100
PubChem Substance ID:
NACRES:
NA.22

品質水準

アッセイ

97%

mp

89-91 °C (lit.)

官能基

imide
maleimide

SMILES記法

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 Key

BQTPKSBXMONSJI-UHFFFAOYSA-N

詳細

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.

アプリケーション

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.

ピクトグラム

Skull and crossbonesEnvironment

シグナルワード

Danger

危険有害性情報

危険有害性の分類

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

ターゲットの組織

Respiratory system

保管分類コード

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

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable

個人用保護具 (PPE)

dust mask type N95 (US), Eyeshields, Gloves


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

381543-1G:
381543-5G:
381543-25G:
381543-BULK:
381543-VAR:


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文書ライブラリにアクセスする

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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