Merck
CN

115754

Sigma-Aldrich

2,2,6,6-四甲基哌啶

≥99%

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别名:
2,2,6,6-tetramethylpiperidide, 2,2,6,6-tetramethylpiperidine, Norpempidine, TEMP, TMPH
经验公式(希尔记法):
C9H19N
CAS号:
分子量:
141.25
Beilstein:
103296
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥99%

折射率

n20/D 1.445 (lit.)

bp

152 °C (lit.)

密度

0.837 g/mL at 25 °C (lit.)

SMILES字符串

CC1(C)CCCC(C)(C)N1

InChI

1S/C9H19N/c1-8(2)6-5-7-9(3,4)10-8/h10H,5-7H2,1-4H3

InChI key

RKMGAJGJIURJSJ-UHFFFAOYSA-N

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一般描述

2,2,6,6-四甲基哌啶是一种位阻仲胺,用于制备金属-酰胺碱(metallo-amide bases)和选择性制备硅基取代的烯酮缩酮(silyl ketene acetals)。

应用

2,2,6,6-四甲基哌啶可用作反应剂,用于:
  • 通过烯丙基氯类的烯丙基胺化合成烯丙化叔胺。
  • 以Oxone为氧化剂,通过氧化反应合成羟胺。
  • 以碘为氧化剂,与杂环硫醇反应合成次磺酰胺化合物。
  • 与CO2和苯基硅烷经N-甲基化反应合成N-甲基化胺。
  • 与醛和炔通过三组分Mannich偶联反应合成炔丙胺化合物。

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Met. Corr. 1 - Skin Corr. 1A - STOT SE 3

靶器官

Respiratory system

储存分类代码

3 - Flammable liquids

WGK

WGK 2

闪点(°F)

98.6 °F

闪点(°C)

37 °C

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

危险化学品

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Alginate is commonly used in the form of hydrogels in biomedical applications. It is known to be highly sensitive to liquid exposure and can degrade or solubilize easily. This study attempts to improve the mechanical and material properties in various
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A novel one-pot methodology is described for the synthesis of functionalized pyrrolopyridinones using in situ generated formimines and an ortho-lithiated pyridinecarboxamide species. Depending on the reaction conditions, this procedure allows versatile access to aminomethylated pyridinecarboxamides, 2,3-dihydro-pyrrolopyridinones, or 1,1-dialkylated 2,3-dihydro-pyrrolopyridinone derivatives.
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TEMPO/NaClO/NaBr and sodium periodate were combined in a one-shot reaction to oxidise cellulose from bleached pulp. Oxidation of cellulose forms two fractions: a highly-carboxylated water-insoluble (up to 1.9 mmol COO-/g, DS = 0.39) and a water-soluble fraction (up to 4 mmol COO-/g, DS = 1.1). Results
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Gaku Akimoto et al.
The Journal of organic chemistry, 83(21), 13498-13506 (2018-10-23)
The reaction pathways of lithium 2,2,6,6-tetramethylpiperidide (LiTMP)-mediated deprotonative metalation of methoxy-substituted arenes were investigated. Importantly, it was experimentally observed that, whereas TMEDA has no effect on the course of the reactions, the presence of more than the stoichiometric amount of

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