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Merck
CN

115754

2,2,6,6-四甲基哌啶

≥99%

别名:

2,2,6,6-tetramethylpiperidide, 2,2,6,6-tetramethylpiperidine, Norpempidine, TEMP, TMPH

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关于此项目

经验公式(希尔记法):
C9H19N
化学文摘社编号:
分子量:
141.25
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-199-3
Beilstein/REAXYS Number:
103296
MDL number:
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产品名称

2,2,6,6-四甲基哌啶, ≥99%

InChI key

RKMGAJGJIURJSJ-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥99%

refractive index

n20/D 1.445 (lit.)

bp

152 °C (lit.)

density

0.837 g/mL at 25 °C (lit.)

Quality Level

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Application

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。

General description

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)。

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

3 - Flammable liquids

wgk

WGK 2

flash_point_f

98.6 °F - closed cup

flash_point_c

37 °C - closed cup

ppe

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

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Megan Smyth et al.
Carbohydrate polymers, 179, 186-195 (2017-11-08)
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
Geoffrey Deguest et al.
Organic letters, 8(25), 5889-5892 (2006-12-01)
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.
S Doruk Cezan et al.
Nature communications, 10(1), 276-276 (2019-01-19)
Triboelectric charging of insulators, also known as contact charging in which electrical charges develop on surfaces upon contact, is a significant problem that is especially critical for various industries such as polymers, pharmaceuticals, electronics, and space. Several methods of tribocharge
David Joram Mendoza et al.
Carbohydrate polymers, 226, 115292-115292 (2019-10-05)
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
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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