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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:

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Alex Basu et al.
Nanomaterials (Basel, Switzerland), 8(7) (2018-07-25)
A Ca2+-crosslinked wood-based nanofibrillated cellulose (NFC) hydrogel was investigated to build knowledge toward the use of nanocellulose for topical drug delivery applications in a chronic wound healing context. Proteins of varying size and isoelectric point were loaded into the hydrogel
Kasper Wigh Lipsø et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 274, 65-72 (2016-11-28)
We demonstrate a method for the preparation of hyperpolarized water by dissolution Dynamic Nuclear Polarization at high magnetic field. Protons were polarized at 6.7T and 1.1K to >70% with frequency modulated microwave irradiation at 188GHz. 97.2±0.7% of the radical was
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
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
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.

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