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115754

Sigma-Aldrich

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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5 G
$80.10
10 G
$127.00
25 G
$186.00

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5 G
$80.10
10 G
$127.00
25 G
$186.00

About This Item

经验公式（希尔记法）:
C9H19N
CAS号:
768-66-1
分子量:
141.25
Beilstein:
103296
EC號碼:
212-199-3
MDL號碼:
MFCD00005985
分類程式碼代碼:
12352005
PubChem物質ID:
24847237
NACRES:
NA.22

$80.10

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品質等級

200

化驗

≥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 密鑰

RKMGAJGJIURJSJ-UHFFFAOYSA-N

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相关类别

一般說明

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)。

應用

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。

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 2

閃點（°F）

98.6 °F - closed cup

閃點（°C）

37 °C - closed cup

個人防護裝備

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SDBB0725
STBL1140
0000181359
0000172914
0000151507

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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
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.
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
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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