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735353

Sigma-Aldrich

2,2,6,6-四甲基哌啶锂

95%

同義詞:

2,2,6,6-四甲基哌啶锂盐(1:1), LTMP

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About This Item

經驗公式(希爾表示法):
C9H18LiN
CAS號碼:
分子量::
147.19
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22
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化驗

95%

形狀

solid

SMILES 字串

[Li]N1C(C)(C)CCCC1(C)C

InChI

1S/C9H18N.Li/c1-8(2)6-5-7-9(3,4)10-8;/h5-7H2,1-4H3;/q-1;+1

InChI 密鑰

ANYSGBYRTLOUPO-UHFFFAOYSA-N

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應用

2,2,6,6-四甲基哌啶锂是一种强碱,可用于:
  • 反式-α-锂化环氧化物为中间体,从末端环氧化物合成烯胺。[1]
  • 芳烃的邻位锂化,如1,3-双(三氟甲基)苯、4,4-二甲基-2-苯基-2-恶唑啉、1,4-双(三氟甲基)苯和1,3-二甲氧基苯。[2]
  • 与Lewis供体配体N,N,N′,N′-四甲基乙二胺(TMEDA)结合,将甲氧基取代的芳烃进行去质子金属化。{21]

象形圖

FlameCorrosion

訊號詞

Danger

危險聲明

危險分類

Skin Corr. 1B - Water-react 2

儲存類別代碼

4.3 - Hazardous materials which set free flammable gases upon contact with water

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

Lot/Batch Number

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存取文件庫

Deprotonative metalation of methoxy-substituted arenes using lithium 2, 2, 6, 6-tetramethylpiperidide: Experimental and computational study.
Akimoto G, et al.
The Journal of Organic Chemistry, 83(21), 13498-13506 (2018)
Alkenes from terminal epoxides using lithium 2,2,6,6-tetramethylpiperidide and organolithiums or grignard reagents.
Hodgson DM, et al.
Journal of the American Chemical Society, 126(39), 12250-12251 (2004)
Case for Lithium Tetramethylpiperidide-Mediated Ortholithiations: Reactivity and Mechanisms.
Mack KA and Collum DB
Journal of the American Chemical Society, 140(14), 4877-4883 (2018)
Martin-Louis Y Riu et al.
Science advances, 6(13), eaaz3168-eaaz3168 (2020-04-02)
This exploratory synthesis investigation was undertaken to determine the viability of replacing a single carbon vertex with another p-block element in a highly strained tetrahedrane molecule. Phosphorus was selected for this purpose because the stable molecular form of elemental phosphorus

Questions

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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