Merck
CN

216143

Sigma-Aldrich

四丁基氟化铵 溶液

1.0 M in THF

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别名:
TBAF 溶液
线性分子式:
[CH3(CH2)3]4NF
CAS号:
分子量:
261.46
Beilstein:
3762762
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

形式

liquid

质量水平

浓度

1.0 M in THF

杂质

~5 wt. % water

密度

0.903 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

[F-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.FH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChI key

FPGGTKZVZWFYPV-UHFFFAOYSA-M

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应用

四丁基氟化铵(TBAF)可作为以下应用的试剂:
  • 硅烷基和N-磺酰基的去保护。
  • 氟化反应。
  • 与各种2-乙炔基苯胺(通过钯催化下的末端炔烃反应合成)进行环化反应合成2-取代吲哚。它还可作为活化剂,通过钯催化下的芳基和烯基卤与末端炔烃的偶联反应合成芳基化或烯基化炔。

用于制备以下试剂的反应物:
  • 三重单胺再摄取抑制剂,用作新一代抗抑郁药物
  • 在中性pH有机-水混合缓冲溶液中,水解烷基硅醚的醇
  • 磷酸盐修饰键的寡核苷酸
  • 通过手性双吡啶二醇配体和三氯化铬催化Nozaki-Hiyama烯丙基化反应的芳基烷基醇
  • 通过Suzuki偶联反应结合的二烯酸酯
  • 具有抗肿瘤作用的大环邻氨基苯扎胺Hsp90抑制剂
  • 磷酰肌醇3激酶(PI3K)/哺乳动物雷帕霉素(mTOR)双抑制剂的靶点
  • 抗糖尿病聚乙炔糖甙

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

补充剂危害

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

1.4 °F - closed cup

闪点(°C)

-17 °C - closed cup

法规信息

危险化学品

分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How should Product 216143, Tetrabutylammonium fluoride solution be stored?

    This product is hygroscopic and should be stored under inert gas, such as nitrogen, and at 2-8 deg C, which is in accordance with our MSDS.

  4. What applications can 216143 Tetrabutylammonium fluoride solution, be used in?

    This product can be used as a fluorinating reagent.

  5. What causes Product 216143, Tetrabutylammonium fluoride solution, to turn purple?

    Our specifications for this product indicate the material should be colorless to yellow in color. Contact with ketones will immediate discoloration sometimes appearing purple in color. 

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Deprotection of N-sulfonyl nitrogen-heteroaromatics with tetrabutylammonium fluoride
Yasuhara A and Sakamoto T
Tetrahedron Letters, 39(7), 595-596 (1998)
Tetrabutylammonium Fluoride
Li Hui-Yin, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Convenient synthesis of 2-substituted indoles from 2-ethynylanilines with tetrabutylammonium fluoride
Yasuhara A, et al.
Journal of the Chemical Society. Perkin Transactions 1, 39(4), 529-534 (1999)
Non-Sonogashira-type palladium-catalyzed coupling reactions of terminal alkynes assisted by silver (I) oxide or tetrabutylammonium fluoride.
Mori A, et al.
Organic Letters, 2(19), 2935-2937 (2000)
Fabio Galeotti et al.
Journal of chromatography. A, 1284, 141-147 (2013-03-05)
In this study, by using tetrabutylammonium bisulfate as ion-pairing reagent, we were able to separate all the main heparin/heparan sulfate disaccharides generated by the action of heparinases along with the main Hep tetrasaccharide possessing a 3-O-sulfate group on the sulfoglucosamine

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