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745537

Sigma-Aldrich

4-（乙酰氨基）-2,2,6,6-四甲基-1-氧代哌啶四氟硼酸

97% (HPLC)

别名:

4-乙酰胺基-2,2,6,6-四甲基-1-氧代哌啶四氟硼酸盐, Bobbitt盐

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About This Item

经验公式（希尔记法）:
C11H21BF4N2O2
CAS号:
219543-09-6
分子量:
300.10
MDL號碼:
MFCD29060212
分類程式碼代碼:
12352005
PubChem物質ID:
329764990
NACRES:
NA.22

品質等級

100

化驗

97% (HPLC)

形狀

solid

反應適用性

reagent type: oxidant

mp

191-197 °C (decomposition)

官能基

amide

儲存溫度

2-8°C

SMILES 字串

F[B-](F)(F)F.CC(=O)NC1CC(C)(C)[N+](=O)C(C)(C)C1

InChI

1S/C11H20N2O2.BF4/c1-8(14)12-9-6-10(2,3)13(15)11(4,5)7-9;2-1(3,4)5/h9H,6-7H2,1-5H3;/q;-1/p+1

InChI 密鑰

HTMHEICBCHCWAU-UHFFFAOYSA-O

相关类别

一般說明

Bobbitt盐是有机合成中常用的制备化学中间产物的氧化剂。该试剂对空气和湿度高度稳定。

應用

Bobbitt盐 (4-NHAc-TEMPO+ BF4 −) 可作为试剂用于：       
  • 将醇类氧化为其对应醛、酮或羧酸形式。      
  • 通过氧化酯化将醛类转化为六氟异丙基 (HFIP) 酯类,·        
  • 通过脱保护作用将烯丙基醚转化为相应的醛。
  • 通过全氟烷基酮的脱氧反应制备α,β-不饱和酮。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
WXBF2786V
WXBD9436V
MKCS0047
MKCM1851
MKCF0035

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Tilley, L. J.;
Synthesis, 3, 326-326 (2013)
Christopher B Kelly et al.
Organic & biomolecular chemistry, 13(14), 4255-4259 (2015-03-10)
A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.
Dehydrogenation of Perfluoroalkyl Ketones by Using a Recyclable Oxoammonium Salt
Hamlin TA, et al.
European Journal of Organic Chemistry, 2013(18), 3658-3661 (2013)
Christopher B Kelly et al.
Organic letters, 15(9), 2222-2225 (2013-04-26)
A simple, high yielding, rapid route for the oxidative esterification of a wide range aldehydes to hexafluoroisopropyl (HFIP) esters using the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1a) is reported. These esters can be readily transformed into a variety of other functional
Michael A Mercadante et al.
Nature protocols, 8(4), 666-676 (2013-03-09)
We describe the synthesis of the lesser-known stoichiometric oxidation reagent 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1, Bobbitt's salt), as well as of 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl (2, AcNH-TEMPO). Several representative oxidation reactions are also presented to demonstrate the salt's oxidative capabilities. Bobbitt's salt has a range

相关内容

Bobbitt Group – Professor Product Portal

Dr. James Bobbitt has been developing the chemistry of oxoammonium salts, such as Bobbitt's Salt (Product 745537), for 30 years. He discovered the oxoaommonium chemistry by accident in 1985 and found that it had been started by a fine Russian chemist called Valery Golubev. At the University of Connecticut, he has had major collaborations with Professor Christian Bruckner, Professor William Bailey, and Professor Nicholas Leadbeater. He does most of his own experimental work, much of which has been published. Even though he is into his mid-80's, he continues to work on several chemistry projects as an Emeritus Professor at UConn.

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