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Merck
CN

745537

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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关于此项目

经验公式（希尔记法）:
C11H21BF4N2O2
化学文摘社编号:
219543-09-6
分子量:
300.10
MDL number:
MFCD29060212
UNSPSC Code:
12352005
PubChem Substance ID:
329764990
NACRES:
NA.22

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产品名称

4-（乙酰氨基）-2,2,6,6-四甲基-1-氧代哌啶四氟硼酸, 97% (HPLC)

SMILES string

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 key

HTMHEICBCHCWAU-UHFFFAOYSA-O

assay

97% (HPLC)

form

solid

reaction suitability

reagent type: oxidant

mp

191-197 °C (decomposition)

functional group

amide

storage temp.

2-8°C

Quality Level

100

相关类别

Application

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。

General description

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。

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
WXBF5367V
WXBF2786V
WXBD9436V
MKCS0047
MKCM1851

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Tilley, L. J.;
Synthesis, 3, 326-326 (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
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 & 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.
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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