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701718

Sigma-Aldrich

2-氮杂金刚烷-N-氧自由基

90%

别名:

AZADO

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About This Item

经验公式（希尔记法）:
C9H14NO
CAS号:
57625-08-8
分子量:
152.21
MDL编号:
MFCD11656077
UNSPSC代码:
12352000
PubChem化学物质编号:
329762314
NACRES:
NA.22

质量水平

100

方案

90%

表单

powder

反应适用性

reagent type: oxidant

mp

182-189 °C (D)

储存温度

2-8°C

SMILES字符串

[O]N1[C@@H]2C[C@H]3C[C@@H](C2)C[C@@H]1C3

InChI

1S/C9H14NO/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2/t6-,7+,8-,9+

InChI key

BCJCJALHNXSXKE-SPJNRGJMSA-N

相关类别

一般描述

2-氮杂金刚烷- N -氧代 (AZADO) 是一种稳定的氮氧自由基，被广泛地应用于催化醇类的氧化反应。

应用

2-氮杂金刚烷- N -氧代 (AZADO) 可用于以下研究：
  • 用作木材纤维素氧化的催化剂。
  • 雅库酰胺 A（一种从海绵 Ceratopsion sp. 中提取的潜在细胞毒素）全合成的催化剂。
  • 作为 ( S )-缩水甘油氧化的氧化剂。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
BCCL8449
BCCK9853
BCCG6141
BCCG6140
BCCF9336

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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 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.

  4. 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. 

  5. What are the benefits of the organocatalyst 2-Azaadamantane-N-oxyl, Product 701718?

    AZADO (2-azaadamantane N-oxyl) can convert alcohols to their corresopnding carbonyl compounds more effectively than the traditional TEMPO reagent in sterically hindered environments.

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

    Ask a Scientist here.

Takefumi Kuranaga et al.
Journal of the American Chemical Society, 135(14), 5467-5474 (2013-03-19)
Here we report the first total synthesis and the complete stereochemical assignment of yaku'amide A. Yaku'amide A (1) was isolated from a sponge Ceratopsion sp. as an extremely potent cytotoxin. Its structure was determined except for the C4-stereochemistry in the
Masatoshi Shibuya et al.
Journal of the American Chemical Society, 128(26), 8412-8413 (2006-06-29)
Development of a stable nitroxyl radical class of catalysts, 2-azaadamantane N-oxyl (AZADO) and 1-Me-AZADO, for highly efficient oxidation of alcohols is described. AZADO and 1-Me-AZADO exhibit superior catalytic proficiency to TEMPO, converting various sterically hindered alcohols to the corresponding carbonyl
Ming Zhang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(10), 3937-3941 (2015-01-22)
An increased supply of scarce or inaccessible natural products is essential for the development of more sophisticated pharmaceutical agents and biological tools, and thus the development of atom-economical, step-economical and scalable processes to access these natural products is in high
Takuya Isogai et al.
Biomacromolecules, 11(6), 1593-1599 (2010-05-18)
Curdlan, amylodextrin, and regenerated cellulose fiber were subjected to electromediated oxidation with a 4-acetamido-TEMPO catalyst in a buffer at pH 6.8 without NaClO or NaClO(2). More than 90% of the C6 primary hydroxyls of Curdlan and amylodextrin were converted to

商品

TEMPO催化氧化

TEMPO（2,2,6,6-四甲基哌啶氧基或2,2,6,6-四甲基哌啶1-氧基）及其衍生物在有机氧化反应催化剂中可以作为稳定的硝酰基使用。TEMPO由Lebedev和Kazarnovskii于1960年发现，其具有的稳定自由基性质得益于其庞大的取代基团阻碍了自由基与其他分子之间发生反应。

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