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Merck

176141

Sigma-Aldrich

哌啶醇氧化物

95%

别名:

4-羟基-2,2,6,6-四甲基哌啶-1-氧自由基, TEMPOL

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About This Item

经验公式(希尔记法):
C9H18NO2
CAS号:
分子量:
172.24
Beilstein:
1422990
EC 号:
MDL编号:
UNSPSC代码:
12352119
PubChem化学物质编号:
NACRES:
NA.22
价格与库存信息目前不能提供

方案

95%

表单

solid

组成

Carbon content, 60.6-65.0%
Nitrogen content, 7.8-8.4%

mp

69-71 °C (lit.)

官能团

hydroxyl

储存温度

2-8°C

SMILES字符串

CC1(C)CC(O)CC(C)(C)N1[O]

InChI

1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3

InChI key

UZFMOKQJFYMBGY-UHFFFAOYSA-N

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一般描述

4-羟基-TEMPO是4-取代的2,2,6,6-四甲基哌啶-1-氧(TEMPO)衍生物。它是一种低分子量化合物,已被建议作为超氧化物歧化酶模拟物。[1]

应用

4-羟基-TEMPO(HO-TEMPO)可用作催化剂将醇氧化成相应的醛。[2]它可用于制备TEMPO聚合物催化体系,该体系可用于多种伯醇的Anelli氧化。[3]它可以用作合成4-(2,2,6,6-四甲基-1-氧基-4-哌啶氧基)丁基溴的起始试剂。[4]
用于研究生物化合物[5][6] 和聚合物的自旋标记物。[7]
由衍生化TEMPO丙炔醚以及随后与氟叠氮化物发生"点击"反应,制备氟标记的TEMPO衍生物。该TEMPO衍生物已被证明是用漂白剂氧化醇的高效催化剂。[8]
自旋标记试剂,用于鉴定 NK1 受体的拮抗剂和激动剂结合位点。也可用于电子自旋共振光谱法测定心肌中活性氧的生成。TEMPOL 可保护过量表达 CYP2E1 的细胞免受花生四烯酸的毒性损伤。

警示用语:

Danger

危险声明

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - STOT RE 2 Oral

靶器官

Liver,spleen

储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

294.8 °F - DIN 51758

闪点(°C)

146 °C - DIN 51758

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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T Tanigawa et al.
Free radical research communications, 19 Suppl 1, S171-S176 (1993-01-01)
A method was designed to detect free radicals in circulating blood of animals using extracorporeal circulation and electron paramagnetic resonance (EPR). An arterial-venous shunt was inserted into male Wistar rats between the distal abdominal aorta and the inferior vena cava.
Z Sledziński et al.
International journal of pancreatology : official journal of the International Association of Pancreatology, 18(2), 153-160 (1995-10-01)
Rats develop acute pancreatitis when infused iv for 3 h with cerulein (10 micrograms/kg/h). Autopsies of the pancreas seen by light microscope show interstitial edema, acinar cells vacuolization, and leukocyte margination in pancreatic capillaries; under electron microscope, severe damage concerning
Medical Science Research, 21, 401-401 (1993)
Synthesis of polymer-supported TEMPO catalysts and their application in the oxidation of various alcohols.
Tanyeli C and Gumus A.
Tetrahedron Letters, 44(8), 1639-1642 (2003)
Synlett, 2767-2767 (2006)

商品

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。

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    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

      Helpful?

  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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