MilliporeSigma
All Photos(4)

176141

Sigma-Aldrich

4-Hydroxy-TEMPO

95%

Sign Into View Organizational & Contract Pricing

Select a Size

Synonym(s):
4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl, TEMPOL
Empirical Formula (Hill Notation):
C9H18NO2
CAS Number:
Molecular Weight:
172.24
Beilstein:
1422990
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

composition

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

mp

69-71 °C (lit.)

storage temp.

2-8°C

SMILES string

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
3903808.40130371343
4-Hydroxy-TEMPO 95%

Sigma-Aldrich

176141

4-Hydroxy-TEMPO

form

solid

form

powder

form

crystals

form

solid

mp

69-71 °C (lit.)

mp

143-145 °C (lit.)

mp

67-71 °C

mp

99-101 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-30°C

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

composition

Carbon content, 60.6-65.0%

composition

-

composition

-

composition

-

General description

4-Hydroxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. It is a low-molecular weight compound and has been proposed as superoxide dismutase mimic.

Application

4-Hydroxy-TEMPO (HO-TEMPO) may be employed as catalyst for the oxidation of alcohols to the corresponding aldehydes. It may be employed for the preparation of TEMPO based polymer catalyst systems, which are useful for the Anelli oxidation of various primary alcohols. It may be used as starting reagent in the synthesis of 4-(2,2,6,6-tetramethyl-1-oxyl-4-piperidoxyl)butyl bromide.
A fluorous-tagged TEMPO derivative was prepared from the derived TEMPO propargylic ether and subsequent "click" reaction with a fluorous azide. This TEMPO derivative proved to be a highly effective catalyst in the oxidation of alcohols with bleach.
Spin label for studying biological compounds and polymers.
Spin label reagent used in the chatacterization of antagonist and agonist binding sites of NK1 receptor. Also used to measure reactive oxygen generation in heart muscle by electron spin resonance spectroscopy. Cells that overexpress CYP2E1 can be protected from arachidonic acid toxicity damage by TEMPOL.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

294.8 °F - DIN 51758

Flash Point(C)

146 °C - DIN 51758

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 4

1 of 4

Technical production of aldehydes by continuous bleach oxidation of alcohols catalyzed by 4-hydroxy-TEMPO.
Fritz-Langhals E.
Organic Process Research & Development, 9(5), 577-582 (2005)
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)
Clean and selective oxidation of alcohols catalyzed by ion-supported TEMPO in water.
Qian W, et al.
Tetrahedron, 62(4), 556-562 (2006)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service