2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO)CAS 2564-83-2

2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO)CAS 2564-83-2
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Name: 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO)
CAS: 2564-83-2
MOQ: 1KG
Directory Guidance on 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO)
Product Introduction:
2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) is an organic compound with a specific structure, which is well-known for its unique chemical properties and wide application fields.
Chemical structure and properties:
The molecular formula of 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) is C9H18NO, which is an orange-red, easily sublimated crystal. Since the molecule contains two quaternary ammonium salt structures, it behaves chemically as a stable compound.
The stability of TEMPO makes it used as a catalyst or oxidant in a variety of chemical reactions, especially in selective oxidation reactions.
Synthesis and preparation:
TEMPO can be synthesized by a variety of methods, one of the common methods is to react 2,2,6,6-tetramethylpiperidine with hydrogen peroxide. This synthesis method is simple and low-cost, making TEMPO an economical and practical compound.
In industrial production, the synthesis process of TEMPO requires strict control of reaction conditions to ensure the purity and quality of the product.
Application fields:
TEMPO has a wide range of applications in the chemical industry, especially in catalytic oxidation reactions. It is used as a catalyst in a variety of organic synthesis processes, including the oxidation of alcohols and the epoxidation of olefins.
In addition, TEMPO also plays a role in the bleaching process of paper and textiles. As an environmentally friendly oxidant, it helps reduce the impact of traditional bleaching agents on the environment.
Environment and safety: Due to the strong oxidizing property of TEMPO, special attention should be paid to safety during its storage and use. It is irritating to the eyes, skin and respiratory tract, so appropriate protective measures should be taken during operation.
At the same time, the emission of TEMPO in the environment also needs to be strictly controlled to avoid potential harm to the ecosystem.
In summary, 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) is an important organic compound, and its unique chemical properties make it irreplaceable in the fields of industry and scientific research.
Basic Info:
Chemical Structure
Melting point | 36-38 °C(lit.) |
Boiling point | 193°C |
density | 1 g/cm3 |
vapor pressure | 0.4 hPa (20 °C) |
refractive index | 1.4350 (estimate) |
Fp | 154 °F |
storage temp. | Store below +30°C. |
Nature and Specifications:
Item | Specification |
Product Name | 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) |
CAS No. | 2564-83-2 |
Appearance | Powder |
Shelf Life | 2 years |
Packing | As your requirements |
solubility | 9.7g/l |
form | Powder |
color | Yellow to green |
PH | 8.3 (9g/l, H2O, 20℃) |
Water Solubility | Soluble in all organic solvents. Insoluble in water. |
What Are The Uses of 2,2,6,6-Tetramethylpiperidine-1-Oxyl(TEMPO)
Product service:
2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) has been widely used in many fields due to its excellent chemical stability and unique redox catalytic properties, especially in organic synthesis, materials science and environmental protection.
1. Application in organic synthesis
TEMPO is mainly used as an oxidation catalyst in organic synthesis and is widely used in the oxidation reaction of alcohols. It can selectively oxidize alcohols to aldehydes or ketones under mild reaction conditions and is not prone to side reactions, thus occupying an important position in synthetic chemistry.
Compared with traditional oxidants (such as potassium permanganate, hydrogen peroxide, etc.), 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) shows higher selectivity and better controllability in many cases, and can avoid over-oxidation. The application of this catalyst covers a wide range of fields including the synthesis of complex molecules, drug intermediates, natural products, etc.
In specific reactions, TEMPO is often used in combination with oxidants such as hydrogen peroxide (H₂O₂) or benzoyl peroxide (BPO) to selectively oxidize alcohol compounds to generate aldehydes or ketones.
For example, the TEMPO/hydrogen peroxide system can efficiently oxidize a series of alcohol compounds under low temperature conditions with high selectivity and without producing excessive by-products. In addition, TEMPO also has good catalytic performance in the oxidation reaction of compounds containing unsaturated bonds or aromatic rings.
2. Application in free radical reactions
A notable feature of 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) is that it can act as a free radical scavenger and stably exist in the system. This makes it play an important role in many free radical reactions.
TEMPO can react with certain free radicals to generate stable TEMPO free radicals, thereby effectively inhibiting unnecessary side reactions and providing reaction selectivity. For example, in polymerization reactions, TEMPO is often used to control the molecular weight of free radical polymerization and prevent excessive polymerization reactions.
Another important use of TEMPO in organic chemistry is as a source of “oxidative free radicals”, which is widely used in the regulation of organic reactions. This reaction can be carried out at room temperature and does not require a strong acid or strong base environment. Therefore, it has high reaction efficiency and low environmental risk, and is widely used in organic synthesis, drug synthesis and other fields.
3. Application in polymer chemistry
The application of 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) also plays an important role in polymer chemistry, especially in polymer synthesis and modification. TEMPO can play a regulatory role in free radical polymerization reactions, and control the molecular weight and structure of polymer materials by controlling the progress of polymerization reactions.
For example, in “controlled free radical polymerization” (RAFT polymerization), TEMPO can be used as a stabilizer to regulate polymerization reactions and precisely control properties such as degree of polymerization and molecular weight distribution.
In addition, TEMPO is also commonly used in the oxidative modification of cellulose and its derivatives. TEMPO is highly selective in the oxidation of cellulose and can oxidize some hydroxyl groups of cellulose to carboxyl groups, thereby improving the water solubility and chemical reactivity of cellulose.
This process has wide applications in the preparation of cellulose-based materials (such as cellulose nanofibers, cellulose hydrogels, etc.), especially in the development of green materials and biomedical materials.
4. Application in environmental protection
In the field of environmental protection, 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) has also shown great potential, especially in sustainable development and green chemistry. Due to its good catalytic performance and efficient reaction control ability, TEMPO is used in a variety of environmental protection-related reactions, especially in wastewater treatment, waste gas purification and degradation of harmful substances.
For example, TEMPO can be used to degrade organic pollutants in wastewater treatment, especially to convert organic matter in water into harmless compounds through catalytic oxidation reactions. In air pollution control, TEMPO is used in catalytic oxidation reactions to promote the conversion of volatile organic compounds (VOCs) into harmless gases. In addition, TEMPO can also be used in photocatalytic reactions as an important auxiliary agent to improve the activity of photocatalysts and promote the degradation of harmful substances in the environment.
5. Application in the biomedical field
2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) and its derivatives also have certain research applications in the biomedical field. Since TEMPO itself has strong redox properties and can react with oxygen free radicals in the body, it has potential application value in antioxidant therapy.
Some studies have shown that TEMPO derivatives can help remove free radicals in the body, thereby slowing down the aging process or improving certain diseases caused by oxidative stress (such as cardiovascular disease, neurodegenerative diseases, etc.).
TEMPO derivatives are also used to prepare biodegradable polymer materials for drug delivery systems, tissue engineering and other fields. By controlling the redox properties of TEMPO, precise regulation of drug release can be achieved in the body, which has good clinical application prospects.
6. Oxidation and modification of cellulose
One of the most classic applications of 2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO) is in the oxidation treatment of cellulose, especially in the preparation of cellulose nanomaterials. TEMPO can specifically oxidize certain hydroxyl groups in cellulose molecules, thereby changing their physical and chemical properties.
For example, TEMPO-oxidized cellulose exhibits good water solubility and strong negative charge, which has attracted widespread attention for its application in hydrogels, adsorbents and biomedical materials.
An important application of TEMPO-oxidized cellulose is the manufacture of cellulose nanofibers (CNFs).
This cellulose derivative has a very high specific surface area, excellent mechanical properties and biodegradability, and is widely used in environmental protection, energy and biomedicine.
2,2,6,6-Tetramethylpiperidine-1-Oxyl (TEMPO), as a stable redox catalyst, has shown wide application potential in organic synthesis, polymer chemistry, environmental protection, biomedicine and other fields.
Its excellent catalytic properties, stable chemical properties and selective oxidation ability make it an indispensable tool in modern chemistry and materials science.
- Certificate Of Analysis (COA)
- Material Safety Data Sheet (MSDS)
- Route of synthesis (ROS)
- Method of Aanlysis (MOA)
- Nuclear Magnetic Resonance (NMR)
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