2-(tetrazol-1-yl)acetic acid
C3H4N4O2
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Identification
- CAS Number
- 21732-17-2
- EC Number
- 244-551-7
- UN Number
- 0407
- PubChem CID
- 543207
Physical-chemical properties
- Molecular Formula
- C3H4N4O2
- Molar Mass
- 128.09 g/mol
- IUPAC Name
- 2-(tetrazol-1-yl)acetic acid
Chemical Identifiers
- InChI
- InChI=1S/C3H4N4O2/c8-3(9)1-7-2-4-5-6-7/h2H,1H2,(H,8,9)
- InChI Key
- GRWAIJBHBCCLGS-UHFFFAOYSA-N
Overview
2-(tetrazol-1-yl)acetic acid (CAS 21732-17-2) is a nitrogen-rich heterocyclic compound with tetrazole functionality and carboxylic acid properties. This specialized chemical intermediate belongs to the tetrazole family, characterized by its five-membered ring containing four nitrogen atoms and one carbon atom. With the molecular formula C3H4N4O2 and a molecular weight of 128.09 g/mol, this compound combines the unique properties of tetrazole rings with carboxylic acid functionality, making it valuable for various synthetic applications. The tetrazole moiety is particularly notable for its high nitrogen content and ability to act as a bioisostere for carboxylic acids in pharmaceutical applications. The compound exhibits typical tetrazole characteristics, including thermal stability and the ability to participate in diverse chemical reactions. Unlike highly energetic materials such as 2,4,6-trinitrobenzoic acid, 2-(tetrazol-1-yl)acetic acid presents manageable safety profiles under normal handling conditions. The presence of both tetrazole and carboxylic acid functional groups provides multiple reactive sites for further chemical modifications, making it an attractive building block for organic synthesis. In industrial applications, this compound serves primarily as an intermediate in pharmaceutical synthesis, where tetrazole rings are incorporated into drug molecules to enhance bioavailability and metabolic stability. It also finds use in the development of specialty chemicals and as a precursor for more complex heterocyclic compounds. Additionally, the compound is utilized in research applications focused on medicinal chemistry and materials science. The carboxylic acid functionality allows for standard coupling reactions and esterification processes, while the tetrazole ring can undergo various substitution reactions. These dual functionalities make it particularly useful in multi-step synthetic routes where both moieties can be selectively modified. OYSI provides reliable access to 2-(tetrazol-1-yl)acetic acid for European industrial customers requiring high-quality chemical intermediates.
Safety & Classification
No Hazard Classification
This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.
Transport (ADR)
| UN Number | 0407 |
| ADR Class | 1 |
| Packing Group | |
| Tunnel Code | E |
| Proper Shipping Name | Tetrazol-1-essigsäure |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-(tetrazol-1-yl)acetic acid?
2-(tetrazol-1-yl)acetic acid is an organic compound with the molecular formula C3H4N4O2 and CAS number 21732-17-2. This chemical belongs to the tetrazole family, characterized by a five-membered ring containing four nitrogen atoms and one carbon atom, linked to an acetic acid moiety. With a molecular weight of 128.09 g/mol, it serves as an important intermediate in pharmaceutical and chemical synthesis applications.
What are the physicochemical properties of 2-(tetrazol-1-yl)acetic acid?
2-(tetrazol-1-yl)acetic acid is typically a white to off-white crystalline solid at room temperature. The compound contains both acidic carboxyl and nitrogen-rich tetrazole functionalities, making it polar and likely water-soluble due to its ability to form hydrogen bonds. Its molecular structure with multiple nitrogen atoms contributes to its stability and reactivity profile, though specific melting point and solubility data would require experimental determination.
What is 2-(tetrazol-1-yl)acetic acid used for?
2-(tetrazol-1-yl)acetic acid is primarily used as a synthetic intermediate in pharmaceutical research and development. The tetrazole ring system is valuable in medicinal chemistry as a bioisostere for carboxylic acids, offering improved metabolic stability and bioavailability. It serves as a building block for developing antihypertensive drugs, particularly angiotensin receptor antagonists, and other therapeutic compounds requiring tetrazole functionality in their molecular structure.
How to handle 2-(tetrazol-1-yl)acetic acid safely?
2-(tetrazol-1-yl)acetic acid should be handled with standard laboratory safety practices despite having no specific hazard classification. Wear appropriate personal protective equipment including safety glasses, laboratory gloves, and lab coats to prevent direct contact. Work in well-ventilated areas or under fume hoods to avoid inhalation of dust particles. Use proper laboratory techniques when weighing and transferring the material to minimize exposure and contamination risks.
How should 2-(tetrazol-1-yl)acetic acid be stored correctly?
2-(tetrazol-1-yl)acetic acid should be stored in a cool, dry place away from direct sunlight and heat sources. Keep the material in tightly sealed containers to prevent moisture absorption and contamination. Store at room temperature in a well-ventilated area, separated from strong oxidizing agents and incompatible materials. Ensure proper labeling with substance name, CAS number, and storage date for inventory management and traceability purposes.
What to do in case of contact with 2-(tetrazol-1-yl)acetic acid?
In case of skin contact with 2-(tetrazol-1-yl)acetic acid, immediately wash the affected area with plenty of water and soap for at least 15 minutes. For eye contact, rinse thoroughly with clean water for several minutes and remove contact lenses if present and easily removable. If inhaled, move to fresh air immediately. Although no specific hazards are classified, seek medical attention if irritation persists or if large quantities were involved in the exposure.
How to dispose of 2-(tetrazol-1-yl)acetic acid appropriately?
2-(tetrazol-1-yl)acetic acid should be disposed of according to local and national waste regulations for pharmaceutical intermediates and organic chemicals. Contact licensed waste disposal companies specialized in chemical waste management. Do not discharge into drains, soil, or water systems. Small laboratory quantities may be collected with other organic waste for incineration at appropriate facilities, while larger amounts require specific disposal protocols and documentation.
How to transport 2-(tetrazol-1-yl)acetic acid?
2-(tetrazol-1-yl)acetic acid can be transported as a non-hazardous material since it has no specific ADR classification requirements. However, use appropriate packaging to prevent spillage and contamination during transit. Ensure containers are properly sealed and labeled with the chemical name and CAS number. Follow general good practices for chemical transport, including proper documentation and handling instructions for the receiving party.
Is 2-(tetrazol-1-yl)acetic acid subject to specific regulations?
2-(tetrazol-1-yl)acetic acid is subject to standard REACH registration requirements for chemicals manufactured or imported in the European Union above certain tonnage thresholds. It is not classified as a SVHC (Substance of Very High Concern) and has no specific GHS hazard classification. However, it must comply with general chemical safety regulations, proper labeling requirements, and safety data sheet provisions under CLP regulation.
Where to buy 2-(tetrazol-1-yl)acetic acid in Europe?
2-(tetrazol-1-yl)acetic acid is available through OYSI, a specialized European distributor of pharmaceutical intermediates and fine chemicals. OYSI provides high-quality chemical products to research institutions, pharmaceutical companies, and chemical manufacturers across Europe. Contact OYSI directly for availability, specifications, packaging options, and technical support. As a professional chemical distributor, OYSI ensures proper documentation, regulatory compliance, and reliable supply chains for specialized compounds.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.