21744-57-0

Basic information

• Product Name: ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE
• Synonyms: CHEMBRDG-BB 5380271;ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE;ethyl (5-amino-1H-tetrazol-1-yl)acetate(SALTDATA: FREE);2-(5-amino-1-tetrazolyl)acetic acid ethyl ester;2-(5-aminotetrazol-1-yl)acetic acid ethyl ester;Acetic acid, 2-(5-aminotetrazol-1-yl)-, ethyl ester;Ethyl (5-amino-1H-tetraazol-1-yl)acetate;ethyl 2-(5-amino-1,2,3,4-tetrazol-1-yl)ethanoate
• CAS NO: 21744-57-0
• Molecular Formula: C5H9N5O2
• Molecular Weight: 171.16
• Mol File: 21744-57-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 351.4 °C at 760 mmHg
• Flash Point: 166.3 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 4.12E-05mmHg at 25°C
• Refractive Index: 1.656
• PKA: 1.30±0.10(Predicted)
• CAS DataBase Reference: ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE(21744-57-0)
• EPA Substance Registry System: ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE(21744-57-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 21744-57-0(Hazardous Substances Data)

Usage

General Description

ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE is a chemical compound that belongs to the class of organic compounds known as amino-1,2,3-triazoles. It is a derivative of 1H-tetrazole, a five-membered aromatic ring containing four nitrogen atoms and one carbon atom. ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE is characterized by the presence of an ethyl group and an amino group attached to the tetrazole ring. ETHYL (5-AMINO-1H-TETRAZOL-1-YL)ACETATE is commonly used as a reactant and intermediate in the synthesis of various pharmaceuticals, agrochemicals, and functional materials. Its chemical properties make it a valuable building block in organic synthesis and drug discovery research.

InChI:InChI=1/C5H9N5O2/c1-2-12-4(11)3-10-5(6)7-8-9-10/h2-3H2,1H3,(H2,6,7,9)

Upstream product

• 4418-61-5 5-aminotetrazole 
• 105-36-2 ethyl bromoacetate 
• 506-68-3 bromocyane 
• 623-33-6 glycine ethyl ester hydrochloride 
• 15454-56-5 5-amino-1H-tetrazole sodium salt 
• 764-05-6 cyanogen azide 

Relevant articles and documents

Synthesis and Antimicrobial and Antioxidant Activities of Sulfonamide Derivatives Containing Tetrazole and Oxadiazole Rings

In the present work, we synthesized new sulfonamide derivatives with 1,3,4-oxadiazole moiety and tetrazole ring. The synthesized derivatives of sulfonamides were characterized through Fourier transform infrared, 13C-APT-NMR, 1H-NMR, and high-resolution liquid chromatography–mass spectrometry. The biological activities of resulting compound were also investigated and observed that the compounds reveal strong antimicrobial activity over some important bacterial strains including Bacillus subtilis ATCC 6633, Escherichia coli ATCC 25922, Klebsiella pneumoniae ATCC 13883, and Staphylococcus aureus ATCC 29213. The in vitro antifungal properties of synthesized compounds were also a target using Candida albicans NRRL Y-477 and Saccharomyces cerevisiae fungal strains. We have provided a useful guideline for future studies about the effect of the chemical structures of sulfonamide compounds on the biological activities. Among the target compounds, 7b, 7c, 7d, and 7e demonstrated surprisingly high antimicrobial activities than did others.

Energetic salts based on nitroiminotetrazole-containing acetic acid

2-(5-Nitroiminotetrazol-1-yl)acetic acid (4) was synthesized from 100% nitric acid and ethyl 2-(5-aminotetrazol-1-yl)acetate (2), which was easily obtained by reaction of ethyl aminoacetate hydrochloride, sodium hydroxide, and cyanogen azide. Compound 4 was also formed with 100% nitric acid and 2-(5-aminotetrazol-1-yl)acetic acid which was prepared from sodium 5-aminotetrazolate and 2-chloroacetic acid. New energetic materials comprised of nitroiminotetrazolate salts with nitroiminotetrazolate and carboxylate anions have been characterized spectroscopically as well as with single crystal X-ray diffraction and elemental analyses. In addition, the heats of formation (ΔHf), and detonation pressures (P) and velocities (D) were calculated. All compounds were insensitive (>40 J) for impact with BAM Fallhammer. The Royal Society of Chemistry 2012.