21732-17-2

Basic information

• Product Name: 1H-Tetrazole-1-acetic acid
• Synonyms: 1H-TETRAZOLE-1-ACETIC ACID;2-(1H-1,2,3,4-tetraazol-1-yl)acetic acid;1-(1H-1,2,3,4-TETRAZOL-1-YL)ACETIC ACID;CBI-BB ZERO/005907;1H-tetrazol-1-acetic acid;Tetrazole-1-ylacetic acid;1H-tetrazol acetic acid;2-(1H-1,2,3,4-Tetrazol-1-yl)acetic acid
• CAS NO: 21732-17-2
• Molecular Formula: C₃H₄N₄O₂
• Molecular Weight: 128.09
• EINECS: 244-551-7
• Product Categories: Miscellaneous;Organic acids
• Mol File: 21732-17-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 127-129°C
• Boiling Point: 381.1 °C at 760 mmHg
• Flash Point: 184.3 °C
• Appearance: white crystalline powder
• Density: 1.78 g/cm³
• Vapor Pressure: 1.73E-06mmHg at 25°C
• PKA: 2.67±0.10(Predicted)
• CAS DataBase Reference: 1H-Tetrazole-1-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Tetrazole-1-acetic acid(21732-17-2)
• EPA Substance Registry System: 1H-Tetrazole-1-acetic acid(21732-17-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-2
• Safety Statements: 26-36/37/39-60-37-36
• RIDADR: 407
• HazardClass: IRRITANT
• Hazardous Substances Data: 21732-17-2(Hazardous Substances Data)

Usage

Chemical Properties

White crystals

InChI:InChI=1/C3H4N4O2/c8-3(9)1-7-2-4-5-6-7/h2H,1H2,(H,8,9)/p-1

Upstream product

• 52130-20-8 1-ethoxycarbonylmethyl-1H-tetrazole-5-carboxylic acid ethyl ester 
• 21743-62-4 (5-amino-1H-tetrazole-1-yl) acetic acid 
• 288-94-8 1H-tetrazole 
• 5437-45-6 Benzyl bromoacetate 
• 79-08-3 bromoacetic acid 
• 95-56-7 2-hydroxybromobenzene 
• 1370345-33-7 (E)-2-(5-nitroiminotetrazol-1-yl)acetic acid 
• 24209-38-9 (6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid 
• 55633-19-7 (1H-tetrazol-1-yl)-2-acetic acid methyl ester 
• 22252-43-3 3-deacetyloxy-7-aminocephalosporanic acid 
• 30246-33-4 (6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 957-68-6 7-Aminocephalosporanic acid 
• 122-51-0 orthoformic acid triethyl ester 
• 56-40-6 glycine 

Downstream Products

• 55633-19-7 (1H-tetrazol-1-yl)-2-acetic acid methyl ester 
• 54769-38-9 benzyl 1H-tetrazol-1-ylacetate 
• 945752-19-2 N-(4-(2-((3-methoxy-4-morpholinophenyl)amino)pyrimidin-4-yl)phenyl)-2-(1H-tetrazol-1-yl)acetamide 
• 41223-92-1 2-(tetrazol-1-yl)acetic acid chloride 
• 689172-15-4 N-[1-(1H-tetrazol-1-ylacetyl)-2,3-dihydro-1H-indol-5-yl]-4'-(trifluoromethyl)-1,1'-biphenyl-2-carboxamide 
• 32510-61-5 7-((tetrazol-1'-yl)acetylamino)-3-acetyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 91747-75-0 N-phenethyl-2-(1H-tetrazol-1-yl)acetamide 
• 26240-90-4 ethyl 2-(1H-tetrazol-1-yl)acetate 

Relevant articles and documents

Bifunctional Fe(ii) spin crossover-complexes based on ω-(1: H -tetrazol-1-yl) carboxylic acids

To increase the supramolecular cooperativity in Fe(ii) spin crossover materials based on N1-substituted tetrazoles, a series of ω-(1H-tetrazol-1-yl) carboxylic acids with chain-lengths of C2-C4 were synthesized. Structural characterization confirmed the formation of a strong hydrogen-bond network, responsible for enhanced cooperativity in the materials and thus largely complete spin-state transitions for the ligands with chain lenghts of C2 and C4. To complement the structural and magnetic investigation, electronic spectroscopy was used to investigate the spin-state transition. An initial attempt to utilize the bifunctional coordination ability of the ω-(1H-tetrazol-1-yl) carboxylic acids for preparation of mixed-metallic 3d-4f coordination polymers resulted in a novel one-dimensional gadolinium-oxo chain system with the ω-(1H-tetrazol-1-yl) carboxylic acid acting as μ2-η2:η1 chelating-bridging ligand.

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.

Method for catalytic synthesis of tetrazoleacetic acid and derivatives thereof

The invention discloses a method for catalytic synthesis of tetrazoleacetic acid and derivatives thereof. According to the method, Click reaction of ethyl azide acetate and a cyano compound is realized to prepare tetrazoleacetic acid and derivatives thereof. The method comprises the following steps: by taking superparamagnetic nanoparticle supported ionic liquid as a catalyst, carrying out Click reaction on ethyl azide acetate and a cyano compound in a solvent at 60-100 DEG C and normal pressure for 8-14 hours, and then carrying out hydrolytic decarboxylation to obtain corresponding tetrazoleacetic acid and derivatives thereof. Tests prove that after the reaction is finished, the catalyst is simply recycled through an external magnetic field and can be repeatedly used, and the activity isnot obviously reduced. The catalytic system is simple to operate, high in yield and good in reusability, and has a good industrial prospect.

Process for synthesizing 1H-tetrazoleacetic acid

The invention discloses a novel process for synthesizing 1H-tetrazoleacetic acid. According to the invention, glycine ester hydrochloride, triethyl orthoformate, sodium azide and the like are used asraw materials to synthesize 1H-tetrazoleacetic acid in an ethanol solution by a one-pot method; alkali is dropwise added into an ethanol solution of glycine ester hydrochloride, triethyl orthoformateand sodium azide, generated glycine ester reacts with triethyl orthoformate and sodium azide in a system, concentrated sulfuric acid and purified water are dropwise added into reaction liquid after the reaction is completed, and ring closing and hydrolysis are carried out to prepare 1H-tetrazoleacetic acid; the solvent ethanol used in the process can be repeatedly recycled, hydrolysis of triethylorthoformate can be inhibited, reaction progress is accelerated, cost is effectively reduced; and the synthesis process is simple in route, wide in application range, low in production cost, improvedin safety, free of pollution, capable of completely meeting the production requirements of modern green chemical engineering, high in yield, good in operability and repeatability and convenient for industrial production.