697-94-9

Usage

Organic compound

It is an organic compound A compound primarily composed of carbon and hydrogen atoms, often containing other elements like fluorine and nitrogen in this case.

Tetrazole ring

The compound contains a tetrazole ring A five-membered heterocyclic ring with four nitrogen atoms and one carbon atom.

Methyl group

A methyl group (CH3) is attached to the tetrazole ring A common alkyl group consisting of one carbon atom bonded to three hydrogen atoms.

Trifluoromethyl group

A trifluoromethyl group (CF3) is also attached to the tetrazole ring A group consisting of one carbon atom bonded to three fluorine atoms, enhancing the compound's reactivity and stability.

Building block in organic synthesis

The compound is commonly used as a building block in organic synthesis It serves as a starting material or intermediate to create more complex organic molecules.

Reagent in chemical reactions

1-Methyl-5-(trifluoromethyl)-1H-tetrazole is used as a reagent in chemical reactions It can induce or participate in chemical transformations to obtain desired products.

White solid at room temperature

The compound appears as a white solid under normal conditions Its physical form is a white crystalline solid at standard temperature and pressure.

Stable under normal conditions

1-Methyl-5-(trifluoromethyl)-1H-tetrazole maintains stability in regular storage and handling situations It does not readily undergo unwanted chemical reactions or decomposition.

Pharmaceutical research and development

The compound is used in pharmaceutical research and development It aids in the discovery and production of new drugs with potential therapeutic applications.

Production of drugs with potential therapeutic applications

1-Methyl-5-(trifluoromethyl)-1H-tetrazole contributes to the creation of drugs with possible medicinal uses It serves as a key component or intermediate in the synthesis of beneficial pharmaceutical compounds.

InChI:InChI=1/C3H3F3N4/c1-10-2(3(4,5)6)7-8-9-10/h1H3

Upstream product

• 74-88-4 methyl iodide 
• 74305-26-3 trans-bis(dimethylglyoximato)N-2(5-trifluoromethyltetrazolato)(tri-n-butylphosphine)cobalt(III) 

Relevant academic research and scientific papers

Positional Selectivity of the Methylation of 5-Substituted Tetrazolate Anions

The methylation of a series of 15 sodium 5-substituted tetrazolates using iodomethane in acetone/water (4:1) has been studied.The reaction yields both 1- and 2-methyl products, and the ratio of these products is discussed in terms of the nature of the 5-substituent.Electronic and steric effects dominate the reaction pathway; both increased substituent electronegativity and steric bulk lead to predominant methylation at N 2.Sodium 5-ethoxycarbonyltetrazolate (3n) goes against this trend and an intermediate is proposed where the incoming electrophile is associated with the ester carbonyl group.

Regiospecific Coordination of Ambidentate Tetrazoles to Cobalt Oximes

A series of complexes of the type (n-Bu3P)Co(DH)2(5R-tetrazolate) (DH is the monoanion of dimethylglyoxime; R = CF3, CH3, C6H5, C6H5CH2, (CH3)2N, 4-FC6H4, and 3-FC6H4) have been prepared and characterized by conductance studies, elemental analyses, and 1H, 13C, 31P, and 19F NMR spectroscopy.Quantum-mechanical calculations (MINDO/3) indicate that the N1 nitrogens of the aromatic tetrazolate anion are slightly more nucleophilic than the N2, yet in each complex the ambidentate tetrazolate anion is coordinated to cobalt via the N2 nitrogen, showing that regiospecific coordination is sterically induced.This is in marked contrast to tetrazole complexes of platinum and palladium wherein both N1 and N2 bound tetrazoles are found in approximately equal abundances.These cobalt complexes react with alkyl halides such as CH3I and C6H5CH2Br to produce exclusively 1,5-disubstituted tetrazoles.None of the isomeric 2,5-disubstituted tetrazole is detected in these reactions in marked contrast to the reactions of sodium tetrazolates or gold, palladium, or platinum tetrazolate complexes with alkyl halides which produce mixtures of the 1,5- and 2,5-disubstituted tetrazoles.The crystal structure of n-Bu3PCo(DH)2(5-CF3-tetrazolate) was determined using three-dimensional X-ray diffraction techniques.The molecule crystallizes in the orthorhombic space group Pbca in a unit cell of dimensions a = 12.040(2) Angstroem, b = 21.531(3) Angstroem, c = 23.536(4) Angstroem, ρcalcd = 1.368 g/cm3, ρobsd = 1.374 g/cm3.Refinement converged to 5.4percent with 2525 independent reflections.The tetrazolato ring is coordinated to cobalt via N2 and is planar.The Co-P bond (2.263 Angstroem) is one of the shortest observed in LCo(DH)2X structures.The acute dihedral angle between the planes of the two glyoximato groups (10.4 deg) is among the largest dihedral angles observed in structures of this type.Surprisingly, the tetrazolato ring does not lie in the fold of the two glyoximato rings but is nearly normal to it.Thus, the regiospecificity of the alkylations of the coordinated tetrazolate with alkyl halides is sterically promoted.