2251-79-8

Basic information

• Product Name: 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole
• Synonyms: 5-[4-(TRIFLUOROMETHYL)PHENYL]-2H-1,2,3,4-TETRAZOLE;5-(4-TRIFLUOROMETHYL-PHENYL)-2H-TETRAZOLE;5-[4-(TRIFLUOROMETHYL)PHENYL]-1H-TETRAZOLE;BUTTPARK 21\02-65;Trifluoromethylphenyltetrazole;5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole 97%;5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole97%;5-(4-(TRIFLUOROMETHYL)PHENYL)TETRAZOLE
• CAS NO: 2251-79-8
• Molecular Formula: C₈H₅F₃N₄
• Molecular Weight: 214.15
• Product Categories: Tetrazoles
• Mol File: 2251-79-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 226°C
• Boiling Point: 315.2 °C at 760 mmHg
• Flash Point: 144.4 °C
• Appearance: /
• Density: 1.464 g/cm³
• CAS DataBase Reference: 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole(2251-79-8)
• EPA Substance Registry System: 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole(2251-79-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 2251-79-8(Hazardous Substances Data)

Usage

General Description

5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole is a chemical compound, organized under the general class of organic compounds known as phenyltetrazoles. These are aromatic compounds containing a phenyl group substituted by a tetrazole ring, a five-member ring containing four nitrogen atoms and one carbon atom. This specific compound has a trifluoromethyl group attached to the phenyl ring, adding a fluorine aspect to its properties. As an organic compound, it typically appears in a solid state. Its exact applications can vary based on the context, but are often related to chemical research, potentially serving as a reagent or intermediates in chemical synthesis. The precise scientific implications, eventual uses, and safety information for each chemical of this type can depend on many factors.

Upstream product

• 455-18-5 4-CF₃C₆H₄CN 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 67-68-5 dimethyl sulfoxide 
• 66046-34-2 4-(trifluoromethyl)benzaldehyde oxime 
• 79344-08-4 1-benzyl-5-bromo-1H-tetrazole 

Downstream Products

• 480391-08-0 methyl 3-nitro-4-[5-(4-trifluoromethylphenyl)-1,3,4-oxadiazol-2-yl]benzoate 
• 480390-91-8 methyl 4-[5-(4-trifluoromethylphenyl)-1,3,4-oxadiazol-2-yl]benzoate 
• 1172607-35-0 C₂₂H₁₉F₄N₃O 
• 1172607-43-0 C₂₃H₂₄F₃N₃O₃ 
• 1219537-10-6 5-[(4-trifluoromethyl)phenyl]-2-vinyl-2H-tetrazole 
• 497946-53-9 2-methyl-5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazole 
• 1354833-37-6 5-[4-(trifluoromethyl)phenyl]-1-vinyl-1H-tetrazole 
• 1351678-66-4 2-benzyl-5-(4-(trifluoromethyl)phenyl)-2H-tetrazole 
• 724434-37-1 2-phenyl-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazole 
• 724432-26-2 2-(4-methoxyphenyl)-5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazole 

Relevant articles and documents

Preparation and reactions of (1 H-tetrazol-5-yl)zinc pivalates

The preparation and reactivity of new solid heterocyclic organozinc reagents, namely N -protected (1 H -tetrazol-5-yl)zinc pivalates, as storable solids with appreciably air and moisture stability are reported. They are obtained in high yields from protected 1 H -tetrazoles by de-protonation using the mixed zinc-magnesium base TMPZnCl·Mg(OPiv) 2(abbreviated as TMPZnOPiv; TMP = 2,2,6,6-tetramethylpiperidyl). Subsequent cross-couplings and copper-catalyzed electrophilic aminations using hydroxylamine benzoates give access to functionalized 1 H -tetrazoles while tolerating many functional groups.

Facile one-pot preparation of 5-aryltetrazoles and 3-arylisoxazoles from aryl bromides

The successive treatment of aryl bromides with n-BuLi, DMF, hydroxylamine hydrochloride, and finally diphenylphosphoryl azide provided efficiently the corresponding 5-aryltetrazoles in good to moderate yields. Similarly, the successive treatment of aryl bromides with n-BuLi, DMF, hydroxylamine hydrochloride, and finally diethyl acetylenedicarboxylate and Oxone provided efficiently the corresponding diethyl 3-arylisoxazole-4,5-dicarboxylates in good to moderate yields. Aromatic aldoximes are the key intermediates in both reactions, and 5-aryltetrazoles and 3-arylisoxazoles could be obtained from aryl bromides in one pot under transition-metal-free conditions.

Development and Demonstration of a Safer Protocol for the Synthesis of 5-Aryltetrazoles from Aryl Nitriles

The search for a faster, safer protocol for the direct synthesis of 5-aryltetrazoles from aryl nitriles in the presence of sodium azide and an amine hydrochloride salt led to the discovery of a buffered system comprised of BnNH2, BnNH2·HCl, and NaN3. After optimization of reaction conditions and a thorough investigation of reaction safety, the procedure was demonstrated for the synthesis of several hundred grams of 4-chloro-2-(2H-tetrazol-5-yl)phenol. The generality of the developed reaction conditions was established by a small-scale reactivity screen using 16 additional aryl and heteroaryl nitrile substrates.