68826-33-5

Basic information

• Product Name: 1H-Tetrazole, 1-methyl-5-(4-methylphenyl)-
• CAS NO: 68826-33-5
• Molecular Formula: C9H10N4
• Molecular Weight: 174.205
• Mol File: 68826-33-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Tetrazole, 1-methyl-5-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Tetrazole, 1-methyl-5-(4-methylphenyl)-(68826-33-5)
• EPA Substance Registry System: 1H-Tetrazole, 1-methyl-5-(4-methylphenyl)-(68826-33-5)

Safety Data

• Hazardous Substances Data: 68826-33-5(Hazardous Substances Data)

Upstream product

• 55174-52-2 4,N-dimethyl-benzimidoyl chloride 
• 18370-11-1 N-methyl-p-methylbenzamide 
• 136139-18-9 (N-methyl)(4-methyl-phenyl)carbonitrilium trifluoromethylsulfonate 
• 78137-16-3 C₈H₇N₄^(1-)*K⁽¹⁺⁾ 
• 77-78-1 dimethyl sulfate 
• 24994-04-5 5-(p-tolyl)-1H-tetrazole 
• 74-88-4 methyl iodide 

Downstream Products

• 120819-46-7 C₁₀H₁₃N₄⁽¹⁺⁾*CH₃O₄S^(1-) 

Relevant articles and documents

Improved conditions for converting sterically hindered amides to 1,5-disubstituted tetrazoles

Improved conditions for converting amides into 1,5-disubstituted tetrazoles are described. The optimum reaction conditions [diisopropyl azodicarboxylate (DIAD), diphenylphosphoryl azide (DPPA), and diphenyl-2-pyridyl phosphine in THF at 45 °C] converted s

Controlled Synthesis of 5-Substituted 1-Methyl-1H-Tetrazoles and 3,5-Disubstituted 1,4-dimethyltriazolium Salts from N-Methylnitrilium Trifluoromethanesulfonate Salts.

C-Alkyl and -benzyl N-methylnitrilium trifluoromethanesulfonate salts, 1C=NMe>+ OTf- (R1=Me, Prn, Pri, But, PhCH2; OTf=O3SCF3), react rapidly under mild conditions with either sodium azide or tetramethylguanidinium azide in nitromethane to give the corresponding 5-substituted 1-methyl-1H-tetrazoles as the sole product in high yields.These reactions are independent of the mode of addition.C-aryl-N-methylnitrilium trifluoromethanesulfonate salts (R1=C6H6, 2-MeC6H4, 4-MeC6H4, 2,4-Me2C6H3) give mixtures of the corresponding tetrazoles and the triazolium salts with sodium azide.With tetramethylguanidinium azide the products depend upon the mode of addition.Addition of the nitrilium salt to the azide gives only the tetrazole, while inverse addition gives the triazolium salt in high yield.

TETRAZOLES. XVI. ALKYLATION OF TETRAZOLES UNDER THE CONDITIONS OF PHASE-TRANSFER CATALYSIS

The alkylation of tetrazole and 5-substituted tetrazoles with dimethyl sulfate and methyl iodide in the two-phase methylene chloride-water system in the presence of tetrabutylammonium bromide was investigated.The alkylation of tetrazoles with methyl iodide takes place in the organic phase, while that with dimethyl sulfate takes place both in the organic and in the aqueous phases.The ratio of the isomeric tetrazoles formed during the alkylation of 5-aryltetrazoles by methyl iodide correlate with the substituent constants ?.The use of phase-transfer catalysis during the alkylation of tetrazoles does not lead to a change in the selectivity of the reaction.