66121-72-0

Basic information

• Product Name: 1-Methyl-1H-pyrazole-5-carbonitrile
• Synonyms: 1-Methyl-1H-pyrazole-5-carbonitrile;1-methylpyrazole-5-carbonitrile
• CAS NO: 66121-72-0
• Molecular Formula: C₅H₅N₃
• Molecular Weight: 107.1133
• EINECS: -0
• Mol File: 66121-72-0.mol

Chemical Properties

• Melting Point: 23-26 °C(Solv: hexane (110-54-3))
• Boiling Point: 230.218 °C at 760 mmHg
• Flash Point: 93.033 °C
• Appearance: /
• Density: 1.121 g/cm³
• Storage Temp.: 2-8°C
• PKA: -0.53±0.10(Predicted)
• CAS DataBase Reference: 1-Methyl-1H-pyrazole-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-1H-pyrazole-5-carbonitrile(66121-72-0)
• EPA Substance Registry System: 1-Methyl-1H-pyrazole-5-carbonitrile(66121-72-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• Hazardous Substances Data: 66121-72-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
1-Methyl-1H-pyrazole-5-carbonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential therapeutic applications. Its unique structure allows for the development of new drugs with improved efficacy and selectivity.
Used in Agrochemicals:
1-Methyl-1H-pyrazole-5-carbonitrile is used as a starting material in the production of agrochemicals, specifically for its potential as an antifungal and antibacterial agent. This application helps in the development of more effective treatments against crop diseases and pests.
Used in Organic Synthesis:
As a versatile building block, 1-Methyl-1H-pyrazole-5-carbonitrile is used in organic synthesis for the creation of a wide range of chemical compounds. Its reactivity and functional groups make it suitable for various chemical reactions, leading to the formation of new organic molecules with specific properties.
Used in Material Science:
1-Methyl-1H-pyrazole-5-carbonitrile is utilized in material science for the development of new materials with enhanced properties. Its incorporation into different material systems can lead to improvements in areas such as conductivity, stability, and reactivity, depending on the application.

Upstream product

• 930-36-9 1-methyl-1H-pyrazole 
• 143-33-9 sodium cyanide 
• 67-56-1 methanol 

Downstream Products

• 137890-05-2 1-(1-methyl-1H-pyrazol-5-yl)ethan-1-one 
• 66121-66-2 1-methyl-1H-imidazole-5-carbonitrile 
• 45515-45-5 1-methyl-1H-imidazole-2-carbonitrile 

Relevant articles and documents

Anodic Cyanation of 1-Methylpyrazole

The electrooxidation of 1-methylpyrazole in methanol containing sodium cyanide produced 1-methylpyrazole-4-carbonitrile 2 and -5-carbonitrile 3 in yields of 23 and 8percent, respectively (2e-oxidation products), together with 4-methoxy-1-methylpyrazole-5-carbonitrile 4 (4e-oxidation product, 4percent).

Nucleophilic Substitution in Quaternary Salts of NN'-Linked Biazoles and Related Systems.

Some reactions of dicationic and monocationic N,N'-linked biazoles and of quaternized 1-(N-azolyl)pyridinium ions with nucleophiles have been studied.Although the pyrrolyl nucleus has been found to be a poor leaving group in these reactions, in other cases nucleophilic attack readily takes place at an azolyl carbon atom, with subsequent elimination of the N-substituent.The 1-methyl-3-(1-methyl-1,2,4-triazol-4-ylio)benzimidazolium dication (1) reacted at room temperature with ammonium, diethylamine, methoxyde, hydroxide, and cyanide ions, and with sodium borohydride, giving in all cases the corresponding 2-substituted benzimidazoles in good yield.In the case of the 2,4,6-trimethyl-1-(2-methylpyrazol-1-io)pyridinium dication (6), the reaction with cyanide ion afforded, regioselectively, 5-cyano-1-methylpyrazole, with no trace of the isomeric 3-cyano-1-methylpyrazole.The synthesis of the cations and dications from N-aminoazoles was easily performed.The reaction of 1-aminobenzimidazole with dehydroacetic acid in aqueous hydrochloric acid gave not only the expected 1-benzimidazol-1-yl-2,6-dimethylpyridin-4(1H)-one (9), but also 3-acetyl-1-benzimidazol-1-yl-4-hydroxy-6-methylpyridin-2(1H)-one (11).In pyridine, a pyran-2,4-dione intermediate (10), isomeric to (11), was also isolated.The quaternization reactions were easily performed, but high temperatures caused cleavage of the N-N bond.

REGIOSELECTIVE NUCLEOPHILIC SUBSTITUTION IN ACTIVATED 1-AMINOPYRAZOLIUM CATIONS: A FACILE SYNTHESIS OF 5-SUBSTITUTED 1-METHYLPYRAZOLES

5-Substituted 1-methylpyrazoles were easily obtained in good yields by the attack of nucleophiles (NaCN, H2O, EtSH, pyrazole, imidazole) to 2,6-dimethyl-1-(2-methylpyrazol-1-io)-4-phenylpyridinium bistetrafluoroborate (1b), without significant formation o