138555-70-1

Basic information

• Product Name: 2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE
• Synonyms: 3,5-BIS(TRIFLUOROMETHYL)PHENYLAZOMALONONITRILE;2-(2-[3,5-DI(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE;2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE;(3,5-Bis(trifluoroMethyl)phenyl)carbonohydrazonoyl dicyanide
• CAS NO: 138555-70-1
• Molecular Formula: C₁₁H₄F₆N₄
• Molecular Weight: 306.17
• Mol File: 138555-70-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 138-140
• Boiling Point: 269.1°C at 760 mmHg
• Flash Point: 116.5°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 0.0074mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: 2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE(138555-70-1)
• EPA Substance Registry System: 2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE(138555-70-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 138555-70-1(Hazardous Substances Data)

Usage

General Description

2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE is a chemical compound with the molecular formula C14H4F12N4. It is a hydrazono derivative of malononitrile and contains two trifluoromethyl phenyl groups. 2-(2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)MALONONITRILE is commonly used in organic synthesis and as a building block in the preparation of various organic compounds. It is known for its high reactivity and is utilized in the development of new materials, pharmaceuticals, and agrochemicals. Due to its unique structure and reactivity, this chemical has attracted significant interest from researchers in the field of organic chemistry.

InChI:InChI=1/C11H4F6N4/c12-10(13,14)6-1-7(11(15,16)17)3-8(2-6)20-21-9(4-18)5-19/h1-3,20H

Upstream product

• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 109-77-3 malononitrile 

Downstream Products

• 28233-12-7 N-Nonanoyl-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 
• 28455-31-4 N-3-Methylcrotonoyl-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 
• 28233-09-2 N-Carbo-pentoxy-(dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon) 
• 28233-10-5 N-Carbo-hexoxy-(dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon) 
• 28240-54-2 N-Propionyl-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 
• 28232-89-5 N-Carbo-ethoxy-(dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon) 
• 28455-30-3 N-Benzoyl-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 
• 28233-11-6 N-Carbo-2,2-dimethylhexyloxy-(dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon) 
• 28240-57-5 N-Acetyl-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 
• 28240-53-1 N-Butyryl-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 
• 28233-15-0 N-Cyclohexyloxycarbonyl-(dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon) 
• 28232-92-0 N-Carbo-isobutoxy-(dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon) 
• 28232-99-7 2-(α,α,α,α',α',α'-Hexafluoro-3,5-xylyl)-4,4-dimethyl-3-thiosemicarbazone-mesoxalonitril 
• 28225-20-9 N-(3-Chloropropionyl)-dicyanocarbonyl-3,5-bistrifluoromethylphenylhydrazon 

Relevant articles and documents

Effect of new carbonyl cyanide aromatic hydrazones on biofilm inhibition against methicillin resistant: Staphylococcus aureus

Carbonyl cyanide m-chlorophenylhydrazone (CCCP), as a protonophore, in combination with antibiotics exhibited potentiating antibacterial activity. To improve CCCP's potency and toxicity, a series of aromatic hydrazones were synthesized and their antimicrobial activity was evaluated; amongst them, compounds 2e and 2j with a strong para-electron-withdrawing substituent (-NO2 and -CF3) at the phenyl ring had the lowest MICs against both S. aureus and methicillin resistant Staphylococcus aureus (1.56 and 1.56 μM, respectively). Some compounds in combination with antibiotics exhibited potentiate Gram-positive antibacterial activity; compound 2e was found to display unaided or synergistic efficacy against MRSA. In particular, when compound 2e is combined with ofloxacin, it has a good synergistic effect against MRSA. Moreover, electron microscopy revealed that compound 2e inhibits biofilm formation and effectively eradicates preformed biofilm. MTT assay showed that compound 2e displays as low toxicity as CCCP. Overall, our data showed that the aromatic hydrazone is a promising scaffold for anti-staphylococcal drug development.