5857-63-6

Basic information

• Product Name: methyl 4,4,4-trinitrobutanoate
• Synonyms: Butanoic acid, 4,4,4-trinitro-, methyl ester (9CI)
• CAS NO: 5857-63-6
• Molecular Formula: C₅H₇N₃O₈
• Molecular Weight: 237.1244
• Mol File: 5857-63-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 311°C at 760 mmHg
• Flash Point: 144.1°C
• Density: 1.55g/cm³
• Vapor Pressure: 0.000578mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: methyl 4,4,4-trinitrobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,4,4-trinitrobutanoate(5857-63-6)
• EPA Substance Registry System: methyl 4,4,4-trinitrobutanoate(5857-63-6)

Safety Data

• Hazardous Substances Data: 5857-63-6(Hazardous Substances Data)

Upstream product

• 517-25-9 trinitromethane 
• 292638-85-8 acrylic acid methyl ester 
• 40911-56-6 C₁₄H₁₃N₃O₆Si 
• 56898-63-6 [1,4]dioxane; compound with silver trinitromethanide (1:1) 
• 509-14-8 tetranitromethane 

Downstream Products

• 768-95-6 1-adamanthanol 

Relevant articles and documents

Unexpected heterocyclization of electrophilic alkenes by tetranitromethane in the presence of triethylamine. Synthesis of 3-nitroisoxazoles

Novel reaction of tetranitromethane (TNM) with electrophilic alkenes in the presence of triethylamine yielding substituted 3-nitroisoxazoles was found and studied. Triethylamine increases the reactivity of TNM toward electrophilic alkenes promoting their heterocyclization, and the reactions proceed in an unusual way. A variety of α,β-unsaturated aldehydes, ketones, esters, amides, phosphonates, and nitro and sulfur compounds was involved in the heterocyclization reaction, and a wide range of functionalized 3-nitroisoxazoles was obtained in good to high yields. The scope and limitations of the reaction and the mechanistic aspects are discussed.