56426-96-1

Basic information

• Product Name: Benzoic acid, 4-nitro-, octadecyl ester
• CAS NO: 56426-96-1
• Molecular Formula: C25H41NO4
• Molecular Weight: 419.605
• Mol File: 56426-96-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-nitro-, octadecyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-nitro-, octadecyl ester(56426-96-1)
• EPA Substance Registry System: Benzoic acid, 4-nitro-, octadecyl ester(56426-96-1)

Safety Data

• Hazardous Substances Data: 56426-96-1(Hazardous Substances Data)

Upstream product

• 112-92-5 1-octadecanol 
• 122-04-3 4-nitro-benzoyl chloride 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 112-89-0 1-Bromooctadecane 
• 99-77-4 ethyl 4-nitrobenzoate 

Downstream Products

• 113422-82-5 octadecyl p-aminobenzoate 

Relevant articles and documents

N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air

Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.

Nucleophilic acyl substitutions of esters with protic nucleophiles mediated by amphoteric, oxotitanium, and vanadyl species

(Chemical Equation Presented) A diverse array of oxometallic species were examined as catalysts in nucleophilic acyl substitution (NAS) reactions of methyl (or ethyl) esters with protic nucleophiles. Among them, oxotitanium acetylacetonate (TiO(acac)2) and vanadyl chloride (VOCl 2-(THF)x) served as the most efficient and water-tolerant catalysts. Transesterifications of methyl and/or ethyl esters with functionalized (including acid- or base-sensitive) 1° and 2° alcohols can be carried out chemoselectively in refluxed toluene or xylene in a 1:1 substrate stoichiometry using 1 mol % catalyst loading. The resultant products were furnished in 85-100% yields by simple aqueous workup to remove water-soluble catalysts. The new NAS protocol is also amenable to amines and thiols in 74-91% yields, albeit with higher loading (2.5 equiv) of protic nucleophiles. Representative examples of commercial interests such as Padimate O and antioxidant additives for plastics were also examined to demonstrate their practical applications. A 1:1 adduct between TiO(acac)2 and a given 1-octadecanol was identified as (C18H37O) 2Ti(acac)2 and was responsible for its subsequent NAS of methyl esters.