35507-03-0

Basic information

• Product Name: dodecyl 4-nitrobenzoate
• Synonyms: dodecyl 4-nitrobenzoate
• CAS NO: 35507-03-0
• Molecular Formula: C₁₉H₂₉NO₄
• Molecular Weight: 0
• Mol File: 35507-03-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 448.7°Cat760mmHg
• Flash Point: 158.3°C
• Appearance: /
• Density: 1.045g/cm³
• Vapor Pressure: 3.03E-08mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: dodecyl 4-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: dodecyl 4-nitrobenzoate(35507-03-0)
• EPA Substance Registry System: dodecyl 4-nitrobenzoate(35507-03-0)

Safety Data

• Hazardous Substances Data: 35507-03-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H29NO4/c1-2-3-4-5-6-7-8-9-10-11-16-24-19(21)17-12-14-18(15-13-17)20(22)23/h12-15H,2-11,16H2,1H3

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 62-23-7 4-nitro-benzoic acid 
• 25393-54-8 N-(4-nitrobenzoyl)oxazolidinone 
• 143-15-7 1-dodecylbromide 
• 122-04-3 4-nitro-benzoyl chloride 
• 99-77-4 ethyl 4-nitrobenzoate 

Downstream Products

• 20043-94-1 dodecyl para-aminobenzoate 

Relevant articles and documents

Broadly Applicable Ytterbium-Catalyzed Esterification, Hydrolysis, and Amidation of Imides

An efficient, broadly applicable, operationally simple, and divergent process for the transformation of imides into a range of carboxylic acid derivatives under mild conditions is reported. By simply using catalytic amounts of ytterbium(III) triflate as a Lewis acid promoter in the presence of alcohols, water, amines, or N,O-dimethylhydroxylamine, a broad range of imides is smoothly and readily converted to the corresponding esters, carboxylic acids, amides, and Weinreb amides in good yields. This method notably enables an easy cleavage of oxazolidinone-based auxiliaries.

The phosphate-carboxylate mixed-anhydride method: A mild, efficient process for ester and amide bond construction

A highly efficient carboxylate-phosphate anhydride pathway is described for the direct, economical synthesis of esters and amides from carboxylic acids and alcohols or amines. The reaction proceeds with retention of configuration with both chiral secondary alcohols and α-amino acid derivatives allowing access to useful chiral auxiliaries, ligands, and organocatalysts. Ester and amide products can be isolated directly in high yield due to the water soluble nature of the side products.

Scope and mechanistic insights into the use of tetradecyl(trihexyl) phosphonium bistriflimide: A remarkably selective ionic liquid solvent for substitution reactions

A survey of substitution reactions conducted in a phosphonium bistriflimide ionic liquid is presented. The results demonstrate high selectivity favoring substitution over typically competitive elimination and solvolytic processes even when challenging secondary and tertiary electrophiles are employed. The first reports of Kornblum substitution reactions in an ionic liquid are described that proceed with very high chemoselectivity in favor of nitro over nitroso products and elimi nation side products. The structure-reactivity study indicates that these reactions proceed through a narrow spectrum of pathways ranging from straight SN2 to a preassociation pathway along a saddle point that approaches the SN1 limit. The barrier to the formation of dissociated carbocations is attributed to the structural features of this ionic liquid that favor intervention of the associated nucleophile over dissociation, also preventing cross over to E1 processes. The lack of any basic entity in the phosphonium bistriflimide ionic liquid appears to prevent any potential base-mediated elimination reactions, which makes this a highly selective medium for use in general substitution reactions.