36718-84-0

Basic information

• Product Name: Benzoic acid, 3-methyl-, 4-nitrophenyl ester
• Synonyms: 4-nitrophenyl 3-methylbenzoate
• CAS NO: 36718-84-0
• Molecular Formula: C₁₄H₁₁NO₄
• Molecular Weight: 257.24144
• Mol File: 36718-84-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoic acid, 3-methyl-, 4-nitrophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 3-methyl-, 4-nitrophenyl ester(36718-84-0)
• EPA Substance Registry System: Benzoic acid, 3-methyl-, 4-nitrophenyl ester(36718-84-0)

Safety Data

• Hazardous Substances Data: 36718-84-0(Hazardous Substances Data)

Upstream product

• 100-02-7 4-nitro-phenol 
• 1711-06-4 3-Methylbenzoyl chloride 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 99-04-7 m-Toluic acid 

Downstream Products

• 120-33-2 ethyl 3-methylbenzoate 
• 14609-74-6 p-nitrophenolate 
• 99-04-7 m-Toluic acid 
• 100-02-7 4-nitro-phenol 
• 13290-48-7 3-methylphenyl(piperidin-1-yl)methanone 
• 100939-91-1 (piperazin-1-yl)(m-tolyl)methanone 
• 100940-07-6 4-(3-Methyl-benzoyl)-piperazine-1-carbaldehyde 
• 14064-48-3 (E)-3-methylstilbene 
• 4333-70-4 1-(phenyl)-1-(m-tolyl)ethylene 
• 5955-74-8 m-toluoyl cyanide 
• 13050-47-0 3-methylbenzoyl hydrazine 

Relevant articles and documents

Alkaline Hydrolysis of 4-Nitrophenyl X-Substituted-Benzoates Revisited: New Insights from Yukawa–Tsuno Equation

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Structure-reactivity correlations in nucleophilic substitution reactions of Y-substituted phenyl X-substituted benzoates with anionic and neutral nucleophiles

A kinetic study is reported for the reactions of 4-nitrophenyl X-substituted benzoates (1a-l) and Y-substituted phenyl benzoates (2a-l) with two anionic nucleophiles (OH- and CN-) and three amines (piperidine, hydrazine, and glycylglycine) in 80 mol% H2O-20 mol% dimethyl sulfoxide (DMSO) at 25.0 ± 0.1 °C. Each Hammett plot exhibits two intersecting straight lines for the reactions of 1a-l with the anionic nucleophiles and piperidine, while the Yukawa-Tsuno plots for the same reactions are linear. The Hammett plots for the reactions of 2a-l with hydrazine and glycylglycine demonstrate much better linear correlations with σ- constants than with σ° or σ constants, indicating that the leaving group departure occurs at the rate determining step (RDS). On the contrary, σ- constants result in poorer Hammett correlation than σ° constants for the corresponding reactions with OH- and CN-, indicating that the leaving group departure occurs after the RDS for the reactions with the anionic nucleophiles. The large ρX value (1.7 ± 0.1) obtained for the reactions of 1a-l with the anionic nucleophiles supports the proposal that the reactions proceed through an addition intermediate with its formation being the RDS. The Royal Society of Chemistry 2006.