14309-42-3

Basic information

• Product Name: pentyl 4-nitrobenzoate
• Synonyms: pentyl 4-nitrobenzoate;4-Nitrobenzoic acid pentyl ester
• CAS NO: 14309-42-3
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.2518
• EINECS: 238-247-3
• Mol File: 14309-42-3.mol

Chemical Properties

• Boiling Point: 355.2°Cat760mmHg
• Flash Point: 149.3°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 3.18E-05mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: pentyl 4-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: pentyl 4-nitrobenzoate(14309-42-3)
• EPA Substance Registry System: pentyl 4-nitrobenzoate(14309-42-3)

Safety Data

• Hazardous Substances Data: 14309-42-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15NO4/c1-2-3-4-9-17-12(14)10-5-7-11(8-6-10)13(15)16/h5-8H,2-4,9H2,1H3

Upstream product

• 2049-96-9 amyl benzoate 
• 7697-37-2 nitric acid 
• 636-98-6 p-nitrobenzene iodide 
• 71-41-0 pentan-1-ol 
• 13939-06-5 molybdenum hexacarbonyl 
• 13277-61-7 p-Nitrobenzoyl bromide 
• 62-23-7 4-nitro-benzoic acid 
• 619-73-8 4-nitrobenzyl chloride 
• 100-19-6 (4-nitrophenyl)ethanone 
• 638-49-3 n-pentyl formate 
• 872271-80-2 4-methyl-4-(nitroso-pentyl-amino)-pentan-2-one 
• 764-61-4 1-Diazopentane 
• 122-04-3 4-nitro-benzoyl chloride 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 89685-50-7 pentyl 4-(4-phenylbenzylideneamino)benzoate 
• 13110-37-7 pentyl p-aminobenzoate 

Relevant articles and documents

Solar and visible-light active nano Ni/g-C3N4photocatalyst for carbon monoxide (CO) and ligand-free carbonylation reactions

In this study, we investigate the amino and alkoxycarbonylation reaction between various substituted aryl halides, benzyl iodides, and iodocyclohexane with different types of amines and alcohols in the absence of carbon monoxide gas and ligands. Similar reactions are carried out at high temperatures, in the presence of appropriate ligands, stoichiometric amounts of bases, and gaseous carbon monoxide, which endanger the health of organic chemists. We present a novel method that does not utilize ligands, bases, gaseous CO, and special conditions. This procedure is a redox reaction carried out by new economic nano Ni/g-C3N4at room temperature and under visible light. Mo(CO)6was used toin situgenerate CO, to resolve the problems caused by the use of CO gas. This protocol has the ability to be used on a gram scale by using a continuous flow reactor.

Solvent- and Metal-free Oxidative Esterification of Aromatic Aldehydes Using Urea-2,2-dihydroperoxypropane as a New Solid Oxidant

Urea-2,2-dihydroperoxypropane as a noble and solid gem-dihydroperoxide derivative was used to transform various aromatic aldehydes to their corresponding benzoate derivatives in the presence of HBr under mild conditions at room temperature in high yields and short reaction times.

Appel reaction of carboxylic acids with tribromoisocyanuric acid/triphenylphosphine: A mild and acid-free preparation of esters and amides

A facile and efficient method for esterification and amidation of carboxylic acids under neutral conditions has been developed. Esters and amides can be prepared by reacting a carboxylic acid (1 mmol) with tribromoisocyanuric acid (0.37 mmol) and triphenylphosphine (1 mmol) in dichloromethane at room temperature, followed by addition of an alcohol or an amine, respectively.

Base-free oxidation of alcohols to esters at room temperature and atmospheric conditions using nanoscale Co-based catalysts

The direct oxidation of alcohols to esters with molecular oxygen is an attractive and crucial process for the synthesis of fine chemicals. To date, the heterogeneous catalyst systems that have been identified are based on noble metals or have required the addition of base additives. Here, we show that Co nanoparticles embedded in nitrogen-doped graphite catalyze the aerobic oxidation of alcohols to esters at room temperature under base-free and atmospheric conditions. Our Co@C-N catalytic system features a broad substrate scope for aromatic and aliphatic alcohols as well as diols, giving their corresponding esters in good to excellent yields. This apparently environmentally benign process provides a new strategy with which to achieve selective oxidation of alcohols.

Graphite oxide as an efficient solid reagent for esterification reactions

Esterification of organic acids with alcohols under mild conditions in high yields using graphite oxide, a readily available and inexpensive material, as an effective reagent is described.

Base-catalyzed retro-Claisen condensation: A convenient esterification of alcohols via C-C bond cleavage of ketones to afford acylating sources

The base-catalyzed esterification of alcohols via retro-Claisen condensation has been demonstrated for the first time. A variety of alcohols including aryl- and heteroaryl methanols as well as aliphatic ones underwent efficient acylation to give the ester products in reasonable to good yields upon isolation. Not only conventional 1,3-diketones but also strong electron-withdrawing group containing acetophenones could serve as the acylating suppliers. The synthetic protocol is operationally simple and adaptable to a broad substrate scope. It complements the existed esterification via the retro-Claisen condensation, and enlarges this benign synthetic methodology.

Copper-catalyzed highly efficient ester formation from carboxylic acids/esters and formates

A highly efficient copper-catalyzed protocol for the synthesis of esters has been developed from formates. This protocol is applicable to reactions with either esters or acids as the substrates, and shows broad substrate scopes and high yields. This journal is the Partner Organisations 2014.

A fast and simple method for the acylation of alcohols with acid chlorides promoted by metallic samarium

Acylation of primary, secondary, allyl and benzyl alcohols with acid chlorides promoted by samarium metal under neutral condition gave carboxylic acid esters in good to excellent yields. Acylation of a tertiary alcohol did not occur under the same reaction conditions.

Smectogenic Salts Formed by Combination of Alkyl p-Aminobenzoates and p-Ethyl- or p-Chlorobenzenesulfonic Acid

Two series of smectogenic salts were obtained by combining alkyl p-aminobenzoates with p-ethyl- and p-chlorobenzenesulfonic acids, respectively.The shortest ester alkyl chain required to generate a smectic A phase is nonyl when the former sulfonic acid is employed but the chain may be as short as butyl when the latter is employed.The smectic A-isotropic transition temperature in the second series is significantly higher than that in the first series, indicating that the terminal substituent on the anion is as crucial as that in non-ionic mesogens in determining the mesophase stability. - Keywords: Smectic, alkyl p-aminobenzoates, benzenesulfonates

EFFECTS OF BRANCHING OF THE ALKYL CHAIN ON THE LIQUID CRYSTALLINE PROPERTIES OF N-(p-PHENYLBENZYLIDENE)-p-ALKOXYCARBONYLANILINES.

The liquid crystal behavior of twenty-three N-(p-phenylbenzylidene)-p-alkoxycarbonylanilines has been examined by optical microscopy and differential scanning calorimetry in order to study the effects of branching of the alkyl groups.