14786-27-7

Basic information

• Product Name: benzyl 4-nitrobenzoate
• Synonyms: Benzyl 4-nitrobenzoate; AI3-08669; Benzoic acid, 4-nitro-, phenylmethyl ester
• CAS NO: 14786-27-7
• Molecular Formula: C₁₄H₁₁NO₄
• Molecular Weight: 257.2414
• EINECS: 238-854-3
• Mol File: 14786-27-7.mol
• Article Data: 94

Chemical Properties

• Boiling Point: 419.7°C at 760 mmHg
• Flash Point: 188.1°C
• Density: 1.287g/cm³
• Vapor Pressure: 2.99E-07mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: benzyl 4-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 4-nitrobenzoate(14786-27-7)
• EPA Substance Registry System: benzyl 4-nitrobenzoate(14786-27-7)

Safety Data

• Hazardous Substances Data: 14786-27-7(Hazardous Substances Data)

Usage

General Description

Benzyl 4-nitrobenzoate is an organic compound with the chemical formula C14H11NO4. It is a derivative of benzyl benzoate, and its structure features a benzene ring substituted with a benzyl group and a 4-nitrobenzoyl group. Benzyl 4-nitrobenzoate is commonly used in organic synthesis and as a reagent in chemical reactions. It has applications in the pharmaceutical industry, particularly in the preparation of various pharmaceutical compounds. It is also used as a UV absorber in sunscreen formulations and as an intermediate in the synthesis of other organic compounds. Benzyl 4-nitrobenzoate is a yellow crystalline solid that is sparingly soluble in water but soluble in organic solvents.

Upstream product

• 103-83-3 N,N'-dimethylbenzylamine 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 122-04-3 4-nitro-benzoyl chloride 
• 100-51-6 benzyl alcohol 
• 62-23-7 4-nitro-benzoic acid 
• 15922-01-7 potassium 4-nitrobenzoate 
• 100-39-0 benzyl bromide 
• 3847-57-2 sodium 4-nitrobenzoate 
• 100-44-7 benzyl chloride 
• 7732-18-5 water 
• 7697-37-2 nitric acid 
• 108-88-3 toluene 
• 140-11-4 Benzyl acetate 
• 403-50-9 p-nitrobenzoyl fluoride 

Downstream Products

• 619-50-1 4-nitrobenzoic acid methyl ester 
• 19008-43-6 benzyl 4-aminobenzoate 
• 62-23-7 4-nitro-benzoic acid 
• 100-51-6 benzyl alcohol 
• 241127-94-6 NSC 678634 
• 869627-62-3 benzyl 4-{(3S,4S)-3,4-bis(benzyloxy)-pyrrolidin-1-yl}-benzoate 
• 869627-61-2 benzyl 4-{(3R,4R)-3,4-bis(benzyloxy)-2,5-dioxopyrrolidin-1-yl}-benzoate 
• 136618-42-3 4-iodobenzoic acid benzyl ester 
• 485798-09-2 4-(1-Ethylpropyl)piperazine-1-carboxylic Acid Benzyl Ester Hydrochloride 
• 1610861-40-9 benzyl 4-(vinylsulfonamido)benzoate 
• 1610861-39-6 benzyl 4-(2-(dimethylamino)ethylsulfonamido)benzoate 
• 1610861-38-5 benzyl 4-(N-(tert-butoxycarbonyl)-2-(dimethylamino)-ethylsulfonamido)benzoate 
• 1610861-37-4 4-(N-(tert-butoxycarbonyl)-2-(dimethylamino)-ethylsulfonamido)benzoic acid 
• 1610861-36-3 (S)-4-(2-(4-(N-(tert-butoxycarbonyl)-2-(dimethylamino)-ethylsulfonamido)benzoyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)-phenyl)ethyl)-3,5-dichloropyridine 1-oxide 

Relevant articles and documents

The "fully Catalytic System" in Mitsunobu Reaction Has Not Been Realized Yet

An investigation of the recently reported "fully catalytic Mitsunobu reaction" using catalytic amounts of a phosphine reagent and an azo reagent has shown that although benzyl 4-nitrobenzoate is formed under the fully catalytic conditions, the same result is obtained if the hydrazine catalyst is omitted, indicating that this is not a Mitsunobu reaction. In addition, when the reaction between (-)-ethyl lactate and 4-nitrobenzoic acid was carried out using the "fully catalytic" method, the corresponding ester was formed but in very low yield and with predominant retention of configuration. Unfortunately, the system catalytic in phosphine reagent is incompatible with that in the azo reagent.

Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols

A straightforward aerobic oxidative esterification of aryl aldehydes with alcohols has been developed for the synthesis of substituted esters by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification.

Br?nsted Acid Mediated Nucleophilic Functionalization of Amides through Stable Amide C?N Bond Cleavage; One-Step Synthesis of 2-Substituted Benzothiazoles

We have developed a Br?nsted acid mediated synthetic method to directly cleave stable amide C?N bonds by a variety of alcohol and amine nucleophiles. Reverse reactivity was observed and alcoholysis of amides by activated primary and secondary benzylic, and propargylic alcohols have been achieved instead of the expected nucleophilic substitution of alcohols. As an application, 2-substituted benzothiazole derivatives have been synthesized in one pot employing 2-aminothiophenol as nucleophile.