104-30-3

Basic information

• Product Name: p-nitrophenethyl acetate
• Synonyms: p-nitrophenethyl acetate;Benzeneethanol, 4-nitro-, acetate (ester)
• CAS NO: 104-30-3
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.19864
• EINECS: 203-193-1
• Mol File: 104-30-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 330.8°Cat760mmHg
• Flash Point: 149.9°C
• Appearance: /
• Density: 1.226g/cm³
• Vapor Pressure: 0.000162mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: p-nitrophenethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: p-nitrophenethyl acetate(104-30-3)
• EPA Substance Registry System: p-nitrophenethyl acetate(104-30-3)

Safety Data

• Hazardous Substances Data: 104-30-3(Hazardous Substances Data)

Usage

General Description

P-nitrophenethyl acetate, also known as 4-nitrophenethyl acetate, is an organic compound with the chemical formula C10H11NO4. It is a colorless to pale yellow liquid with a floral odor, commonly used in the fragrance and flavor industry. p-nitrophenethyl acetate is derived from p-nitrophenethyl alcohol and acetic acid through an esterification reaction. P-nitrophenethyl acetate is utilized as a flavoring agent in foods, as well as a fragrance in perfumes and personal care products. It has a sweet, floral, and fruity scent with a hint of honey and is often used to add a warm and balsamic note to various products. Additionally, it can act as a solvent and may have potential applications in organic synthesis and chemical research.

InChI:InChI=1/C10H11NO4/c1-8(12)15-7-6-9-2-4-10(5-3-9)11(13)14/h2-5H,6-7H2,1H3

Upstream product

• 100-27-6 2-(4-nitrophenyl)ethanol 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 581-55-5 benzylidene 1,1-diacetate 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 60-12-8 2-phenylethanol 
• 64-17-5 ethanol 
• 20264-95-3 2-(4-nitrophenyl)ethyl chloride 
• 127-08-2 potassium acetate 
• 6948-72-7 4-[2-p-toluenesulphonyloxy ethyl]nitrobenzene 
• 64-19-7 acetic acid 
• 103-45-7 acetic acid phenethyl ester 

Downstream Products

• 33709-38-5 2-(4-aminophenyl)ethyl acetate 
• 946832-41-3 ethyl 4-nitrophenethyl ether 
• 100-27-6 2-(4-nitrophenyl)ethanol 
• 79536-90-6 (5'-O-Trityl-thymidin-3')(2-chlor-4-nitrophenylaethyl)(p-nitrophenyl)phosphorsaeureester 
• 69497-21-8 (5'-O-Tritylthymidin-3')(2-chlorphenyl)(2-chlor-4-nitrophenylaethyl)phosphorsaeureester 
• 130546-37-1 (2-Chloro-4-nitrophenoxy)ethylene 
• 74706-83-5 Phosphoric acid 2-(2-chloro-4-nitro-phenyl)-ethyl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester; compound with triethyl-amine 
• 74706-79-9 Phosphoric acid 2-(2-chloro-4-nitro-phenyl)-ethyl ester 2,5-dichloro-phenyl ester (2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 74712-82-6 Phosphoric acid 2-(2-chloro-4-nitro-phenyl)-ethyl ester 2,5-dichloro-phenyl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester 
• 69395-15-9 2-(2-chloro-4-nitro-phenyl)-ethanol 
• 444103-80-4 [4-(2-hydroxy-ethyl)-2-nitro-phenyl]-carbamic acid methyl ester 
• 15896-61-4 2-(4-amino-3-nitrophenyl)ethanol 

Relevant articles and documents

Evaluation of gem-Diacetates as Alternative Reagents for Enzymatic Regio-and Stereoselective Acylation of Alcohols

Geminal diacetates have been used as sustainable acyl donors for enzymatic acylation of chiral and nonchiral alcohols. Especially, it was revealed that geminal diacetates showed higher reactivity than vinyl acetate for hydrolases that are sensitive to acetaldehyde. Under optimized conditions for enzymatic acylation, several synthetically relevant saturated and unsaturated acetates of various primary alcohols were obtained in very high yields up to 98% without E/Z isomerization of the double bond. Subsequently, the acyl donor was recreated from the resulting aldehyde and reused constantly in acylation. Therefore, the developed process is characterized by high atomic efficiency. Moreover, it was shown that acylation using geminal diacetates resulted in remarkable regioselectivity by discriminating among the primary and secondary hydroxyl groups in 1-phenyl-1,3-propanediol providing exclusively 3-acetoxy-1-phenyl-propan-1-ol in good yield. Further, enzymatic kinetic resolution (EKR) and chemoenzymatic dynamic kinetic resolution (DKR) protocols were developed using geminal diacetate as an acylating agent, resulting in chiral acetates in high yields up to 94% with enantiomeric excesses exceeding 99%.

An efficient one-pot synthesis of unsymmetrical ethers: A directly reductive deoxygenation of esters using an InBr3/Et3SiH catalytic system

(Chemical Equation Presented) This study describes a novel one-pot procedure for a directly reductive conversion of the carbonyl function of esters to the corresponding ethers by Et3SiH in the presence of a catalytic amount of InBr3.

2-Arylindoles as gonadotropin releasing hormone (GnRH) antagonists: Optimization of the tryptamine side chain

A series of 2-arylindoles containing novel heteroaromatic substituents on the tryptamine tether, based on compound 1, was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. Successful modifications of 1 included chain length variation (reduction) and replacement of the pyridine with heteroaromatic groups. These alterations culminated in the discovery of compound 27kk which had excellent in vitro potency and oral efficacy in rodents.