38430-55-6

Basic information

• Product Name: ETHYL 4-ACETYLBENZOATE
• Synonyms: RARECHEM AL BI 0879;4-ACETYLBENZOIC ACID ETHYL ESTER;ETHYL 4-ACETYLBENZOATE;ETHYL P-ACETYLBENZOATE;4'-(Ethoxycarbonyl)acetophenone;p-Acetylbenzoic acid ethyl ester;Ethyl 4-acetylbenzoate,99%;Benzoic acid,4-acetyl-, ethyl ester
• CAS NO: 38430-55-6
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Product Categories: Aromatic Esters;C10 to C11;Carbonyl Compounds;Esters
• Mol File: 38430-55-6.mol
• Article Data: 45

Chemical Properties

• Melting Point: 55-57 °C(lit.)
• Boiling Point: 310 °C at 760 mmHg
• Flash Point: 135.8 °C
• Appearance: White to beige/Crystalline Powder
• Density: 1.096 g/cm³
• Vapor Pressure: 0.000617mmHg at 25°C
• Refractive Index: 1.512
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: ETHYL 4-ACETYLBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-ACETYLBENZOATE(38430-55-6)
• EPA Substance Registry System: ETHYL 4-ACETYLBENZOATE(38430-55-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 38430-55-6(Hazardous Substances Data)

Usage

Description

Ethyl 4-acetylbenzoate is an organic compound that serves as a key intermediate in the synthesis of various organic compounds, particularly pyrazoles and chiral hydrazines. It is a versatile reagent in organic chemistry, playing a crucial role in the preparation of pharmaceuticals and other specialty chemicals.

Uses

Used in Pharmaceutical Industry:
Ethyl 4-acetylbenzoate is used as a reagent for the synthesis of pyrazoles, which are heterocyclic compounds with a wide range of applications in the pharmaceutical industry. Pyrazoles, such as 1H-Pyrazole [P842195], have been found to possess various biological activities, including anti-inflammatory, antifungal, and antiviral properties. They are also used as building blocks in the development of new drugs.
Used in Chiral Chemicals Synthesis:
Ethyl 4-acetylbenzoate is also used as a reagent for the synthesis of chiral hydrazines, such as (S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde [B288000]. Chiral hydrazines are important intermediates in the production of enantiomerically pure compounds, which are essential in various industries, including pharmaceuticals, agrochemicals, and fragrances. The enantioselective synthesis of these compounds allows for the creation of more effective and safer drugs, as well as other high-value specialty chemicals.
Used in Catalyst Development:
The synthesis of chiral hydrazines from N-alkoxycarbonyl hydrazones using ethyl 4-acetylbenzoate often involves the use of catalysts. This application has led to the development of new catalytic systems and methodologies, which are crucial for the advancement of green chemistry and sustainable chemical processes. These catalysts can improve the efficiency, selectivity, and environmental friendliness of chemical reactions, making them valuable tools in modern organic synthesis.

InChI:InChI=1/C11H12O3/c1-3-14-11(13)10-6-4-9(5-7-10)8(2)12/h4-7H,3H2,1-2H3

Upstream product

• 431-03-8 dimethylglyoxal 
• 94-09-7 p-aminoethylbenzoate 
• 92722-80-0 4-isopropenylbenzoic acid ethyl ester 
• 64-17-5 ethanol 
• 13329-40-3 4-Iodoacetophenone 
• 13939-06-5 molybdenum hexacarbonyl 
• 201230-82-2 carbon monoxide 
• 99-90-1 para-bromoacetophenone 
• 586-89-0 4-acetyl-benzoic acid 
• 99-91-2 para-chloroacetophenone 
• 124156-21-4 ethyl (4-methoxyphenylimino)acetate 
• 149104-90-5 4-acetylphenylboronic acid 
• 125261-30-5 p-(ethoxycarbonyl)phenyl triflate 
• 1906-57-6 potassium monoethyl oxalate 

Downstream Products

• 61235-19-6 5-(4-Aethoxycarbonyl-phenyl)-5-hydroxy-4-methyl-hexanon-⁽³⁾ 
• 1352619-39-6 C₁₆H₂₂N₂O₄ 
• 1352619-31-8 C₁₂H₁₅NO₃ 
• 1622917-95-6 (4-[2-({2-[(1-carboxyheptyl)sulfanyl]-6-chloropyrimidin-4-yl}amino)-1,3-thiazol-4-yl]benzoic acid) 
• 651042-69-2 ethyl 4-(2-amino-1,3-thiazol-4-yl)benzoate 
• 870822-87-0 tert-butyl N'-[1-[4-(ethoxycarbonyl)phenyl]ethylidene]hydrazinecarboxylate 
• 408334-58-7 1-(4-hydroxymethyl-phenyl)-ethanone-diethylacetal 
• 75633-63-5 4-(hydroxymethyl)acetophenone 
• 10266-42-9 2-(4-acetylphenyl)acetonitrile 
• 54589-56-9 4-chloromethylacetophenone 
• 7398-52-9 4-acetyl-phenylacetic acid 
• 74604-82-3 4-[2-(Butoxyoxalyl-amino)-thiazol-4-yl]-benzoic acid ethyl ester 
• 74604-80-1 4-[2-(Ethoxyoxalyl-amino)-thiazol-4-yl]-benzoic acid ethyl ester 
• 74604-81-2 4-[2-(Methoxyoxalyl-amino)-thiazol-4-yl]-benzoic acid ethyl ester 

Relevant articles and documents

Alkoxycarbonylation reactions performed using near-stoichiometric quantities of CO

Alkoxycarbonylation reactions using near-stoichiometric quantities of carbon monoxide gas are presented. The reactions are performed using microwave heating which, as well as the inherent advantages of rate acceleration, offers a convenient method for loading vessels with gases. Georg Thieme Verlag Stuttgart.

Application of a batch microwave unit for scale-up of alkoxycarbonylation reactions using a near-stoichiometric loading of carbon monoxide

The ethoxycarbonylation of iodobenzene was performed on the 1 mol scale in batch mode using microwave heating. The reaction was performed using both an excess and a near stoichiometric loading of carbon monoxide, comparable yields being obtained. Six different alkoxycarbonylation reactions were then performed simultaneously on the 50 mmol scale using a near-stoichiometric loading of carbon monoxide with excellent conversions in each case.

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Discovery of 1-Amino-1 H-imidazole-5-carboxamide Derivatives as Highly Selective, Covalent Bruton's Tyrosine Kinase (BTK) Inhibitors

Bruton's tyrosine kinase (BTK) inhibitors suppressing the aberrant activation of BTK have led to a paradigm shift in the therapy of B-cell malignancies. However, there is an urgent need to discover more selective covalent BTK inhibitors owing to the off-t