ETHYL 4-ACETYLBENZOATE

Base Information

• Chemical Name: ETHYL 4-ACETYLBENZOATE
• CAS No.: 38430-55-6
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 29189990
• Mol file: 38430-55-6.mol

Synonyms:Benzoicacid, p-acetyl-, ethyl ester (6CI);4-Acetylbenzoic acid ethyl ester;4-Ethoxycarbonylacetophenone;Ethyl 4-acetylbenzoate;Ethyl p-acetylbenzoate;

Chemical Property of ETHYL 4-ACETYLBENZOATE

Chemical Property:

• Appearance/Colour: white to beige crystalline powder
• Vapor Pressure: 0.000617mmHg at 25°C
• Melting Point: 55-57 °C(lit.)
• Refractive Index: 1.512
• Boiling Point: 310 °C at 760 mmHg
• Flash Point: 135.8 °C
• PSA: 43.37000
• Density: 1.096 g/cm³
• LogP: 2.06590
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 4-Acetylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Uses: Ethyl 4-acetylbenzoate is used as a reagent to synthesize pyrazoles (e.g. 1H-Pyrazole [P842195]). Ethyl 4-acetylbenzoate is also used as a reagent to synthesize chiral hydrazines (e.g. (S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde [B288000]) from the catalytic enantioselective hydrogenation of N-alkoxycarbonyl hydrazones.

Technology Process of ETHYL 4-ACETYLBENZOATE

There total 29 articles about ETHYL 4-ACETYLBENZOATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethanol (64-17-5) + 4-Iodoacetophenone (13329-40-3) + carbon monoxide (201230-82-2) → ethyl-4-acetylbenzoate (38430-55-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium diacetate; at 20 - 125 ℃; for 0.333333h; under 7500.75 - 22502.3 Torr; microwave irradiation;

DOI:10.1039/b614025d

Reference yield: 96.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 4-acetylphenyl p-toluenesulfonate (64101-67-3) → ethyl-4-acetylbenzoate (38430-55-6)

Guidance literature:

With Josiphos Et₂P-Fc-PtBu₂ ligand; sodium acetate; palladium diacetate; at 130 - 135 ℃; for 20h; under 2068.59 Torr;

DOI:10.1021/ol062208g

Reference yield: 96.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 4-<<(4-fluorophenyl)sulfonyl>oxy>-1-acetophenone (123412-35-1) → ethyl-4-acetylbenzoate (38430-55-6)

Guidance literature:

With Josiphos Et₂P-Fc-PtBu₂ ligand; sodium acetate; palladium diacetate; at 130 - 135 ℃; for 20h; under 2068.59 Torr;

DOI:10.1021/ol062208g

upstream raw materials:

ethyl ester of para-ethylbenzoic acid

ethanol

4-Iodoacetophenone

carbon monoxide

Downstream raw materials:

1-p-carboethoxyphenyl-1-(2-benzoylhydrazono)ethane

(R)-1-hydroxyethyl-4-benzoic acid ethyl ester

1-[4-(ethoxycarbonyl)phenyl]ethanoneethyleneacetal

ethyl 4-(2-bromoacetyl)benzoate

Refernces

• 1、 Kormos, Chad M.,Leadbeater, Nicholas E.. "Alkoxycarbonylation of aryl iodides using gaseous carbon monoxide and pre-pressurized reaction vessels in conjunction with microwave heating". . p. 65 - 68. Retrieved 2007.
• 2、 Hu, Deqing,Jiang, Xuefeng. "Stepwise benzylic oxygenation via uranyl-photocatalysis". supporting information. p. 124 - 129. Retrieved 2022/01/19.
• 3、 Ding, Qingjie,Fan, Goujie,Gao, Dingding,Jiang, Yuqin,Li, Qingyun,Li, Wei,Ma, Chunhua,Mao, Longfei,Xu, Guiqing,Yang, Shouning,Zhang, Dandan,Zhang, Shuting,Zhao, Jie,Zhao, Minghao,Zhu, Liang. "Discovery of 1-Amino-1 H-imidazole-5-carboxamide Derivatives as Highly Selective, Covalent Bruton's Tyrosine Kinase (BTK) Inhibitors". . p. 16242 - 16270. Retrieved 2021/11/12.