4'-METHOXY-2-PHENYLACETOPHENONE

Base Information

• Chemical Name: 4'-METHOXY-2-PHENYLACETOPHENONE
• CAS No.: 1023-17-2
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2914509090
• Mol file: 1023-17-2.mol

Synonyms:Acetophenone,4'-methoxy-2-phenyl- (6CI,7CI,8CI);Acetophenone, p-methoxy-a-phenyl- (3CI);2-Phenyl-p-methoxyacetophenone;4-Methoxy-a-phenylacetophenone;4-Methoxydeoxybenzoin;4-Methoxydesoxybenzoin;4-Methoxyphenyl benzyl ketone;4'-Methoxy-2-phenylacetophenone;Benzyl 4-methoxyphenyl ketone;Benzylp-methoxyphenyl ketone;NSC 26658;p-Anisyl benzyl ketone;a-Phenyl-4'-methoxyacetophenone;4-Methoxy phenyl Acetofenone;

Chemical Property of 4'-METHOXY-2-PHENYLACETOPHENONE

Chemical Property:

• Melting Point: 77-78 °C
• Boiling Point: 380 °C at 760 mmHg
• Flash Point: 173.2 °C
• PSA: 26.30000
• Density: 1.1 g/cm³
• LogP: 3.12060
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Methoxyphenyl)acetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: An intermediate for the synthesis of many biologically active molecules including receptor ligands and enzyme inhibitors

Technology Process of 4'-METHOXY-2-PHENYLACETOPHENONE

There total 159 articles about 4'-METHOXY-2-PHENYLACETOPHENONE 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: 98.0%

methoxybenzene (100-66-3) + phenylacetyl chloride (103-80-0) → 4-methoxyphenyl benzyl ketone (1023-17-2)

Guidance literature:

With zinc(II) oxide; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo0494477

Reference yield: 98.0%

phenylacetic acid (103-82-2) + methoxybenzene (100-66-3) → 4-methoxyphenyl benzyl ketone (1023-17-2)

Guidance literature:

With trifluoromethylsulfonic anhydride; In dichloromethane; Cooling with ice;

DOI:10.1016/j.tet.2018.04.017

Reference yield: 97.0%

phenyldiazomethane (908094-04-2) + 4-methoxy-benzaldehyde (123-11-5) → 4-methoxyphenyl benzyl ketone (1023-17-2)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at -78 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ol9010932

upstream raw materials:

ethanol

2-hydroxy-2-(4-methoxy-phenyl)-3-phenyl-propionic acid

4-methoxybenzoin

phenylacetic acid

Downstream raw materials:

1-(4-methoxy-phenyl)-2,4,5-triphenyl-pentane-1,5-dione

4-dimethylamino-1-(4-methoxy-phenyl)-2-phenyl-butan-1-one

4,5-diphenyl-6-(4-methoxyphenyl)-2-pyrone

1-(4-methoxyphenyl)-2,3,5-triphenylpentane-1,5-dione

Refernces

• 1、 Majhi, Biju,Kundu, Debasish,Ranu, Brindaban C.. "Ascorbic Acid Promoted Oxidative Arylation of Vinyl Arenes to 2-Aryl Acetophenones without Irradiation at Room Temperature under Aerobic Conditions". . p. 7739 - 7745. Retrieved 2015.
• 2、 Li, Tong,Yan, Xin-Long,Li, Zhan-Wei,Ma, Zhi-Hong,Li, Su-Zhen,Han, Zhan-Gang,Zheng, Xue-Zhong,Lin, Jin. "Syntheses, structures, and catalytic activity in Friedel–Crafts acylations of substituted tetramethylcyclopentadienyl molybdenum carbonyl complexes". . p. 313 - 322. Retrieved 2018.
• 3、 Noyce et al.. "". . p. 3794. Retrieved 1968.
• 4、 Takemiya, Akihiro,Hartwig, John F.. "Palladium-catalyzed synthesis of aryl ketones by coupling of aryl bromides with an acyl anion equivalent". . p. 14800 - 14801. Retrieved 2006.
• 5、 Zhang, Fangfang,Yao, Qiyi,Yuan, Yang,Xu, Murong,Kong, Lingkai,Li, Yanzhong. "Base-mediated insertion reaction of alkynes into carbon-carbon σ-bonds of ethanones: synthesis of hydroxydienone and chromone derivatives". . p. 2497 - 2500. Retrieved 2017.
• 6、 Firouzjaei, Fariba Abedi,Heidarli, Elmira,Ravan, Shabnam,Hosseini, Sayed Masoud,Naderi, Nima,Almasyan, Kiarash,Sarvary, Afshin,Irannejad, Hamid. "Synthesis and antiseizure activity of (E)-1,2-diarylethylidenehydrazine carboximidamides against tonic-clonic seizures: an intracerebroventricular and electrophysiological study". . p. 1520 - 1535. Retrieved 2020.
• 7、 Yu, Jing-Wen,Mao, Shuai,Wang, Yong-Qiang. "Copper-catalyzed base-accelerated direct oxidation of C-H bond to synthesize benzils, isatins, and quinoxalines with molecular oxygen as terminal oxidant". . p. 1575 - 1580. Retrieved 2015.
• 8、 Simmons, Bryan J.,Weires, Nicholas A.,Dander, Jacob E.,Garg, Neil K.. "Nickel-Catalyzed Alkylation of Amide Derivatives". . p. 3176 - 3179. Retrieved 2016.
• 9、 Chen, Yujie,Dai, Chenyang,Huang, Zhibin,Jiang, Yaqiqi,Shu, Sai,Yang, Shan,Zhao, Yingsheng. "Ruthenium(II)-Catalyzed Cross-Coupling of Benzoyl Formic Acids with Toluenes: Synthesis of 2-Phenylacetophenones". . p. 2955 - 2961. Retrieved 2021.
• 10、 Hu, Rong,Tao, Yigao,Zhang, Xiaofeng,Su, Weiping. "1,2-Aryl Migration Induced by Amide C?N Bond-Formation: Reaction of Alkyl Aryl Ketones with Primary Amines Towards α,α-Diaryl β,γ-Unsaturated γ-Lactams". . p. 8425 - 8430. Retrieved 2021.