4-Methoxy-benzoyl fluoride

Base Information

• Chemical Name: 4-Methoxy-benzoyl fluoride
• CAS No.: 701-53-1
• Molecular Formula: C8H7FO2
• Molecular Weight: 154.141
• DSSTox Substance ID: DTXSID00455692
• Nikkaji Number: J414.214D
• Wikidata: Q63396400
• Mol file: 701-53-1.mol

Synonyms:4-methoxybenzoyl Fluoride;4-METHOXY-BENZOYL FLUORIDE;701-53-1;p-anisoyl fluoride;starbld0027004;PARA-ANISOYL FLUORIDE;4-Methoxybenzoic acid fluoride;SCHEMBL14097346;DTXSID00455692;Q63396400

Chemical Property of 4-Methoxy-benzoyl fluoride

Chemical Property:

• PSA: 26.30000
• LogP: 1.80490
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.04300762
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)F

Technology Process of 4-Methoxy-benzoyl fluoride

There total 27 articles about 4-Methoxy-benzoyl fluoride 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: 100.0%

4-methoxybenzoic acid (100-09-4) → p-methoxybenzoyl fluoride (701-53-1)

Guidance literature:

With pyridine; hydrogen fluoride; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0022-1139(02)00004-0

Reference yield: 94.0%

Hexafluorobenzene (392-56-3) + S-(4-methylphenyl) thio(4-methoxybenzoate) (53271-44-6) → 2,3,5,6-tetrafluoro-1,4-bis(p-tolylthio)benzene (55677-92-4) + p-methoxybenzoyl fluoride (701-53-1)

Guidance literature:

With hydridotetakis(triphenylphosphine)rhodium(I); 1,2-bis-(diphenylphosphino)ethane; In chlorobenzene; for 3h; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.09.009

Reference yield: 92.0%

2,3,4,5,6-pentafluorobenzophenone (1536-23-8) + 4-cyanophenyl 4-methoxybenzoate (74471-18-4) → 1-benzoyl-4-(4-cyanophenoxy)-2,3,5,6-tetrafluorobenzene (1336943-54-4) + p-methoxybenzoyl fluoride (701-53-1)

Guidance literature:

With hydridotetakis(triphenylphosphine)rhodium(I); cis-1,2-bis-(diphenylphosphino)ethene; In chlorobenzene; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.07.031

upstream raw materials:

1-bromo-4-methoxy-benzene

carbon monoxide

4-methoxy-benzaldehyde

benzoyl chloride

Downstream raw materials:

N-(cyanomethyl)-4-methoxybenzamide

S-(4-methylphenyl) thio(4-methoxybenzoate)

3,5-dimethoxybenzoyl fluoride

diethyl(4-methoxybenzoyl)phosphine sulfide

Refernces

• 1、 Zhao, Shiyu,Guo, Yong,Su, Zhaoben,Wu, Chengying,Chen, Wei,Chen, Qing-Yun. "Deoxyfluorination of Carboxylic, Sulfonic, Phosphinic Acids and Phosphine Oxides by Perfluoroalkyl Ether Carboxylic Acids Featuring CF2O Units". supporting information. p. 1225 - 1232. Retrieved 2021/05/04.
• 2、 Wang, Xiu,Wang, Fei,Huang, Fengfeng,Ni, Chuanfa,Hu, Jinbo. "Deoxyfluorination of Carboxylic Acids with CpFluor: Access to Acyl Fluorides and Amides". supporting information. p. 1764 - 1768. Retrieved 2021/03/03.