4-Methylbenzoyl fluoride

Base Information

• Chemical Name: 4-Methylbenzoyl fluoride
• CAS No.: 350-42-5
• Molecular Formula: C8H7FO
• Molecular Weight: 138.141
• DSSTox Substance ID: DTXSID30507557
• Nikkaji Number: J880.588A
• Wikidata: Q82363840
• Mol file: 350-42-5.mol

Synonyms:4-Methylbenzoyl fluoride;350-42-5;SCHEMBL8340738;DTXSID30507557

Chemical Property of 4-Methylbenzoyl fluoride

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.048093005
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)F

Technology Process of 4-Methylbenzoyl fluoride

There total 15 articles about 4-Methylbenzoyl 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: 84.0%

p-Toluic acid (99-94-5) → 4-methylbenzoyl fluoride (350-42-5)

Guidance literature:

With trichloroisocyanuric acid; triphenylphosphine; cesium fluoride; In acetonitrile; at 20 ℃; for 24h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c04087

Reference yield: 83.0%

4-Methyl-benzoic acid difluoromethyl ester (120608-85-7) → formyl fluoride (1493-02-3) + 4-methylbenzoyl fluoride (350-42-5)

Guidance literature:

With potassium fluoride; In 1,4-dioxane; at 110 ℃; for 10h;

DOI:10.1021/jo00274a012

Reference yield: 80.0%

4-methyl-benzoyl chloride (874-60-2) → 4-methylbenzoyl fluoride (350-42-5)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; for 4h;

upstream raw materials:

4-Methylbenzyl alcohol

carbon monoxide

para-bromotoluene

4-methyl-benzaldehyde

Downstream raw materials:

p-Toluylsaeure-fluorsulfonsaeureanhydrid

p-Toluic acid

5-(p-Toluyl)acenaphthene

3-(p-Toluyl)acenaphthene

Refernces

• 1、 Leclerc, Matthew C.,Bayne, Julia M.,Lee, Graham M.,Gorelsky, Serge I.,Vasiliu, Monica,Korobkov, Ilia,Harrison, Daniel J.,Dixon, David A.,Baker, R. Tom. "Perfluoroalkyl Cobalt(III) Fluoride and Bis(perfluoroalkyl) Complexes: Catalytic Fluorination and Selective Difluorocarbene Formation". . p. 16064 - 16073. Retrieved 2015.
• 2、 Ishikawa,Sasaki. "". . p. 1407,1408. Retrieved 1976.
• 3、 Barbasiewicz, Micha?,Tryniszewski, Micha?. "Gram-Scale Preparation of Acyl Fluorides and Their Reactions with Hindered Nucleophiles". . . Retrieved 2021/11/30.
• 4、 Brittain, William D. G.,Cobb, Steven L.. "Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP)". supporting information. p. 5793 - 5798. Retrieved 2021/08/01.