4-(3-Fluorophenyl)-4-oxobutanoic acid

Base Information

• Chemical Name: 4-(3-Fluorophenyl)-4-oxobutanoic acid
• CAS No.: 69797-46-2
• Molecular Formula: C10H9FO3
• Molecular Weight: 196.178
• Hs Code.: 2918300090
• European Community (EC) Number: 675-370-5
• DSSTox Substance ID: DTXSID80374650
• Wikidata: Q82163250
• Mol file: 69797-46-2.mol

Synonyms:4-(3-fluorophenyl)-4-oxobutanoic acid;69797-46-2;4-(3-Fluorophenyl)-4-oxobutyric acid;MFCD01320062;4-(3-fluoro-phenyl)-4-oxo-butyric acid;SCHEMBL2691520;DTXSID80374650;HHVYNFFVNGZSNG-UHFFFAOYSA-N;3-(3-Fluorobenzoyl)propionic acid;CS-M0805;AB9385;4-(3-Fluorophenyl)-4-oxobutyricacid;AKOS010909594;CS-13510;SY143661;EN300-119378;Z838955774

Chemical Property of 4-(3-Fluorophenyl)-4-oxobutanoic acid

Chemical Property:

• Vapor Pressure: 4.85E-06mmHg at 25°C
• Melting Point: 86-88oC
• Boiling Point: 367.3oC at 760 mmHg
• Flash Point: 175.9oC
• PSA: 54.37000
• Density: 1.283g/cm3
• LogP: 1.87320
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.05357231
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

≥95% ^*data from raw suppliers

4-(3-Fluorophenyl)-4-oxobutanoicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

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

Technology Process of 4-(3-Fluorophenyl)-4-oxobutanoic acid

There total 5 articles about 4-(3-Fluorophenyl)-4-oxobutanoic acid 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:

succinic acid anhydride (108-30-5) + bromo(3-fluorophenyl)magnesium (17318-03-5) → 4-(3'-fluorophenyl)-4-oxo-butanoic acid (69797-46-2)

Guidance literature:

succinic acid anhydride; bromo(3-fluorophenyl)magnesium; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

With hydrogenchloride; water; In tetrahydrofuran;

Reference yield:

2-(3-Fluoro-phenyl)-2-morpholin-4-yl-pentanedinitrile → 4-(3'-fluorophenyl)-4-oxo-butanoic acid (69797-46-2)

Guidance literature:

With hydrogenchloride; In hexane; for 1h; Yield given; Heating;

DOI:10.1021/jm00357a013

Reference yield:

α-(3-fluorophenyl)-4-morpholineacetonitrile (66549-02-8) → 4-(3'-fluorophenyl)-4-oxo-butanoic acid (69797-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 30 percent KOH / 1.) THF, EtOH, 18 h, 2.) H₂O, acetic acid, reflux, 1 h

2: 6 N HCl / hexane / 1 h / Heating

With hydrogenchloride; potassium hydroxide; In hexane;

DOI:10.1021/jm00357a013

upstream raw materials:

α-(3-fluorophenyl)-4-morpholineacetonitrile

succinic acid anhydride

bromo(3-fluorophenyl)magnesium

fluorobenzene

Downstream raw materials:

4-(3-fluorophenyl)butanoic acid

7-fluoro-1-tetralone oxime

7-fluoro-3,4-dihydronaphthalen-1(2H)-one

5-fluoro-3,4-dihydronaphthalen-1(2H)-one

Refernces

• 1、 -. "AMINO-SUBSTITUTED AZO-HETEROCYCLIC COMPOUNDS FOR TREATING INFLAMMATORY CONDITIONS". Page/Page column 25. . Retrieved 2008/06/13.
• 2、 McEvoy, Francis J.,Lai, Fong M.,Albright, J. Donald. "Antihypertensive Agents: Angiotensin Converting Enzyme Inhibitors. 1--L-prolines". . p. 381 - 392. Retrieved 2007/10/02.