25569-77-1

Basic information

• Product Name: 4-FLUOROBENZOIC ANHYDRIDE
• Synonyms: 4-FLUOROBENZOIC ANHYDRIDE;Bis(4-fluorobenzoic acid)anhydride;Bis[p-fluorobenzoic]anhydride;4-Fluorobenzoic acid anhydride with 4-fluorobenzoic acid;p-Fluorobenzoic anhydride
• CAS NO: 25569-77-1
• Molecular Formula: C₁₄H₈F₂O₃
• Molecular Weight: 262.21
• Mol File: 25569-77-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 107-108℃
• Boiling Point: 382.8°C at 760 mmHg
• Flash Point: 178.9°C
• Appearance: /
• Density: 1.343
• Vapor Pressure: 4.61E-06mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Sparingly soluble in water.(0.26 g/L) (25°C),
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 4-FLUOROBENZOIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROBENZOIC ANHYDRIDE(25569-77-1)
• EPA Substance Registry System: 4-FLUOROBENZOIC ANHYDRIDE(25569-77-1)

Safety Data

• Hazardous Substances Data: 25569-77-1(Hazardous Substances Data)

Usage

Description

4-FLUOROBENZOIC ANHYDRIDE is an organic compound with the molecular formula C7H4FNO2. It is a derivative of benzoic anhydride, featuring a fluorine atom at the 4-position. 4-FLUOROBENZOIC ANHYDRIDE is known for its reactivity and is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Industry:
4-FLUOROBENZOIC ANHYDRIDE is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique structure allows it to be a key component in the development of new therapeutic agents.
Used in Organic Synthesis:
4-FLUOROBENZOIC ANHYDRIDE is used as a reagent in organic synthesis, particularly for the production of benzoylthiophenes. These compounds are known to be allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor, which has potential applications in the treatment of various diseases and conditions.

InChI:InChI=1/C14H8F2O3/c15-11-5-1-9(2-6-11)13(17)19-14(18)10-3-7-12(16)8-4-10/h1-8H

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 456-22-4 4-Fluorobenzoic acid 
• 459-56-3 4-fluorobenzylic alcohol 
• 403-43-0 4-fluorobenzoyl chloride 
• 352-34-1 4-fluoro-1-iodobenzene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 1996-79-8 (4-fluorophenyl)(m-tolyl)methanone 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 
• 31458-18-1 dimethyl 2,2′-dimethyl-[1,1′-biphenyl]-4,4′-dicarboxylate 

Relevant articles and documents

Preparation method of symmetric aromatic anhydride compound

The invention discloses a preparation method of a symmetric aromatic anhydride compound, the preparation method comprises the following steps: dissolving alpha-terpilenol and pyridine in a solvent, adding an aroyl chloride solution, and reacting for 8-16 hours to obtain the symmetric aromatic anhydride compound. The alpha-terpilenol and the aroyl chloride are used as raw materials, and the method has the advantages of being easy to operate, mild in reaction condition, high in safety, simple in technological process and post-treatment, low in cost, high in yield of part of products and the like, and is very beneficial to industrialization.

Cu-MOF: An efficient heterogeneous catalyst for the synthesis of symmetric anhydrides: Via the C-H bond activation of aldehydes

In this paper, an efficient and straightforward synthetic approach for the preparation of a number of symmetric carboxylic anhydrides was reported using Cu2(BDC)2(DABCO) as an efficient heterogeneous catalyst via the C-H bond activation of aldehydes with excellent yields and simple work up. This C-H bond activation reaction appears simple and convenient, has a wide substrate scope and makes use of cheap, abundant, and easily available reagents. The Cu-MOF catalyst was recycled and reused four times without any loss of catalytic activity.

Sc(OTf)3-catalyzed synthesis of anhydrides from twisted amides

A novel synthesis of anhydrides from twisted amides is reported. Sc(OTf)3 catalysis in the presence of water is used to synthesize anhydrides in one step from amides without external nucleophiles. Mechanistic studies indicate that the coordination of the catalyst is critical to induce the challenging N-C activation step. This process further highlights the utility of twisted amides in organic synthesis. Notably, the reaction indicates that twisted amides based on the glutarimide scaffold are more reactive than carboxylic acid anhydrides under the developed conditions, which opens the door to controlled sequential catalysis through amide N-C bond cleavage.