652-39-1

Basic information

• Product Name: 3-Fluorophthalic anhydride
• Synonyms: 3-FLUOROPHTHALIC ANHYDRIDE;5-FLUORO-ISOBENZOFURANDIONE;1,3-Isobenzofurandione, 4-fluoro-;4-Fluoro-2-benzofuran-1,3-dione;3-FluorophthalicAnhydride,~97%;3-Fluorophthalic anhydride 98%;3-Fluorophthalicanhydride98%;4-Fluoro-isobenzofuran-1,3-dione,3-Fluorophthalic Anhydride
• CAS NO: 652-39-1
• Molecular Formula: C₈H₃FO₃
• Molecular Weight: 166.11
• EINECS: 211-491-8
• Product Categories: Phthalic Acids, Esters and Derivatives;Carbonyl Compounds;Carboxylic Acid Anhydrides;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Carboxylic Acid Anhydrides;Chemical Synthesis;Fluorinated Building Blocks;Heterocyclic Fluorinated Building Blocks;Organic Building Blocks;Other Fluorinated Heterocycles;Others
• Mol File: 652-39-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 159-163 °C
• Boiling Point: 283°C(lit.)
• Flash Point: 132.8 °C
• Appearance: White to off-white/Crystalline Powder
• Density: 1.4338 (estimate)
• Vapor Pressure: 0.000941mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Benzene (Slightly), DMSO (Slightly)
• Water Solubility: insoluble
• Sensitive: Moisture Sensitive
• BRN: 1283580
• CAS DataBase Reference: 3-Fluorophthalic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluorophthalic anhydride(652-39-1)
• EPA Substance Registry System: 3-Fluorophthalic anhydride(652-39-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 42/43-36/37/38-22
• Safety Statements: 45-36/37/39-26-36
• WGK Germany: 3
• HazardClass: IRRITANT, MOISTURE SENSITIVE
• Hazardous Substances Data: 652-39-1(Hazardous Substances Data)

Usage

Chemical Properties

3-Fluorophthalic anhydride is white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 652-39-1 differently. You can refer to the following data:
1. 3-Fluorophthalic anhydride used in the preparation of substituted benzamides with potential neuroleptic activity.1
2. 3-Fluorophthalic Anhydride is used in the preparation of flubendiaminde insecticide.
3. 3-Fluorophthalic anhydride may be used in the preparation of substituted benzamides with potential neuroleptic activity. It may be employed as starting reagent for the synthesis of 8-fluoro-10-methyl-1,2-benzanthracene.

General Description

3-Fluorophthalic anhydride undergoes reduction with NaBH4 to afford 4-fluorophthalide and 7-fluorophthalide. It can be synthesized starting from 3-nitrophthaloyl dichloride.

InChI:InChI=1/C8H3FO3/c9-5-3-1-2-4-6(5)8(11)12-7(4)10/h1-3H

Upstream product

• 1583-67-1 3-fluorophthalic acid 
• 167412-23-9 4-(3,5-difluorophenyl)semicarbazide 
• 117-21-5 3-chlorophthalic anhydride 
• 321-38-0 1-Fluoronaphthalene 
• 603-11-2 3-nitrophthalic acid 
• 443-82-3 3-fluoro-o-xylene 
• 24564-71-4 3-Nitrophthaloyl dichloride 
• 641-70-3 3-nitrophthalic acid anhydride 

Downstream Products

• 3798-62-7 (2-Carboxy-3-fluor-phenyl)-naphthyl-1-keton 
• 1993-98-2 3-Fluor-2-(1-naphthoyl)-benzoesaeure 
• 473435-60-8 cis-4-(3-fluorophthaloylamino)cyclohexanecarboxylic acid 
• 869720-39-8 2-fluoro-6-[7-nitro-5-trifluoromethyl-1H-benzo[d]imidazol-2-yl]benzoic acid 
• 62590-16-3 α,α'-dibromo-3-fluoro-o-xylene 
• 14238-33-6 3-Fluor-2-<4-isopropyl-benzyl>-benzoesaeure 
• 393-84-0 3-Fluor-2-benzyl-benzoesaeure 
• 3109-52-2 6-Fluor-2--benzoesaeure 
• 1478-33-7 6-fluoro-2-<(5,6,7,8-tetrahydro-1-naphthalenyl)methyl>benzoic acid 
• 777860-03-4 C₂₂H₂₃FN₂O₄ 
• 866638-68-8 2-(4-{[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]methyl}-2-methylphenyl)-4-fluoro-1H-isoindole-1,3(2H)-dione 
• 1435928-75-8 2-bromo-4-fluoro-2-phenylindan-1,3-dione 
• 1435928-76-9 2-chloro-4-fluoro-2-phenylindan-1,3-dione 
• 1435916-90-7 4-fluoro-2-[4-(3-methoxybenzyl)piperazin-1-yl]-2-phenylindan-1,3-dione 

Relevant articles and documents

A New Synthesis of 3-Fluorophthalic Anhydride

A high yield, one pot synthesis of 3-fluorophthalic anhydride from the easily accessible 3-nitrophthaloyl dichloride is described.The mechanistic implications of the fluorodenitration process are also discussed.

Simultaneous Inhibition of SIRT2 Deacetylase and Defatty-Acylase Activities via a PROTAC Strategy

As a member of the sirtuin family of enzymes, SIRT2 promotes tumor growth and regulates various biological pathways through lysine deacetylation and defatty-acylation. In the past few years, many SIRT2-selective small molecule inhibitors have been developed, but none have demonstrated simultaneous inhibition of both SIRT2 activities in cells. To further scrutinize the physiological importance and significance of SIRT2 deacetylase and defatty-acylase activities, small molecules that can selectively inhibit both activities of SIRT2 in living cells are needed. Here, we have applied the Proteolysis Targeting Chimera (PROTAC) strategy and synthesized a new SIRT2 inhibitor (TM-P4-Thal) to degrade SIRT2 selectively, which led to simultaneous inhibition of its deacetylase and defatty-acylase activities in living cells. Additionally, this compound exemplifies the advantage of the PROTAC strategy that allows complete eradication of an enzyme and its activity in biological settings.

IMIDE-BASED MODULATORS OF PROTEOLYSIS AND METHODS OF USE

The description relates to imide-based compounds, including bifunctional compounds comprising the same, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins which are degraded and/or otherwise inhibited by bifunctional compounds according to the present invention. In particular, the description provides compounds, which contain on one end a ligand which binds to the cereblon E3 ubiquitin ligase and on the other end a moiety which binds a target protein such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. Compounds can be synthesized that exhibit a broad range of pharmacological activities consistent with the degradation/inhibition of targeted polypeptides of nearly any type.