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

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

Downstream Products

• 3798-62-7 (2-Carboxy-3-fluor-phenyl)-naphthyl-1-keton 
• 1580-53-6 2-benzoyl-3-fluorobenzoic acid 
• 2211-82-7 7-fluoroisobenzofuran-1(3H)-one 
• 2211-81-6 4-fluoro-3H-isobenzofuran-1-one 
• 1583-67-1 3-fluorophthalic acid 
• 825-22-9 3-fluoroanthranilic acid 
• 434-76-4 2-amino-6-fluorobenzoic acid 
• 160485-42-7 (3-fluoro-1,2-phenylene)dimethanol 
• 1993-98-2 3-Fluor-2-(1-naphthoyl)-benzoesaeure 
• 14238-32-5 3-Fluor-2-(4-isopropyl-benzoyl)-benzoesaeure 
• 174463-53-7 8-fluoro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione 
• 78755-94-9 5-fluoro-2H-benzo[d][1,3]-oxazine-2,4(1H)-dione 
• 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 

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.

Design, synthesis, and biological evaluation of proteolysis targeting chimeras (PRoTACS) for the dual degradation of IGF-1R and SrC

A focused PROTAC library was developed to degrade both IGF-1R and Src proteins, which are associated with various cancers. PROTACs with IGF-1R and Src degradation potentials were synthesized by tethering different inhibitor warhead units and the E3 ligase (CRBN) recruiting-pomalidomide with various linkers. The designed PROTACs 12a–b inhibited the proliferation and migration of MCF7 and A549 cancer cells with low micromolar potency (1–5 μM) in various cellular assays.

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.