3-Fluorophthalic anhydride - ≥98% , CAS No.652-39-1

CAS: 652-39-1 Cat. No.: F123562 Molecular Weight: 166.11 Beilstein Registry Number: 1283580 EC Number: 211-491-8

GRADE & PURITY ≥98%

Synonyms

AC-6941 | 4-Fluoro-2-benzofuran-1,3-dione # | 3-fluorophthalic acid anhydride | InChI=1/C8H3FO3/c9-5-3-1-2-4-6(5)8(11)12-7(4)10/h1-3 | J-512556 | FD2087 | fluorophthalic anhydride | 4-Fluoro-1,3-Isobenzofurandione | 3-Fluorophthalic anhydride, 95% | AMY27

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

3-Fluorophthalic anhydride undergoes reduction with NaBH4 to afford 4-fluorophthalide and 7-fluorophthalide. It can be synthesized starting from 3-nitrophthaloyl dichloride.
Used in the preparation of substituted benzamides with potential neuroleptic activity.

Specifications

Synonyms

AC-6941 | 4-Fluoro-2-benzofuran-1, 3-dione # | 3-fluorophthalic acid anhydride | InChI=1/C8H3FO3/c9-5-3-1-2-4-6(5)8(11)12-7(4)10/h1-3 | J-512556 | FD2087 | fluorophthalic anhydride | 4-Fluoro-1, 3-Isobenzofurandione | 3-Fluorophthalic anhydride, 95% | AMY27

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504754407
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754407
• Canonical Smiles: C1=CC2=C(C(=C1)F)C(=O)OC2=O
• IUPAC Name: 4-fluoro-2-benzofuran-1,3-dione
• InChIKey: WWJAZKZLSDRAIV-UHFFFAOYSA-N
• INCHI: 1S/C8H3FO3/c9-5-3-1-2-4-6(5)8(11)12-7(4)10/h1-3H
• Isomeric SMILES: C1=CC2=C(C(=C1)F)C(=O)OC2=O
• WGK Germany: 3
• Molecular Weight: 166.11
• Beilstein: 1283580
• Reaxy-Rn: 1283580
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1283580&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzofurans
      • Subclass Benzofuranones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzofurans
• Subclass: Benzofuranones
• Intermediate Tree Nodes: Not available
• Direct Parent: Phthalic anhydrides
• Alternative Parents: Isobenzofuranones Dicarboxylic acids and derivatives Benzenoids Aryl fluorides Vinylogous halides Carboxylic acid anhydrides Oxacyclic compounds Organooxygen compounds Organofluorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalic anhydride - Phthalic_anhydride - Isobenzofuranone - Isocoumaran - Aryl fluoride - Aryl halide - Dicarboxylic acid or derivatives - Benzenoid - Carboxylic acid anhydride - Vinylogous halide - Carboxylic acid derivative - Oxacycle - Organohalogen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organofluoride - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalic anhydrides. These are compounds containing a phthalic anhydride moiety (or a derivative thereof), which consists of a benzene fused to a furan-1,3-dione.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive
• Boil Point(°C): 283°C
• Melt Point(°C): 160.0 - 163.0 °C
• Molecular Weight: 166.110 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 166.007 Da
• Monoisotopic Mass: 166.007 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 238.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yujie Wang, Chengyun Wang, Huangwang Mai, Weizhen Fan, Haosen Fan, Wei Yang, Fengming Ren, Shengzhou Chen.  (2023)  Improving the Electrochemical Performance of NCM811 ∥ SiO/Gr Pouch Cells by Interface Modification with Anhydride Electrolyte Additives.  ACS Applied Energy Materials,      [PMID:] [10.1021/acsaem.2c03893]