5-Norbornene-2,3-dicarboximide - ≥98%(HPLC)(T) , CAS No.3647-74-3

CAS: 3647-74-3 Cat. No.: N159132 Molecular Weight: 163.18

GRADE & PURITY ≥98%(HPLC)(T)

Synonyms

NSC53245 | DTXSID00859959 | GPIUUMROPXDNRH-UHFFFAOYSA-N | 1356221-52-7 | 5-Norbornene-2,3-dicarboximide | AC-4842 | MFCD05663858 | NSC147237 | NSC-147237 | 5-Norbornene-2,3-dicarboximide, cis-endo- | Norendimide | 4,7-Methano-1H-isoindole-1,3(2H)-dione, 3

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

NSC53245 | DTXSID00859959 | GPIUUMROPXDNRH-UHFFFAOYSA-N | 1356221-52-7 | 5-Norbornene-2, 3-dicarboximide | AC-4842 | MFCD05663858 | NSC147237 | NSC-147237 | 5-Norbornene-2, 3-dicarboximide, cis-endo- | Norendimide | 4, 7-Methano-1H-isoindole-1, 3(2H)-dione, 3

Specifications & Purity

≥98%(HPLC)(T)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)(T)

Names and Identifiers

• Pubchem Sid: 488187073
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187073
• Canonical Smiles: C1C2C=CC1C3C2C(=O)NC3=O
• IUPAC Name: 4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• InChIKey: GPIUUMROPXDNRH-UHFFFAOYSA-N
• INCHI: 1S/C9H9NO2/c11-8-6-4-1-2-5(3-4)7(6)9(12)10-8/h1-2,4-7H,3H2,(H,10,11,12)
• Isomeric SMILES: C1C2C=CC1C3C2C(=O)NC3=O
• Molecular Weight: 163.18
• Reaxy-Rn: 3543471
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3543471&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoindolones
• Alternative Parents: Pyrrolidine-2-ones N-unsubstituted carboxylic acid imides Dicarboximides Lactams Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Isoindolone - 2-pyrrolidone - Pyrrolidone - Carboxylic acid imide - Dicarboximide - Carboxylic acid imide, n-unsubstituted - Pyrrolidine - Lactam - Carboxylic acid derivative - Azacycle - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
• 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

• Melt Point(°C): 188 °C
• Molecular Weight: 163.170 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.063 Da
• Monoisotopic Mass: 163.063 Da
• Topological Polar Surface Area: 46.200 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 280.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 4
• 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. Wenbo Tian, Yu Han, Fei Song, Jialin Fu, Ke Wang, Dongxing Song.  (2025)  Solid-State Norbornadiene Photothermal Films for Efficient Solar Energy Storage.  ADVANCED FUNCTIONAL MATERIALS,  35  (45): (2507162).  [PMID:] [10.1002/adfm.202507162]