3-Nitro-1,8-naphthalic anhydride - ≥90% , CAS No.3027-38-1

CAS: 3027-38-1 Cat. No.: N141389 Molecular Weight: 243.17 Beilstein Registry Number: 23762 EC Number: 629-274-5

GRADE & PURITY ≥90%

Synonyms

NSC 32326 | 1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 5-nitro- | 3-Nitronaphthalene-1,8-dicarboxylic anhydride | 7-nitro-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione | FT-0616216 | SCHEMBL1565380 | AKOS005173861 | BDBM50426885 | F17

Storage

Room temperature,Argon charged

Shipped In

Normal

Specifications

Synonyms

NSC 32326 | 1H, 3H-Naphtho(1, 8-cd)pyran-1, 3-dione, 5-nitro- | 3-Nitronaphthalene-1, 8-dicarboxylic anhydride | 7-nitro-3-oxatricyclo[7.3.1.05, 13]trideca-1(12), 5(13), 6, 8, 10-pentaene-2, 4-dione | FT-0616216 | SCHEMBL1565380 | AKOS005173861 | BDBM50426885 | F17

Specifications & Purity

≥90%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥90%

Names and Identifiers

• Canonical Smiles: C1=CC2=CC(=CC3=C2C(=C1)C(=O)OC3=O)[N+](=O)[O-]
• IUPAC Name: 7-nitro-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione
• InChIKey: FLFLZYYDLIKGJQ-UHFFFAOYSA-N
• INCHI: 1S/C12H5NO5/c14-11-8-3-1-2-6-4-7(13(16)17)5-9(10(6)8)12(15)18-11/h1-5H
• Isomeric SMILES: C1=CC2=CC(=CC3=C2C(=C1)C(=O)OC3=O)[N+](=O)[O-]
• WGK Germany: 3
• RTECS: QK5370000
• Molecular Weight: 243.17
• Beilstein: 23762
• Reaxy-Rn: 23762
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=23762&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthalenecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthalenecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: 1,8-naphthalic anhydrides
• Alternative Parents: Nitronaphthalenes 2-benzopyrans Nitroaromatic compounds Dicarboxylic acids and derivatives Carboxylic acid anhydrides Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Organic oxoazanium compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1,8-naphthalic anhydride - 2-nitronaphthalene - Benzopyran - 2-benzopyran - Nitroaromatic compound - Dicarboxylic acid or derivatives - Carboxylic acid anhydride - C-nitro compound - Organic nitro compound - Carboxylic acid derivative - Organic oxoazanium - Oxacycle - Organoheterocyclic compound - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,8-naphthalic anhydrides. These are organic aromatic compounds that contain a naphthalene carrying two carboxyl groups at the 1- and 8-positions. In naphthalene anhydrides, the two carboxyl groups at the 1- and 8-positions share one oxygen atom.
• 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): 386.04 °C at 760 mmHg
• Melt Point(°C): 247-249 °C
• Molecular Weight: 243.170 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 243.017 Da
• Monoisotopic Mass: 243.017 Da
• Topological Polar Surface Area: 89.200 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 415.000
• 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. Zaiyan Wang, Jianxiang Zhu, Bobin Mi, Ming Ni, Yuming Xue, Yiling Deng, Lu Chen, Xiangyang Xu, Xiaoyan Li, Guohui Liu, Tao Yu.  (2025)  Photocatalytic CO-releasing spray hydrogel for in situ postoperative cancer treatment.  Bioactive Materials,      [PMID:40837871] [10.1016/j.bioactmat.2025.07.024]