4-Chloro-1,8-naphthalic anhydride - ≥94% , CAS No.4053-08-1

CAS: 4053-08-1 Cat. No.: C176418 Molecular Weight: 232.619 EC Number: 223-760-7

GRADE & PURITY ≥94%

Synonyms

4-Chloro-1,8-naphthalic anhydride, >=95.0% (T) | EINECS 223-760-7 | P16623 | 6-Chloronaphtho[1,8,8a-c,d]pyran-1,3-dione | 8-chloro-3-oxatricyclo[7.3.1.0]trideca-1(13),5,7,9,11-pentaene-2,4-dione | 6-Chloro-1H,3H-benzo[de]isochromene-1,3-dione | AC-11206 |

Storage

Room temperature

Shipped In

Normal

Overview

application：

4-Chloro-1,8-naphthalic anhydride is used in dyes and pigments. It is also used in agrochemical, pharmaceutical.

Specifications

Synonyms

4-Chloro-1, 8-naphthalic anhydride, >=95.0% (T) | EINECS 223-760-7 | P16623 | 6-Chloronaphtho[1, 8, 8a-c, d]pyran-1, 3-dione | 8-chloro-3-oxatricyclo[7.3.1.0]trideca-1(13), 5, 7, 9, 11-pentaene-2, 4-dione | 6-Chloro-1H, 3H-benzo[de]isochromene-1, 3-dione | AC-11206 |

Specifications & Purity

≥94%

Storage

Room temperature

Shipped In

Normal

Purity

≥94%

Names and Identifiers

• Pubchem Sid: 504755203
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755203
• Canonical Smiles: C1=CC2=C(C=CC3=C2C(=C1)C(=O)OC3=O)Cl
• IUPAC Name: 8-chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione
• InChIKey: UJEUBSWHCGDJQU-UHFFFAOYSA-N
• INCHI: 1S/C12H5ClO3/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(14)16-12(8)15/h1-5H
• Isomeric SMILES: C1=CC2=C(C=CC3=C2C(=C1)C(=O)OC3=O)Cl
• Molecular Weight: 232.619
• Reaxy-Rn: 178072
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=178072&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: Chloronaphthalenes 2-benzopyrans Dicarboxylic acids and derivatives Aryl chlorides Carboxylic acid anhydrides Oxacyclic compounds Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1,8-naphthalic anhydride - Chloronaphthalene - Benzopyran - 2-benzopyran - Aryl chloride - Aryl halide - Dicarboxylic acid or derivatives - Carboxylic acid anhydride - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organohalogen compound - Organochloride - Organooxygen compound - 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

• Solubility: Hydrolyzes in water.
• Sensitivity: Moisture sensitive
• Melt Point(°C): 207-210℃
• Molecular Weight: 232.620 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 231.993 Da
• Monoisotopic Mass: 231.993 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 341.000
• 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. Nafeesa Mushtaq, Lala Rukh Sidra, Guofei Chen, Yongmei Tang, Lubo Xu, Xingzhong Fang.  (2017)  Synthesis of cardo containing asymmetric poly(ether-naphthalimide-phthalimide)s.  POLYMER INTERNATIONAL,  66  (11): (1633-1639).  [PMID:] [10.1002/pi.5425]

2. Rui-Zhe Zhou, Yan Zhang, Ji-Feng Gao, Shuai-Yin Ma, Hong-Shuang Zhang, Xiao-Zhi He.  (2024)  Chiral fluorescent liquid crystal polymers containing 4-bromo-1,8-naphthalimide – synthesis and properties.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2024.2330555]

3. Qing-Qing Xiong, Jia-Yi Wu, Hong-Shuang Zhang, Ji-Feng Gao, Shuai-Yin Ma, Xiao-Zhi He.  (2024)  Liquid crystal polymers with dual properties of fluorescence and selective reflection-design, synthesis and characterisation.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2024.2321453]

4. Mi-Yi Yu, Wen Xin, Di Ke, Ji-Feng Gao, Shuai-Yin Ma, Xiao-Zhi He.  (2025)  Fluorescent cholesteric liquid crystal polymers containing different naphthalimide groups – preparation and performance.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2025.2531103]

5. Yuxin Wang, Jiaze Gao, Qin Liu, Di Ke, Jifeng Gao, Shuaiyin Ma, Xiaozhi He, Guiyang Yan, Jianshe Hu.  (2026)  Cross-linkable cholesteric fluorescent liquid crystal polymers with reversible thermochromic and photoluminescent properties.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2026.2646463]