1,8-Naphthalic anhydride - ≥98% , CAS No.81-84-5

CAS: 81-84-5 Cat. No.: N108921 Molecular Weight: 198.17 Beilstein Registry Number: 153190 EC Number: 201-380-2
AVAILABLE TO ORDER
GRADE & PURITY ≥98%
Synonyms
1H,3H-Benzo[de]isochromene-1,3-dione | Benzo[de]isochromene-1,3-dione | Tox21_200045 | 3-oxatricyclo[7.3.1.0,5,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione | AI3-09071 | NCGC00257599-01 | FT-0607054 | SCHEMBL30415 | 1H,3H-Naphtho(1,8-cd)pyran-1,3-dione |
Storage
Room temperature,Argon charged
Shipped In
FedEx DG Service
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Size
Status
Price
Qty
25g
N108921-25g
5
$9.90
100g
N108921-100g
5
$19.90
500g
N108921-500g
2
$51.90
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature,Argon charged Ships FedEx DG Service Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
1H, 3H-Benzo[de]isochromene-1, 3-dione | Benzo[de]isochromene-1, 3-dione | Tox21_200045 | 3-oxatricyclo[7.3.1.0, 5, 13]trideca-1(13), 5, 7, 9, 11-pentaene-2, 4-dione | AI3-09071 | NCGC00257599-01 | FT-0607054 | SCHEMBL30415 | 1H, 3H-Naphtho(1, 8-cd)pyran-1, 3-dione |
Specifications & Purity
≥98%
Storage
Room temperature, Argon charged
Shipped In
FedEx DG Service
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥98%
Names and Identifiers
Pubchem Sid504751155
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504751155
Canonical SmilesC1=CC2=C3C(=C1)C(=O)OC(=O)C3=CC=C2
IUPAC Name3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione
InChIKeyGRSMWKLPSNHDHA-UHFFFAOYSA-N
INCHI1S/C12H6O3/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(14)15-11/h1-6H
Isomeric SMILES C1=CC2=C3C(=C1)C(=O)OC(=O)C3=CC=C2
WGK Germany 2
RTECS QK5350000
Molecular Weight 198.17
Beilstein 153190
Reaxy-Rn 153190
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=153190&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassNaphthalenes
SubclassNaphthalenecarboxylic acids and derivatives
Intermediate Tree Nodes Not available
Direct Parent1,8-naphthalic anhydrides
Alternative Parents 2-benzopyrans  Dicarboxylic acids and derivatives  Carboxylic acid anhydrides  Oxacyclic compounds  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 1,8-naphthalic anhydride - 2-benzopyran - Benzopyran - Dicarboxylic acid or derivatives - Carboxylic acid anhydride - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
DescriptionThis 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 cyclic dicarboxylic anhydride
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
TYMS Tclin Thymidylate synthase (1651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
SIR2 NAD-dependent histone deacetylase SIR2 (218 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Zea mays (820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

23 results found

Lot NumberCertificate TypeDateItem
E2621431Certificate of AnalysisApr 28, 2026 N108921
E2621436Certificate of AnalysisApr 28, 2026 N108921
E2621443Certificate of AnalysisApr 28, 2026 N108921
E2621474Certificate of AnalysisApr 28, 2026 N108921
I2523712Certificate of AnalysisJul 09, 2024 N108921
I2509504Certificate of AnalysisJul 09, 2024 N108921
G2509068Certificate of AnalysisNov 22, 2023 N108921
L2312095Certificate of AnalysisNov 22, 2023 N108921
L2312094Certificate of AnalysisNov 22, 2023 N108921
L2312093Certificate of AnalysisNov 22, 2023 N108921
K2511125Certificate of AnalysisNov 22, 2023 N108921
A2508090Certificate of AnalysisNov 22, 2023 N108921
B2627183Certificate of AnalysisNov 22, 2023 N108921
H2316059Certificate of AnalysisJan 09, 2023 N108921
C2631077Certificate of AnalysisJan 09, 2023 N108921
B2316269Certificate of AnalysisJan 09, 2023 N108921
B2316240Certificate of AnalysisJan 09, 2023 N108921
B2316231Certificate of AnalysisJan 09, 2023 N108921
I2213144Certificate of AnalysisJul 26, 2022 N108921
I2213146Certificate of AnalysisJul 26, 2022 N108921
I2213147Certificate of AnalysisJul 26, 2022 N108921
I2213148Certificate of AnalysisJul 26, 2022 N108921
G2110340Certificate of AnalysisJun 01, 2021 N108921

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Chemical and Physical Properties
SolubilitySoluble in ether and alcohol. Slightly soluble in acetic acid. Insoluble in water.
SensitivityMoisture sensitive
Flash Point(°F)272°C
Flash Point(°C)272°C
Melt Point(°C)267-269°C
Molecular Weight198.170 g/mol
XLogP32.300
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass198.032 Da
Monoisotopic Mass198.032 Da
Topological Polar Surface Area43.400 Ų
Heavy Atom Count15
Formal Charge0
Complexity282.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Jingjing Zuo, Shenghua Lv, Shan Liang, Shanshan Zhang, Jialin Wang, Dequan Wei, Leipeng Liu.  (2023)  Fabrication of 1,8-naphthalimide modified cellulose derivative composite fluorescent hydrogel probes and their application in the detection of Cr(VI).  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37769762] [10.1016/j.ijbiomac.2023.127082]
2. Jun Wang, Qianbo Zhang, Zhiming Chen, Xin Lan, Wenjing Shi, Zhiqiang Li.  (2023)  Tailoring photoluminescence and multifunctionalities of lanthanide coordination complexes employing ligand-controlled aggregation states.  Inorganic Chemistry Frontiers,  10  (20): (6077-6085).  [PMID:] [10.1039/D3QI01071F]
3. Feng Dou, Xiaofeng Zhao, Wanying Zhang, Yingna Zhang, Meng Gao, Jiangshan Chen, Shuhong Wang, Cheng Wang.  (2021)  Non-volatile ternary memristors based on a polymer containing a carbazole donor with CuO NPs embedded.  NEW JOURNAL OF CHEMISTRY,  46  (2): (704-713).  [PMID:] [10.1039/D1NJ04711F]
4. Xiaoyan Wang, Mingxing Hou, Zhenglu Shi, Xiang Liu, Isao Mizota, Hongtao Lou, Bin Wang, Xianhua Hou.  (2021)  Regulate Phosphorus Configuration in High P-Doped Hard Carbon as a Superanode for Sodium Storage.  ACS Applied Materials & Interfaces,      [PMID:33656334] [10.1021/acsami.0c23165]
5. Liu Jing, Wang Shan, Wang Xiaofang.  (2020)  A Novel Ratiometric Fluorescent Probe for Ag+ Based on Arginine-Naphthalene Imide.  JOURNAL OF MATERIALS ENGINEERING AND PERFORMANCE,  29  (8): (5126-5131).  [PMID:] [10.1007/s11665-020-05006-2]
6. Fangman Chen, Fan Zhang, Dan Shao, Weibin Zhang, Liqin Zheng, Wei Wang, Wendi Yang, Zheng Wang, Jianxin Chen, Wen-fei Dong, Fangnan Xiao, Yunkun Wu.  (2020)  Bioreducible and traceable Ru(III) prodrug-loaded mesoporous silica nanoparticles for sequentially targeted nonsmall cell lung cancer chemotherapy.  Applied Materials Today,      [PMID:] [10.1016/j.apmt.2020.100558]
7. Nengtao Wu, Yiping Tang, Min Zeng, Jinwei Gao, Xubing Lu, Yuhui Zheng.  (2018)  Design of hybrid inorganic-organic nanosensor based on Fe3O4 as the core and recovery features.  JOURNAL OF LUMINESCENCE,      [PMID:] [10.1016/j.jlumin.2018.06.018]
8. Zhaorun Tang, Jianwen Zeng, Yuewei Zheng, Zhihao Guan, Xinghai Liu.  (2024)  Dynamic Long-Afterglow Materials with Ultralong Lifetime for Advanced Message Encryption.  Advanced Optical Materials,      [PMID:] [10.1002/adom.202401627]
9. Zhihao Guan, Zhaorun Tang, Jianwen Zeng, Junjie Deng, Yuewei Zheng, Houbin Li, Xinghai Liu.  (2024)  Molecular Engineering Enables Multi-Color Room Temperature Phosphorescence of Carbon Dots Composites Derived In Situ, Facilitating their Utilization for Advanced Information Encryption.  Advanced Optical Materials,      [PMID:] [10.1002/adom.202302820]
10. Li Xin, Li Wenlang, Deng Ziqi, Wang Jingtian, He Shan, Ou Xinwen, Phillips David Lee, Xiao Guanjun, Zou Bo, Kwok Ryan T. K., Sun Jianwei, Lam Jacky W. Y., Guo Zhihong, Tang Ben Zhong.  (2025)  Building bridges through dynamic coupling for organic phosphorescence.  Nature Communications,  16  (1): (1-12).  [PMID:40634348] [10.1038/s41467-025-61714-0]
11. Qian Zhang, Hui’e Jiang, Zhijian Li, Lijuan Chen, Fengqian Yang, Jiamin Zhang, Bo Zhang, Xinhua Liu.  (2025)  Non-Invasive, Non-Enzymatic, Non-Serodiagnostic, and Home-Detecting Paper-Based “Abnormal UA Alarm” for Early Diagnosis of UA Associated Diseases.  Journal of Bioresources and Bioproducts,      [PMID:] [10.1016/j.jobab.2025.06.002]
12. Wang Qing, Yu Mingguang, Chen Guangxue, Chen Zijian, Zhong Yingying, Mo Qijie, Wang Honghu.  (2025)  Dual humidity-pH responsive cellulose-based phosphorescent paper for multimodal anti-counterfeiting.  JOURNAL OF MATERIALS SCIENCE,      [PMID:] [10.1007/s10853-025-11715-7]
13. Hailiang Yang, Qian Chen, Yuankui Huang, Yaoping Hu.  (2025)  Carbon nitride quantum dots with full-color room-temperature phosphorescence via in situ precursor engineering and rigid matrix confinement.  CARBON,      [PMID:] [10.1016/j.carbon.2025.121074]
14. Chen Chuanli, Yang Yuezhen, Zhang Lutong, Dai Wenbo, Lei Yunxiang, Liu Miaochang, Wu Huayue, Huang Xiaobo, Yan Dongpeng.  (2026)  Multiple hydrogen bonding enables large-area doped phosphorescent glasses with robust stability and high-temperature afterglow.  Nature Communications,      [PMID:41547867] [10.1038/s41467-026-68590-2]
15. Hao Wang, Jiaxin Wang, Rui Wang, Liang Zhou.  (2026)  High selectivity and significant cytotoxicity of rare earth naphthalene dicarboxylate complexes on non-small cell lung cancer cells.  Journal of Materials Chemistry B,      [PMID:41631392] [10.1039/D5TB01473E]
16. Xiaoyi Zhang, Zihang Wu, Chen Wu, Shenglan Ma, Guoliang Lin, Guohui Yan, Youqing Su, Ligeng Xu.  (2026)  Insights into the corrosion inhibition of novel 1,8-naphthalimide derivatives bearing primary amino groups on Q235 steel in chloride-contaminated concrete pore solution.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2026.103389]
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