Cas no 826-62-0 (Nadic anhydride)

Nadic anhydride (5-norbornene-2,3-dicarboxylic anhydride) is a bicyclic dicarboxylic anhydride widely used as a curing agent in epoxy resins and as a monomer in polymer synthesis. Its rigid norbornene structure imparts high thermal stability, mechanical strength, and chemical resistance to resulting materials. The anhydride functionality enables efficient crosslinking with epoxy groups, yielding cured systems with low shrinkage and excellent adhesion properties. Nadic anhydride is particularly valued in high-performance composites, coatings, and electronic encapsulation due to its ability to enhance heat resistance and dimensional stability. Its reactivity and compatibility with various resins make it a versatile intermediate in specialty chemical applications.
Nadic anhydride structure
Nadic anhydride structure
Product Name:Nadic anhydride
CAS No:826-62-0
MF:C9H8O3
MW:164.158022880554
MDL:MFCD00069013
CID:40009
PubChem ID:13223
Update Time:2025-12-23

Nadic anhydride Chemical and Physical Properties

Names and Identifiers

    • 3a,4,7,7a-Tetrahydro-4,7-methanoisobenzofuran-1,3-dione
    • 3,6-ENDOMETHYLENE-(1,2,3,6)-TETRAHYDROCIS-PHTHALIC ANHYDRIDE
    • 3,6-ENDOMETHYLENE-1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE
    • 5-NORBORNENE-2,3-DICARBONIC ANHYDRIDE
    • 5-NORBORNENE-2,3-DICARBOXYLIC ANHYDRIDE
    • BICYCLO[2.2.1]-5-HEPTENE-2,3-DICARBOXYLIC ANHYDRIDE
    • BICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLIC ANHYDRIDE
    • CARBIC ANHYDRIDE
    • CIS-3,6-ENDO-METHYLENE-TETRAHYDROPHTHALIC ANHYDRIDE
    • CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ANHYDRIDE
    • ENDO-CIS-5-NORBORNENE-2,3-DICARBOXYLIC ANHYDRIDE
    • ENDO-CIS-BICYCLO [2.2.1]-5-HEPTENE-2,3-DICARBOXYLIC ANHYDRIDE
    • ENDO-CIS-HIMIC ANHYDRIDE
    • NADIC ANHYDRIDE
    • 3,6’-Endomethylene-1,2,3,6-tet
    • 3-dione,3a,4,7,7a-tetrahydro-7-methanoisobenzofuran-1
    • 7-Methanoisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydro-4
    • anhydridkyseliny3,6-endomethylen-delta(sup4)-tetrahydroftalove
    • 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-
    • Bicyclo[2,2,1]5-heptene-2,3-dicarboxylicanhydride
    • Himic anhydride
    • Nadic anhydrous
    • Nickel
    • 1,2,3,6-Tetrahydro-3,6-methanophthalic anhydride
    • 2-Norbornene-5,6-dicarboxylic anhydride
    • Endic anhydride
    • Endomethylenetetrahydrophthalic anhydride
    • Methylenetetrahydrophthalic anhydride
    • Norbornenedicarboxylic acid anhydride
    • 3,6-Endomethylenetetrahydrophthalic anhydride
    • 5-Norbornene-2,3-dicarboxylic acid anhydride
    • Cyclopentadiene-maleic
    • 4-oxatricyclo[5.2.1.02,?]dec-8-ene-3,5-dione
    • 3a,4,7,7a-Tetrahydro-4,7-methanoisobenzofuran-1,3-dione (ACI)
    • 5-Norbornene-2,3-dicarboxylic anhydride (6CI, 8CI)
    • 3,6-Methano-4-cyclohexene-1,2-dicarboxylic acid anhydride
    • 3,6-Methylene-1,2,3,6-tetrahydrophthalic anhydride
    • 4-Oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
    • 5,6-Norbornene-2,3-dicarboxylic acid anhydride
    • Anhydride 647
    • Bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic anhydride
    • Norbornenedicarboxylic anhydride
    • NSC 3999
    • NSC-102277
    • 5-Norbornene-endo-2,3-dicarboxylic anhydride
    • endo,3-dicarboxylic anhydride
    • Bicyclo[2.2.1]hept-5-ene-exo-2,3-dicarboxylic Anhydride
    • 5-norbomene-2,3-dicarboxylic anhydride
    • NCGC00254212-01
    • WLN: T556/FJ 2AE J BVOV IUTJ
    • Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid endo-cis-anhydride
    • Nadic Anhydride (NA)
    • FT-0655593
    • NSC 102277
    • NS00038218
    • 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, (3aR,4S,7R,7aS)-rel-
    • Anhydrid kyseliny 3,6-endomethylen-.delta.(sup 4)-tetrahydroftalove
    • E83026
    • SY067019
    • Bicyclo[2.2.1hept-5-ene-2-endo,3-endo-dicarboxylic anhydride
    • 5-Norbornene-2, cis-exo-
    • bicyclo[2. 2. 1]hept-5-ene-2,3-dicarboxylic anhydride
    • 4-Oxa-tricyclo[5.2.1.0*2,6*]dec-8-ene-3,5-dione
    • SB66305
    • endo,cis-5-Norbornene-2,3-dicarboxylic anhydride
    • endo-5-Norbornene-2,3-dicarboxylic anhydride
    • 55636-72-1
    • 3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione
    • NSC-3999
    • endo-3,2,3,6-tetrahydrophthalic anhydride
    • EINECS 212-557-9
    • exo-3,2,3,6-tetrahydrophthalic anhydride
    • (3a.alpha.,4.alpha.,7.alpha.,7a.alpha.)-3a,4,7,7a-Tetrahydro-4,7-methano-isobenzofuran-1,3-dione
    • SCHEMBL27496
    • Bicyclo[2,2,1]5-heptene-2,3-dicarboxylic anhydride
    • DTXSID0047456
    • NS00079549
    • BICYCLO(2.2.1)-HEPT-5-ENE-2,3-DICARBOXYLIC ANHYDRIDE
    • cis-3,2,3,6-tetrahydropthalic anhydride
    • bicyclo[2.2.1]hept-5-en-2,3-dicarboxylic anhydride
    • cis-3,6-Endomethylene-1,2,3,6-tetrahydropthalic anhydride
    • FT-0620730
    • CAS-826-62-0
    • FT-0673051
    • NSC3999
    • VS-02608
    • bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid anhydride
    • N0331
    • Anhydrid kyseliny 3,6-endomethylen-delta(sup 4)-tetrahydroftalove [Czech]
    • AKOS016352932
    • 4-oxatricyclo[5.2.1.0,2,6]dec-8-ene-3,5-dione
    • NCGC00247985-01
    • NSC-110659
    • N0767
    • J-501160
    • 4-OXATRICYCLO[5.2.1.0(2),?]DEC-8-ENE-3,5-DIONE
    • 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, (3a.alpha.,4.beta.,7.beta.,7a.alpha.)-
    • CS-W017913
    • 826-62-0
    • CHEMBL268522
    • Exo-cis-5-Norbornene-2,3-dicarboxylic anhydride
    • Anhydrid kyseliny 3,6-endomethylen-delta(sup 4)-tetrahydroftalove
    • NCIOpen2_001832
    • NSC110659
    • exo-5-Norbornene-2,3-dicarboxylic anhydride
    • NSC102277
    • 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, (3a.alpha.,4.alpha.,7.alpha.,7a.alpha.)-
    • cis-5-Norbornene-exo-2,3-dicarboxylic anhydride
    • DTXCID8027456
    • 3, 1,2,3,6-tetrahydro-
    • 3,6-Endomethylene-.DELTA.4-tetrahydrophthalic anhydride
    • 3,6-Endomethylenephthalic anhydride, 1,2,3,6-tetrahydro-
    • MFCD00630580
    • AKOS000121029
    • exo-cis-5-norbornene-2, 3-dicarboxylic anhydride
    • EN300-18013
    • Bicyclo[2.2.1]-hept-5-ene-2,3-dicarboxylic anhydride
    • Tox21_300273
    • endo-Himic acid anhydride
    • Bicyclo(2.2.1)hept5ene2,3dicarboxylic anhydride
    • 4,7Methanoisobenzofuran1,3dione, 3a,4,7,7atetrahydro
    • 3,6Endomethylenetetrahydrophthalic anhydride
    • 5-Norbornene-2,3-dicarboxylic anhydride (8CI)
    • 2Norbornene5,6dicarboxylic anhydride
    • 1,3Cyclopentadiene, compd. with 2,5furandione (1:1)
    • 1,2,3,6Tetrahydro3,6methanophthalic anhydride
    • DB-050505
    • exo-3,6-Methylene-1,2,3,6-tetrahydrophthalic anhydride
    • STL146298
    • 129-64-6
    • 3,6Endomethylenephthalic anhydride, 1,2,3,6tetrahydro
    • Cyclopentadienemaleic anhydride adduct
    • BBL010668
    • Anhydrid kyseliny 3,6endomethylendelta(sup 4)tetrahydroftalove
    • 3,6Methylene1,2,3,6tetrahydrophthalic anhydride
    • (3at,7at)-3a,4,7,7a-tetrahydro-4r,7c-methano-isobenzofuran-1,3-dione
    • Nadic anhydride
    • MDL: MFCD00069013
    • Inchi: 1S/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2
    • InChI Key: KNDQHSIWLOJIGP-UHFFFAOYSA-N
    • SMILES: O=C1C2C(C3CC2C=C3)C(=O)O1

Computed Properties

  • Exact Mass: 164.047
  • Monoisotopic Mass: 164.047
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 277
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.7
  • Topological Polar Surface Area: 43.4

Experimental Properties

  • Color/Form: White or yellowish crystals or powder
  • Density: 1.2132 (rough estimate)
  • Melting Point: 163.0 to 166.0 deg-C
  • Boiling Point: 251.61°C (rough estimate)
  • Flash Point: 163.8°C
  • Refractive Index: 1.5260 (estimate)
  • Solubility: diethyl ether: soluble0.1g/10 mL, clear, colorless
  • PSA: 43.37000
  • LogP: 0.50810
  • Sensitiveness: Easily absorb moisture
  • Merck: 1796
  • Solubility: Soluble in acetone, ethanol, toluene, ethyl acetate, chloroform, etc., slightly soluble in petroleum ether

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Nadic anhydride Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: 1,2-Dichlorobenzene ;  200 °C; 1.5 h, 250 °C
Reference
The preparation of well-controlled poly(N-cyclohexyl-exo-norbornene-5,6-dicarboximide) polymers
Spring, Andrew M.; et al, Polymer Journal (Tokyo, 2014, 46(9), 576-583

Production Method 2

Reaction Conditions
1.1 Solvents: Chloroform ;  2 h, 22 °C
Reference
A Crystalline Ready-to-Use Form of Cyclopentadiene
Krupp, Felix; et al, Synlett, 2018, 29(13), 1707-1710

Production Method 3

Reaction Conditions
1.1 Solvents: Acetic acid
Reference
Preparation of carboxylic acid anhydrides from cyclic polycarboxylic acids
, Japan, , ,

Production Method 4

Reaction Conditions
1.1 Solvents: Benzene ;  reflux; reflux → rt; 2 h, rt
Reference
Anhydride-containing rosin and epoxide resins on their basis
Pirguliyeva, Matanat S., Neft Kimyasi va Neft E'mali Proseslari, 2022, 23(1), 34-45

Production Method 5

Reaction Conditions
1.1 Catalysts: Tetrabutylammonium hexafluorophosphate ,  Copper(II) triflate Solvents: Dichloromethane ;  30 - 60 min, rt
1.2 30 min, rt; 15 min, rt → -20 °C
1.3 30 min, -20 °C; 4 h, -20 °C; -20 °C → 0 °C
1.4 Reagents: Citric acid Solvents: Water ;  0 °C
Reference
Lewis acid catalyst system for Diels-Alder reaction
Kalepu, Rishir; et al, Journal of Chemical Sciences (Berlin, 2020, 132(1),

Production Method 6

Reaction Conditions
1.1 Reagents: 4-Methoxyphenol ;  4 h, reflux → 150 °C
Reference
Polymers Based on Norbornene Derivatives
Bozhenkova, G. S.; et al, Procedia Chemistry, 2015, 15, 8-13

Production Method 7

Reaction Conditions
1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Dichloromethane
Reference
Hydrolytically degradable PEG-based inverse electron demand Diels-Alder click hydrogels
Dimmitt, Nathan H.; et al, ACS Biomaterials Science & Engineering, 2022, 8(10), 4262-4273

Production Method 8

Reaction Conditions
Reference
Mechanistic and Kinetic Studies of the Ring Opening Metathesis Polymerization of Norbornenyl Monomers by a Grubbs Third Generation Catalyst
Hyatt, Michael G.; et al, Journal of the American Chemical Society, 2019, 141(44), 17918-17925

Production Method 9

Reaction Conditions
1.1 Reagents: Hexamethylphosphoramide ,  Water-d2 ,  Sodium hydroxide-d
2.1 -
Reference
Mechanistic and Kinetic Studies of the Ring Opening Metathesis Polymerization of Norbornenyl Monomers by a Grubbs Third Generation Catalyst
Hyatt, Michael G.; et al, Journal of the American Chemical Society, 2019, 141(44), 17918-17925

Production Method 10

Reaction Conditions
1.1 40 °C → 42 °C
2.1 Solvents: Benzene ;  reflux; reflux → rt; 2 h, rt
Reference
Anhydride-containing rosin and epoxide resins on their basis
Pirguliyeva, Matanat S., Neft Kimyasi va Neft E'mali Proseslari, 2022, 23(1), 34-45

Nadic anhydride Raw materials

Nadic anhydride Preparation Products

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Suzhou Senfeida Chemical Co., Ltd
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Nadic anhydride Spectrogram

1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

Additional information on Nadic anhydride

Introduction to Nadic Anhydride (CAS No. 826-62-0)

Nadic anhydride, chemically known as Nadic anhydride (CAS No. 826-62-0), is a significant compound in the field of organic synthesis and pharmaceutical applications. This bicyclic anhydride derived from maleic anhydride has garnered considerable attention due to its unique reactivity and utility in various chemical transformations. The compound's structure, consisting of a fused ring system with two carbonyl groups, makes it a versatile intermediate in the synthesis of complex molecules.

The CAS number 826-62-0 provides a unique identifier for this compound, ensuring precise classification and communication within the scientific community. Nadic anhydride is particularly valued for its role in the formation of ester and amide derivatives, which are crucial in the development of pharmaceuticals and specialty chemicals. Its reactivity is harnessed in various synthetic pathways, including Michael additions and cycloadditions, making it a cornerstone in modern organic chemistry.

Recent advancements in the application of Nadic anhydride have highlighted its potential in drug discovery and material science. For instance, studies have demonstrated its efficacy in the synthesis of novel heterocyclic compounds, which exhibit promising biological activities. The compound's ability to undergo regioselective reactions has opened new avenues for designing molecules with specific therapeutic properties. This has been particularly relevant in the development of antiviral and anticancer agents, where precise molecular architecture is essential.

The industrial significance of Nadic anhydride (CAS No. 826-62-0) is further underscored by its use in polymer chemistry. As a diester equivalent, it serves as a monomer or modifier in the production of high-performance polymers. These materials find applications in automotive, aerospace, and electronics industries, where durability and thermal stability are paramount. The compound's incorporation into polymer matrices enhances mechanical strength and resistance to environmental degradation, contributing to the longevity and efficiency of end products.

In academic research, Nadic anhydride continues to be a subject of investigation due to its broad utility and adaptability. Researchers have explored its role in catalytic systems, where it acts as a ligand or co-catalyst in various organic transformations. The compound's ability to facilitate asymmetric reactions has been particularly noteworthy, leading to the synthesis of enantiomerically pure compounds with high pharmaceutical relevance. Such findings underscore the importance of Nadic anhydride in advancing synthetic methodologies.

The pharmaceutical industry has also leveraged Nadic anhydride (CAS No. 826-62-0) for its potential in drug formulation and delivery systems. Its reactivity allows for the creation of prodrugs that can be activated under specific physiological conditions, enhancing bioavailability and therapeutic efficacy. Additionally, the compound's incorporation into nanocarriers has shown promise in targeted drug delivery, reducing side effects while improving treatment outcomes. These innovations highlight the multifaceted role of Nadic anhydride in addressing complex medical challenges.

From a chemical synthesis perspective, Nadic anhydride offers unique advantages due to its stable yet reactive nature. It can be easily manipulated under controlled conditions to yield a wide range of derivatives, making it indispensable in laboratory settings. The compound's compatibility with various solvents and reaction conditions further enhances its practicality in synthetic workflows. This flexibility has made Nadic anhydride a preferred choice for chemists working on complex molecular architectures.

The environmental impact of using Nadic anhydride (CAS No. 826-62-0) has also been a point of interest in recent research. Efforts have been made to develop greener synthetic routes that minimize waste and energy consumption while maintaining high yields. These initiatives align with global trends toward sustainable chemistry practices, ensuring that the use of Nadic anhydride remains environmentally responsible.

In conclusion, Nadic anhydride stands as a pivotal compound with far-reaching applications across multiple sectors. Its role in pharmaceuticals, polymer chemistry, and catalysis underscores its importance as a synthetic building block. As research continues to uncover new uses for this versatile molecule, its significance is poised to grow even further, driving innovation and progress in chemical science.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:826-62-0)5-Norbornene-2,3-dicarboxylic anhydride
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:826-62-0)Himic anhydride
LE6068;LE1695969
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
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