cis-5-Norbornene-exo-2,3-dicarboxylic anhydride - Moligand™, ≥95% , CAS No.2746-19-2

CAS: 2746-19-2 Cat. No.: C111445 Molecular Weight: 164.16 Beilstein Registry Number: 17(5)11,192 EC Number: 220-384-5

GRADE & PURITY Moligand™, ≥95%

Synonyms

endicanhydride | exo-3,6-Methylene-4-cyclohexene-1,2-dicarboxylic Anhydride | (3AR,4R,7S,7AS)-3A,4,7,7A-TETRAHYDRO-4,7-METHANOISOBENZOFURN-1,3-DIONE | cis-5-Norbornene-exo-2,3-dicarboxylic anhydride | (3aR,4R,7S,7aS)-rel-3a,4,7,7a-Tetrahydro-4,7-methanois

Storage

Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

endicanhydride | exo-3, 6-Methylene-4-cyclohexene-1, 2-dicarboxylic Anhydride | (3AR, 4R, 7S, 7AS)-3A, 4, 7, 7A-TETRAHYDRO-4, 7-METHANOISOBENZOFURN-1, 3-DIONE | cis-5-Norbornene-exo-2, 3-dicarboxylic anhydride | (3aR, 4R, 7S, 7aS)-rel-3a, 4, 7, 7a-Tetrahydro-4, 7-methanois

Specifications & Purity

Moligand™, ≥95%

Storage

Argon charged, Room temperature

Shipped In

Normal

Grade

Moligand™

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504759638
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759638
• Canonical Smiles: C1C2C=CC1C3C2C(=O)OC3=O
• IUPAC Name: (1S,2S,6R,7R)-4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• InChIKey: KNDQHSIWLOJIGP-RNGGSSJXSA-N
• INCHI: 1S/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2/t4-,5+,6+,7-
• Isomeric SMILES: C1[C@@H]2C=C[C@H]1[C@H]3[C@@H]2C(=O)OC3=O
• WGK Germany: 1
• Molecular Weight: 164.16
• Beilstein: 17(5)11,192
• Reaxy-Rn: 150228
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=150228&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Tetrahydrofurans Carboxylic acid anhydrides Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Dicarboxylic acid or derivatives - Tetrahydrofuran - Carboxylic acid anhydride - Lactone - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
• 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

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Melt Point(°C): 140-145°C
• Molecular Weight: 164.160 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.047 Da
• Monoisotopic Mass: 164.047 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 277.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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. Yuan Liu, Binghui Xue, Jiadong Chen, Yuyan Lai, Panchao Yin.  (2023)  The Coordination Nanocages-Integrated Polymer Brush Networks for Flexible Microporous Membranes with Exceptional H2/CO2 Separation Performance.  MACROMOLECULAR RAPID COMMUNICATIONS,  44  (24): (2300477).  [PMID:37814593] [10.1002/marc.202300477]

2. Gao Feifei, Wu Feiyang, Zhang Xianyang, Jiang Bowen, Li Qizhong.  (2022)  The Functionalized UiO-66 Engineering for the Synergistic Enhancement of Mechanical Properties of Polydicyclopentadiene Nanocomposites.  Journal of Inorganic and Organometallic Polymers and Materials,  33  (2): (328-336).  [PMID:] [10.1007/s10904-022-02499-3]

3. Yameng Wan, Haixia He, Pengshuai Zhang, Rui Zhao, Jiao Sha, Tao Li, Baozeng Ren.  (2019)  Solubility and thermodynamic modeling of cis-5-norbornene-exo-2,3-dicarboxylic anhydride in three binary solvents (1,4-dioxane, DMF, NMP + ethanol) from 278.15 K to 323.15 K.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2019.111755]

4. Fei Fan, Chao Cai, Lei Gao, Jun Li, Ping Zhang, Guoyun Li, Chunxia Li, Guangli Yu.  (2017)  Microwave-assisted synthesis of glycopolymers by ring-opening metathesis polymerization (ROMP) in an emulsion system.  Polymer Chemistry,  8  (44): (6709-6719).  [PMID:] [10.1039/C7PY01415E]

5. Yuan Liu, Binghui Xue, Jiadong Chen, Yuyan Lai, Linkun Cai, Panchao Yin.  (2024)  Supramolecular Complexation Reinforced Polymer Frustrated Packing: Controllable Dual Porosity for Improved Permselectivity of Coordination Nanocage Mixed Matrix Membranes.  Small,  20  (38): (2400605).  [PMID:38794874] [10.1002/smll.202400605]

6. Zhe Wang, Wen-Cong Xu, Dachuan Zhang, Man Gao, Tao Chen, Youyi Sun, Shuofeng Liang, Si Wu.  (2025)  Molecular weight regulates reversible adhesion of azopolymers with photoswitchable glass transition temperatures.  Polymer Chemistry,      [PMID:] [10.1039/D5PY00606F]

7. Zhulu Xie, Dachuan Zhang, Jiawei Jiang, Yuxiao Zhang, Wen-cong Xu, Shuofeng Liang, Si Wu.  (2026)  Tunable mechanical properties and photoinduced reversible solid-to-liquid transitions in high-molecular-weight azopolymers via alkyl tail engineering.  POLYMER,      [PMID:] [10.1016/j.polymer.2026.129667]