N-Hydroxy-5-norbornene-2.3-dicarboxylic imide - ≥99% , CAS No.21715-90-2

CAS: 21715-90-2 Cat. No.: H109329 Peso molecular: 179.17 Beilstein Registry Number: 13540 Número EC: 244-538-6

GRADE & PURITY ≥99%

Synonyms

DTXSID60885178 | Oprea1_006565 | 4-Hydroxy-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione | EINECS 244-538-6 | SY008964 | SCHEMBL6052 | N-Hydroxybicyclo[2.2.1]-5-heptene-2,3-dicarboximide | NSC12953 | NSC-12953 | FT-0638143 | 2-mercapto-6-methylbenzoxazol

Storage

Desiccated,Room temperature

Shipped In

Normal

Specifications

Sinónimos

DTXSID60885178 | Oprea1_006565 | 4-Hydroxy-4-azatricyclo[5.2.1.0(2, 6)]dec-8-ene-3, 5-dione | EINECS 244-538-6 | SY008964 | SCHEMBL6052 | N-Hydroxybicyclo[2.2.1]-5-heptene-2, 3-dicarboximide | NSC12953 | NSC-12953 | FT-0638143 | 2-mercapto-6-methylbenzoxazol

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Desiccated, Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 488186554
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186554
• Sonrisas canónicas: C1C2C=CC1C3C2C(=O)N(C3=O)O
• IUPAC Name: 4-hydroxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• InChIKey: ZUSSTQCWRDLYJA-UHFFFAOYSA-N
• INCHI: 1S/C9H9NO3/c11-8-6-4-1-2-5(3-4)7(6)9(12)10(8)13/h1-2,4-7,13H,3H2
• Isómeros SMILES: C1C2C=CC1C3C2C(=O)N(C3=O)O
• WGK Alemania: 3
• Peso molecular: 179.17
• Beilstein: 13540
• Reaxy-Rn: 181264
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=181264&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Isoindoles and derivatives
      • Subclass Isoindolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoindolones
• Alternative Parents: Pyrrolidine-2-ones Dicarboximides Lactams Hydroxamic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Isoindolone - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Hydroxamic acid - Lactam - Carboxylic acid derivative - Azacycle - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
• 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

Propiedades químicas y físicas

• Solubilidad: Soluble in ethanol
• Punto de fusión (°C): 165-170°C
• Peso molecular: 179.170 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.058 Da
• Monoisotopic Mass: 179.058 Da
• Topological Polar Surface Area: 57.600 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 306.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 4
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Di Fan, Jian Yang, Xinyi Xie, Meifang Cao, Li Xu, Xueqing Qiu, Qiyu Liu, Xinping Ouyang.  (2022)  Microwave-assisted fractionation of poplar sawdust into high-yield noncondensed lignin and carbohydrates in methanol/p-toluenesulfonic acid.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.140237]

2. Yanliang Song, Hairui Ji, Xiaoyou Shi, Xue Yang, Xu Zhang.  (2020)  Successive organic solvent fractionation and structural characterization of lignin extracted from hybrid poplar by deep eutectic solvent for improving the homogeneity and isolating narrow fractions.  RENEWABLE ENERGY,      [PMID:] [10.1016/j.renene.2020.04.159]

3. Zuguang Liu, Xiang Lu, Junkang Xie, Bo Feng, Qiaoning Han.  (2018)  Synthesis of a novel tunable lignin-based star copolymer and its flocculation performance in the treatment of kaolin suspension.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2018.08.025]

4. Xuefei Bai, Chenyu Liu, Simiao Yu, Yongxin Pan, Farishta Shafiq, Weihong Qiao.  (2024)  Lipase-Responsive Lignin Composite Nanoparticles for the Delivery of Insoluble Bioactives.  LANGMUIR,      [PMID:38760180] [10.1021/acs.langmuir.4c00856]

5. Jiayao Yang, Jie Fei, Xingxing Wang.  (2025)  Green Regenerative Bamboo Lignin-Based Epoxy Resin: Preparation, Curing Behavior, and Performance Characterization.  Sustainability,  17  (13): (6201).  [PMID:] [10.3390/su17136201]

6. Weiyu Xia, Lupeng Shao, Chao Wang, Yu Liu, Xianhai Zeng, Feng Xu.  (2025)  Cascade fractionation of poplar into xylose, glucan oligomers and less-condensed lignin via synergistic formic acid–LiBr molten salt hydrate pretreatment.  GREEN CHEMISTRY,      [PMID:] [10.1039/D4GC05494F]

7. Wenbo Tian, Yu Han, Fei Song, Jialin Fu, Ke Wang, Dongxing Song.  (2025)  Solid-State Norbornadiene Photothermal Films for Efficient Solar Energy Storage.  ADVANCED FUNCTIONAL MATERIALS,  35  (45): (2507162).  [PMID:] [10.1002/adfm.202507162]

8. Cui Li, Wei Zhang, Yamin Wu, Lin Chen, Changliu He, Jiayu Xin, Siyu Wang, Xu Zhang.  (2026)  Construction of Lignin-Derived N-Doped Carbon Nanotubes Embedded with Co Single Atoms and Nanoparticles for Electromagnetic Wave Absorption.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.6c01038]

9. Yibo Gao, Jintian Zhong, Xiongxian Lyu, Binjie Jin, Weifeng Liu, Xueqing Qiu.  (2026)  Photothermal-Responsive Lignin-Based Liquid Crystalline Elastomers: Constructing High-Performance Artificial Muscles via a Dual Dynamic Network.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.75049]