GRADE & PURITY ≥99%

Synonyms

9-Anthraldehyde

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

The Diels-Alder reaction of 9-anthracenecarboxaldehyde with benzenediazonium-2-carboxylate was studied.

Specifications

Synonyms

9-Anthraldehyde

Specifications & Purity

≥99%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488184336
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184336
• Canonical Smiles: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C=O
• IUPAC Name: anthracene-9-carbaldehyde
• InChIKey: YMNKUHIVVMFOFO-UHFFFAOYSA-N
• INCHI: 1S/C15H10O/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-10H
• Isomeric SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C=O
• WGK Germany: 3
• Molecular Weight: 206.24
• Beilstein: 639167
• Reaxy-Rn: 639167
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=639167&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Anthracenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Anthracenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthracenes
• Alternative Parents: Aryl-aldehydes Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Anthracene - Aryl-aldehyde - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aldehyde - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.
• 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: Soluble in toluene.
• Sensitivity: Air sensitive.
• Melt Point(°C): 103-107°C
• Molecular Weight: 206.240 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 206.073 Da
• Monoisotopic Mass: 206.073 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 238.000
• 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. Potao Sun, Zeyan Shi, Wenxia Sima, Xinyu Tang, Tao Yuan, Ming Yang, Hang Xu, Zhaoping Li.  (2023)  A UV-responsive mechanically robust insulating polymer that achieves intrinsic self-healing of electrical tree damage based on reversible anthracene photodimerization.  Journal of Materials Chemistry C,  11  (41): (14217-14225).  [PMID:] [10.1039/D3TC02671J]

2. Jianping Guan, Qing He, Qi Liu, Xiaoqing Chen.  (2022)  Cu2+ assisted carnation-like fluorescent metal–organic framework for triple-mode detection of glyphosate in food samples.  FOOD CHEMISTRY,      [PMID:36563622] [10.1016/j.foodchem.2022.135237]

3. Rui-Xue Liu, Ru-Yi Luo, Meng-Ting Tang, Yan-Cheng Liu, Zhen-Feng Chen, Hong Liang.  (2021)  The first copper(I) complex of anthrahydrazone with potential ROS scavenging activity showed significant in vitro anticancer activity by inducing apoptosis and autophagy.  JOURNAL OF INORGANIC BIOCHEMISTRY,      [PMID:33721719] [10.1016/j.jinorgbio.2021.111390]

4. Yingchun Guo, Lei Feng, Changcheng Wu, Xiaomei Wang, Xu Zhang.  (2019)  Synthesis of 3D-Ordered Macro/Microporous Yolk–Shelled Nanoreactor with Spatially Separated Functionalities for Cascade Reaction.  ACS Applied Materials & Interfaces,      [PMID:31448587] [10.1021/acsami.9b11578]

5. Miaomiao Zhou, Lian Wang, Song Zhang, Bing Zhang.  (2019)  Ultrafast spectroscopy of the primary charge transfer and ISC processes in 9-anthraldehyde.  CHEMICAL PHYSICS LETTERS,      [PMID:] [10.1016/j.cplett.2018.12.040]

6. Ying Chang, Yang Li, Shirong Yu, Jie Mao, Cheng Liu, Qi Li, Conghui Yuan, Ning He, Weiang Luo, Lizong Dai.  (2014)  Fluorescent polymeric assemblies as stimuli-responsive vehicles for drug controlled release and cell/tissue imaging.  NANOTECHNOLOGY,  26  (2): (025103).  [PMID:25526236] [10.1088/0957-4484/26/2/025103]

7. Zhenjing Zhou, Yihao Meng, Jiang Wu, Jieting Zhou, Xi Yu, Ningbo Yi, Qinghua Wu, Yancheng Wu, Jialin Zhang, Longfei Fan, Juxian Zhang, Feng Gan.  (2025)  Transformation of ethylene vinyl alcohol copolymer from a glassy state to a rubber state through post ester-exchange modification.  POLYMER,      [PMID:] [10.1016/j.polymer.2024.127993]

8. Xianliang Gong, Yue Zhang, Zhouyu Jiang, Cunbin Du, Arshad Khan, Rabia Usman.  (2025)  Solid-state fluorescence modulation and DFT analysis of charge-transfer cocrystal of anthracene-chalcone-pyridine compounds.  Computational and Theoretical Chemistry,      [PMID:] [10.1016/j.comptc.2025.115377]

9. Wenhao Su, Zhouyu Jiang, Arshad Khan, Rabia Usman, Mingliang Wang.  (2025)  Charge-transfer cocrystal engineering of anthracene chalcone compound containing cyano group: DFT-guided modulation of solid-state optical properties.  Computational and Theoretical Chemistry,      [PMID:] [10.1016/j.comptc.2025.115465]

10. Jia-yu Xu, Xue-bin Bi, Sha-sha Luo, Yue Huang, Chen-yu Wang, Chang-chun Wen, Rui-xue Liu, Yan-cheng Liu, Hong Liang.  (2025)  Three cobalt(II) complexes containing pyrimidylanthrahydrazone ligands: Synthesis, crystal structure, DNA binding, anticancer activity and structure-activity relationship.  JOURNAL OF INORGANIC BIOCHEMISTRY,      [PMID:41337829] [10.1016/j.jinorgbio.2025.113158]

11. Liu Chao, Bi Xue-bin, Xu Jia-yu, Liu Rui-xue, Zhang Shu-feng.  (2026)  Cobalt(II) and zinc(II) anthrahydrazone complexes: synthesis, crystal structure, divergent anticancer and antibacterial activities.  TRANSITION METAL CHEMISTRY,  51  (3): (35).  [PMID:] [10.1007/s11243-026-00724-3]