GRADE & PURITY ≥98%

Synonyms

2-Formyl-1H-imidazole | imidazole-2-aldehyde | 1H-Imidazolecarboxaldehyde | 1H-IMIDAZOLE-2-CARBOXALDEHYDE | Imidazole-2-carbaldehyde | 2-Formylimidazole | 2-Imidazolecarboxaldehyde | 1H-Imidazole-2-carbaldehyde | Imidazole-2-carboxaldehyde | MFCD00003544

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

2-Imidazolecarboxaldehyde was used in the preparation of tridentate Schiff-base carboxylate-containing ligands by undergoing condensation reaction with amino acids β-alanine and 2-aminobenzoic acid. It was also used in a study of the imidazole-directed allylation of aldimines.

Specifications

Synonyms

2-Formyl-1H-imidazole | imidazole-2-aldehyde | 1H-Imidazolecarboxaldehyde | 1H-IMIDAZOLE-2-CARBOXALDEHYDE | Imidazole-2-carbaldehyde | 2-Formylimidazole | 2-Imidazolecarboxaldehyde | 1H-Imidazole-2-carbaldehyde | Imidazole-2-carboxaldehyde | MFCD00003544

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504753287
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753287
• Canonical Smiles: C1=CN=C(N1)C=O
• IUPAC Name: 1H-imidazole-2-carbaldehyde
• InChIKey: XYHKNCXZYYTLRG-UHFFFAOYSA-N
• INCHI: 1S/C4H4N2O/c7-3-4-5-1-2-6-4/h1-3H,(H,5,6)
• Isomeric SMILES: C1=CN=C(N1)C=O
• WGK Germany: 3
• Molecular Weight: 96.09
• Beilstein: 4371302
• Reaxy-Rn: 742004
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=742004&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Aldehydes
          • Level6 Aryl-aldehydes

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Aldehydes
• Direct Parent: Aryl-aldehydes
• Alternative Parents: Imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aryl-aldehyde - Heteroaromatic compound - Imidazole - Azole - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl-aldehydes. These are compounds containing an aldehyde group directly attached to an aromatic ring.
• 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

• Solubility: Soluble in water
• Sensitivity: Air Sensitive;Heat sensitive;Moisture sensitive
• Melt Point(°C): 202°C
• Molecular Weight: 96.090 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 96.0324 Da
• Monoisotopic Mass: 96.0324 Da
• Topological Polar Surface Area: 45.800 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 74.100
• 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

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53. Shuilan LYU, Xin Zhang, Sheng Huang, Shuanjin Wang, Min Xiao, Dongmei Han, Yuezhong Meng.  (2024)  Long-Term Stable Cycling of Dendrite-Free Lithium Metal Batteries Using ZIF-90@PP Composite Separator.  Nanomaterials,  14  (11): (975).  [PMID:38869600] [10.3390/nano14110975]

54. Linlin Zhao, Meiyu Hu, Xiaohang Yin, Hao Yang, Liyun Zhu, Pingyuan Sun, Xiya Wang, Songwei Ai, Yonghui Zheng, Genjie Li, Tingting Yang, Xuerui Chen, Jingyu Zhang.  (2025)  Multifunctional miRNA Delivery Systems Provide Synergistic Neuroprotection against Cerebral Ischemic Reperfusion Injury.  Materials Horizons,      [PMID:40813285] [10.1039/D5MH00875A]

55. Na Zhou, Xueli Wu, Shaoxia Wang, Jianfei Qu, Yang Tan, Chuanlei Luan, Xiuli Yin, Xuran Wu, Xuming Zhuang.  (2025)  Amino-Modified ZIF-90 for Effective Adsorption of Au(III) in Environmental Water.  MOLECULES,  30  (8): (1826).  [PMID:40333849] [10.3390/molecules30081826]

56. Haoran Zheng, Jiayu Guo, Han Wang, Yurou Wang, Wenxiang Zhou, Ke Liu, Qiang Ma, Yanfei Qi.  (2025)  A zeolitic imidazolate framework-90 enhanced ultrasensitive ATP sensing platform with HCR and CRISPR-Cas12a dual signal amplification for live bacteria detection.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40378737] [10.1016/j.jhazmat.2025.138612]

57. Wenjin Li, Lei Wan, Yan Dong, Hang Luo, Wangzhe Li, Tin Pou Lai, Jian Zhao, Guozheng Liu, Yanxin Gao, Yida Deng, Wenbin Hu, Liyun Zhang.  (2025)  A coupled enzyme-photocatalytic system for efficient NADH regeneration and L-glutamate production.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164375]

58. Hang Ao, Wencheng Xiao, Weiwei Chen, Wenrui Hu, Jie Wu, Huangxian Ju.  (2025)  A Microcavity Chemiluminescent Immunoimaging Protocol for Fast in Situ Detection of Antibody Secreted from Single Hybridoma Cells.  Small Methods,      [PMID:40545858] [10.1002/smtd.202500656]

59. Jianfeng Hu, Huiya Cheng.  (2025)  pH-responsive intelligent anticorrosion protection: catechol-driven organic–inorganic hybridization with TiO2 and encapsulation by ZIF-90.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA04484G]

60. Xiangyu Zi, Xiaolong Sun, Fengwei Yin, Jia Gao, Jie Huang, Yingying Zhang, Yao Chen, Yongqian Fu.  (2025)  Fe/Mn bimetal-doped ZIF-8-encapsulated chitosanase for highly efficient synthesis of chitosan oligosaccharide.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41276045] [10.1016/j.ijbiomac.2025.149201]

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