Cyanoacetic acid - ≥98% , CAS No.372-09-8

CAS: 372-09-8 Cat. No.: C105698 Peso molecular: 85.06 Beilstein Registry Number: 506325 Número EC: 206-743-9

GRADE & PURITY ≥98%

Synonyms

alpha cyanoacetic acid | cyanoethanoic acid | Monocyanoacetic acid | cyano acetic acid | CYANOACETIC ACID [MI] | Acetic acid, cyano- | CAS-372-09-8 | EINECS 206-743-9 | 4-02-00-01888 (Beilstein Handbook Reference) | Z104476112 | BRN 0506325 | Cyanessigsae

Storage

Room temperature,Argon charged

Shipped In

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Descripción general

Cyanoacetic acid can be used as a reagent:

· Along with acetic anhydride for cyanoacetylation of various pyrroles, indoles, and aniline derivatives. It can also be used in other reactions such as cyclizations, syntheses of coumarins and other heterocycles.

· To prepare of key intermediate via Knoevenagel condensation in the total synthesis of 5-acetamido-substituted melatonin derivatives as MT3 receptor ligands.

· In the synthesis of aminopyrrolinone derivatives by reacting Ugi adducts of cyanoacetic acid and aromatic aldehydes

Specifications

Sinónimos

alpha cyanoacetic acid | cyanoethanoic acid | Monocyanoacetic acid | cyano acetic acid | CYANOACETIC ACID [MI] | Acetic acid, cyano- | CAS-372-09-8 | EINECS 206-743-9 | 4-02-00-01888 (Beilstein Handbook Reference) | Z104476112 | BRN 0506325 | Cyanessigsae

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature, Argon charged

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Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504751862
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751862
• Sonrisas canónicas: C(C#N)C(=O)O
• IUPAC Name: 2-cyanoacetic acid
• InChIKey: MLIREBYILWEBDM-UHFFFAOYSA-N
• INCHI: 1S/C3H3NO2/c4-2-1-3(5)6/h1H2,(H,5,6)
• Isómeros SMILES: C(C#N)C(=O)O
• WGK Alemania: 2
• RTECS: AG3675000
• Número ONU: 1759
• Grupo de embalaje: I
• Peso molecular: 85.06
• Beilstein: 506325
• Reaxy-Rn: 506325
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=506325&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Carboxylic acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Carboxylic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Carboxylic acids
• Alternative Parents: Nitriles Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Carboxylic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as carboxylic acids. These are compounds containing a carboxylic acid group with the formula -C(=O)OH.
• External Descriptors: monocarboxylic acid

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: H2O: 50 mg/mL, clear, colorless to very faintly yellow；Miscible with water, ethyl alcohol, ether. Slightly miscible with benzene, acetic acid and chloroform.
• Sensibilidad: Moisture sensitive
• Punto de inflamación (°F): 224.6 °F
• Punto de inflamación (°C): 107℃
• Punto de ebullición (°C): 108°C/0.15mmHg
• Punto de fusión (°C): 70°C
• Peso molecular: 85.060 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 85.0164 Da
• Monoisotopic Mass: 85.0164 Da
• Topological Polar Surface Area: 61.100 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 98.600
• 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

Referencias

1. Cheng Hu, Lianhong Zhang, Qin Ye, Qiang Li.  (2023)  Donor-acceptor system introduces N defect modified g-C3N4 for efficient photocatalytic degradation of methylene blue under visible light.  Materials Today Communications,      [PMID:] [10.1016/j.mtcomm.2023.105992]

2. Zhuohua Dai, Guangfa Wang, Fangfang Xiao, Da Lei, Xincun Dou.  (2023)  Amorphous Copper-Based Nanoparticles with Clusterization-Triggered Phosphorescence for Ultrasensing 2,4,6-Trinitrotoluene.  ADVANCED MATERIALS,  35  (24): (2300526).  [PMID:36929680] [10.1002/adma.202300526]

3. Yuling Ma, Airong Li, Cheng Wang.  (2022)  Experimental study on adsorption removal of SO2 in flue gas by defective UiO-66.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.140687]

4. Yan Chen, Zhao Mo, Xingtong Zhu, Qingxiang Xu, Zhaoli Xue, Henan Li, Hui Xu, Long Zhao.  (2021)  Facilitated interfacial charge separation using triphenylamine-zinc porphyrin dyad-sensitized TiO2 nanoparticles for photocatalysis.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2021.161795]

5. Xingzheng Liu, Chuanbo Fu, Manting Wang, Jiexin Wang, Haikui Zou, Yuan Le, Jianfeng Chen.  (2021)  High-gravity technology intensified Knoevenagel condensation-Michael addition polymerization of poly (ethylene glycol)-poly (n-butyl cyanoacrylate) for blood-brain barrier delivery.  CHINESE JOURNAL OF CHEMICAL ENGINEERING,      [PMID:] [10.1016/j.cjche.2021.05.005]

6. Fei Zhang, Yaoming Liu, Binsheng Yang, Guangming Wen, Bin Liu.  (2020)  Near-infrared AIEgens for lipid droplets imaging in corpus adiposum or trachea of Locusta migratoria and its application in photodynamic therapy.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.128589]

7. Caicai Jiao, Lilong Gao, Hui Zhang, Bing Yu, Hailin Cong, Youqing Shen.  (2020)  Dynamic Covalent C═C Bond, Cross-Linked, Injectable, and Self-Healable Hydrogels via Knoevenagel Condensation.  BIOMACROMOLECULES,      [PMID:32043872] [10.1021/acs.biomac.9b01689]

8. Xiucai Guo, Wei Li, Qingmei Li, Yan Chen, Guode Zhao, Ying Peng, Jiang Zheng.  (2019)  Tofacitinib Is a Mechanism-Based Inactivator of Cytochrome P450 3A4.  CHEMICAL RESEARCH IN TOXICOLOGY,      [PMID:31414593] [10.1021/acs.chemrestox.9b00141]

9. Mingliang Zhang, Qian Ye, Qianqian Yi, Hanbin Wu, Chao Liu, Bingjie Zhang, Xinyi Li, Bin Yan.  (2024)  Preparation of a symmetrical spongy CA-CNS/β-PVDF photocatalytic membrane for antibiotic removal.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.158348]

10. Z.N. Jiang, J.M. Duan, S.Y. Tian, R.Y. Xue, C.F. Dong, G.A. Zhang.  (2025)  Decoding the corrosion inhibition mechanism of a new cinnamaldehyde derivative for mild steel in HCl medium by ToF-SIMS and AIMD.  CORROSION SCIENCE,      [PMID:] [10.1016/j.corsci.2025.113289]

11. Huan Liang, Hongtu Xu, Yang Yang, Kejun Yin, Zhijun Yang, Zefeng Chen, Enjian He, Yixuan Wang, Shuhan Zhang, Yen Wei, Qiulin Chen, Guoli Wang, Yan Ji.  (2025)  A dual-catalyst strategy for liquid crystal elastomers with actuation stability and efficient reprogrammability.  Materials Today,      [PMID:] [10.1016/j.mattod.2025.04.016]

12. Hehaoyan Fan, Mengyue Wang, Sheng Chen, Runfang Fu, Qin Yang, Yingchun Gu, Bin Yan.  (2025)  Sustainable Polyester Hot-Melt Adhesives with Tunable Adhesion Performance.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c10575]