GRADE & PURITY ≥99%

Synonyms

MALONONITRILE [MI] | EINECS 203-703-2 | Malononitril | DTXCID701907 | 1,1-dicyanomethane | Dicyanmethane | FT-0689819 | Malononitrile, >=99% | EN300-19714 | J-002327 | Malonic dinitrile | Nitrile kyseliny malonove | Nitrile kyseliny malonove [Czech] | Nit

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice,FedEx DG Service

Overview

Malononitrile, a weak cyanocarbon acid, is a versatile compound with exceptional reactivity, widely used in condensation reactions.
Malononitrile may be used in the base-promoted on-water synthesis of [1,6]-naphthyridines; synthesis of γ-ketoamides;preparation of heterocyclic privileged medicinal scaffolds involving pyridine, 1,4-dihydropyridine, chromeno[2,3-b]pyridine and dihydro-1,4-dithiepine frameworks.

Malonitrile, a weak cyanocarbonic acid, is a highly reactive multifunctional compound. This crystalline aliphatic nitrile can be used as a synthetic block for the synthesis of heterocyclic compounds and polymers

Specifications

Synonyms

MALONONITRILE [MI] | EINECS 203-703-2 | Malononitril | DTXCID701907 | 1, 1-dicyanomethane | Dicyanmethane | FT-0689819 | Malononitrile, >=99% | EN300-19714 | J-002327 | Malonic dinitrile | Nitrile kyseliny malonove | Nitrile kyseliny malonove [Czech] | Nit

Specifications & Purity

≥99%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice, FedEx DG Service

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

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504751542
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751542
• Canonical Smiles: C(C#N)C#N
• IUPAC Name: propanedinitrile
• InChIKey: CUONGYYJJVDODC-UHFFFAOYSA-N
• INCHI: 1S/C3H2N2/c4-2-1-3-5/h1H2
• Isomeric SMILES: C(C#N)C#N
• WGK Germany: 3
• RTECS: OO3150000
• UN Number: 2647
• Packing Group: II
• Molecular Weight: 66.06
• Beilstein: 773697
• Reaxy-Rn: 773697
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=773697&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Organic cyanides

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Organic cyanides
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitriles
• Alternative Parents: Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Nitrile - Carbonitrile - Organopnictogen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as nitriles. These are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
• External Descriptors: dinitrile - aliphatic nitrile

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, acetone, acetic acid, chloroform, ethanol, ether and benzene.
• Sensitivity: Heat,Light & Air sensitive
• Freezing Point(°C): 32 °C
• Refractive Index: 1.4146
• Flash Point(°F): 186.8 °F
• Flash Point(°C): 112℃
• Boil Point(°C): 218～219°C
• Melt Point(°C): 32°C
• Molecular Weight: 66.060 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 66.0218 Da
• Monoisotopic Mass: 66.0218 Da
• Topological Polar Surface Area: 47.600 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 82.600
• 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

References

1. Qiang Liu, Jia-Ni Zhang, Ting-Liang Xie, Shi-Xiao Wei, Hao-Tian Tong, Shuang-Feng Yin.  (2023)  Controlled synthesis of ZIFs by microemulsion method at high-throughput in a chaotic microreactor.  Chemical Engineering and Processing-Process Intensification,      [PMID:] [10.1016/j.cep.2023.109602]

2. Xiao-Chen Ma, Chun Pu, Yue-Xing Zhang, Gang-Gang Chang, Ge Tian, Si-Ming Wu, Jia-Wen Liu, Zhi-Yi Hu, Li-Ying Wang, Yi-Xia Yin, Christoph Janiak, Xiao-Yu Yang.  (2021)  Confined Pd clusters with dynamic structure for highly efficient Cascade-type catalysis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.132128]

3. Linfeng Chen, Xike Tian, Yong Li, Chao Yang, Liqiang Lu, Zhaoxin Zhou, Yulun Nie.  (2019)  An AIE dye based smartphone and LDA integrated portable, intelligent and rapid detection system as trace water indicator and cyanide detector.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2019.03.008]

4. Li Changjiang, Xiang Kaiqiang, Liu Yunchang, Zheng Yuchuan, Pan Le, Tian Baozhu, Zhang Jinlong.  (2015)  A colorimetric and fluorescent chemodosimeter responding to Cu2+ with high selectivity and sensitivity.  RESEARCH ON CHEMICAL INTERMEDIATES,  41  (8): (5915-5927).  [PMID:] [10.1007/s11164-015-2034-1]

5. Xiang-yu Kong, Shao-Min Shuang, Yue-tao Zhang, Yu Wang, Chuan Dong.  (2022)  Dicyanoisophorone-based fluorescent probe with large Stokes shift for ratiometric detection and imaging of exogenous/endogenous hypochlorite in cell and zebrafish.  TALANTA,      [PMID:35189411] [10.1016/j.talanta.2022.123293]