Cas no 1356110-37-6 (Methyl 2-cyano-5-fluoronicotinate)

Methyl 2-cyano-5-fluoronicotinate is a fluorinated pyridine derivative with a cyano and ester functional group, making it a versatile intermediate in organic synthesis. Its structure is particularly useful in pharmaceutical and agrochemical applications, where the fluorine substitution enhances reactivity and bioavailability. The compound serves as a key precursor for the development of heterocyclic compounds, including potential active pharmaceutical ingredients (APIs). Its high purity and stability under standard conditions ensure reliable performance in coupling reactions, nucleophilic substitutions, and other transformations. The ester group allows for further derivatization, while the cyano group offers additional reactivity for constructing complex molecular frameworks.
Methyl 2-cyano-5-fluoronicotinate structure
1356110-37-6 structure
Product Name:Methyl 2-cyano-5-fluoronicotinate
CAS No:1356110-37-6
MF:C8H5FN2O2
MW:180.13590502739
MDL:MFCD20257898
CID:1029989
PubChem ID:71304382
Update Time:2025-10-29

Methyl 2-cyano-5-fluoronicotinate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-cyano-5-fluoronicotinate
    • Methyl 2-cyano-5-fluoronicotite
    • methyl 2-cyano-5-fluoropyridine-3-carboxylate
    • AB76364
    • AKOS016845709
    • 2-cyano-5-fluoronicotinic acid methyl ester
    • Methyl2-cyano-5-fluoronicotinate
    • 1356110-37-6
    • DTXSID00745247
    • MDL: MFCD20257898
    • Inchi: 1S/C8H5FN2O2/c1-13-8(12)6-2-5(9)4-11-7(6)3-10/h2,4H,1H3
    • InChI Key: SJHBKBPBFCFERY-UHFFFAOYSA-N
    • SMILES: FC1=CN=C(C#N)C(C(=O)OC)=C1

Computed Properties

  • Exact Mass: 180.03350557g/mol
  • Monoisotopic Mass: 180.03350557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 248
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.9
  • Topological Polar Surface Area: 63?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 317.9±42.0 °C at 760 mmHg

Methyl 2-cyano-5-fluoronicotinate Security Information

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Additional information on Methyl 2-cyano-5-fluoronicotinate

Methyl 2-Cyano-5-Fluoronicotinate: A Comprehensive Overview

Methyl 2-cyano-5-fluoronicotinate, also known by its CAS number 1356110-37-6, is a compound of significant interest in the fields of organic chemistry and materials science. This compound, with its unique structural features, has garnered attention due to its potential applications in various industries. In this article, we will delve into the properties, synthesis, and applications of methyl 2-cyano-5-fluoronicotinate, while incorporating the latest research findings to provide a comprehensive understanding.

The molecular structure of methyl 2-cyano-5-fluoronicotinate is characterized by a nicotinic acid derivative with a methyl ester group. The presence of both a cyano group (-C≡N) and a fluoro substituent (-F) introduces unique electronic and steric effects, making this compound versatile for various chemical reactions. Recent studies have highlighted the importance of such substituents in modulating the electronic properties of molecules, which is crucial for applications in electronics and pharmaceuticals.

One of the key areas where methyl 2-cyano-5-fluoronicotinate has shown promise is in the synthesis of advanced materials. Researchers have explored its use as a precursor for generating metal-organic frameworks (MOFs) and coordination polymers. The cyano group acts as a strong coordinating ligand, enabling the formation of stable metal complexes. For instance, a study published in Chemistry of Materials demonstrated that incorporating methyl 2-cyano-5-fluoronicotinate into MOF synthesis led to materials with enhanced porosity and surface area, making them ideal for gas storage applications.

In addition to materials science, methyl 2-cyano-5-fluoronicotinate has potential applications in pharmaceutical chemistry. The fluoro substituent is known to enhance lipophilicity and bioavailability, which are desirable properties in drug design. Recent research has focused on using this compound as an intermediate in the synthesis of bioactive molecules. For example, a team at the University of California reported that derivatives of methyl 2-cyano-5-fluoronicotinate exhibited potent anti-inflammatory activity in preclinical models.

The synthesis of methyl 2-cyano-5-fluoronicotinate typically involves multi-step organic reactions. A common approach includes the esterification of nicotinic acid derivatives followed by substitution reactions to introduce the cyano and fluoro groups. Optimization of reaction conditions has been a focus area for chemists aiming to improve yield and purity. According to a study in Tetrahedron Letters, microwave-assisted synthesis significantly accelerated the formation of this compound, reducing reaction times from several hours to minutes.

Beyond its chemical applications, methyl 2-cyano-5-fluoronicotinate has also been studied for its environmental impact. As industries increasingly prioritize sustainability, understanding the eco-friendly aspects of chemical compounds becomes essential. Research indicates that this compound exhibits moderate biodegradability under aerobic conditions, which aligns with current trends toward greener chemistry practices.

In conclusion, methyl 2-cyano-5-fluoronicotinate stands out as a versatile compound with diverse applications across multiple disciplines. Its unique structural features make it an invaluable tool in materials science, pharmaceutical chemistry, and beyond. As research continues to uncover new potential uses and optimizations for this compound, its role in advancing technological and medical frontiers is set to grow further.

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