Cas no 80204-23-5 (1-bromo-2-methylcyclobutane, Mixture of diastereomers)

1-Bromo-2-methylcyclobutane is a cyclobutane derivative featuring a bromine substituent at the 1-position and a methyl group at the 2-position. This compound is supplied as a mixture of diastereomers, offering versatility in synthetic applications where stereochemical diversity is required. The presence of the reactive bromine moiety makes it a valuable intermediate for nucleophilic substitution reactions, cycloadditions, or ring-opening transformations. The methyl group further enhances its utility in sterically modulated reactions or as a building block for more complex structures. Suitable for use in pharmaceutical, agrochemical, and materials science research, this compound provides a balance of reactivity and stability for exploratory and process chemistry applications.
1-bromo-2-methylcyclobutane, Mixture of diastereomers structure
80204-23-5 structure
Product Name:1-bromo-2-methylcyclobutane, Mixture of diastereomers
CAS No:80204-23-5
MF:C5H9Br
MW:149.028960943222
MDL:MFCD20634358
CID:707638
PubChem ID:14047139
Update Time:2025-05-22

1-bromo-2-methylcyclobutane, Mixture of diastereomers Chemical and Physical Properties

Names and Identifiers

    • Cyclobutane,1-bromo-2-methyl-
    • Cyclobutane, 1-bromo-2-methyl- (9CI)
    • 1-bromo-2-methylcyclobutane, Mixture of diastereomers
    • SCHEMBL20326654
    • EN300-2977562
    • 80204-23-5
    • 1-BROMO-2-METHYLCYCLOBUTANE
    • MDL: MFCD20634358
    • Inchi: 1S/C5H9Br/c1-4-2-3-5(4)6/h4-5H,2-3H2,1H3
    • InChI Key: IXHHSYDNHZYFGE-UHFFFAOYSA-N
    • SMILES: BrC1CCC1C

Computed Properties

  • Exact Mass: 147.98876g/mol
  • Monoisotopic Mass: 147.98876g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 0
  • Complexity: 51.9
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 0?2

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Additional information on 1-bromo-2-methylcyclobutane, Mixture of diastereomers

1-Bromo-2-Methylcyclobutane: A Comprehensive Overview

The compound with CAS No. 80204-23-5, commonly referred to as 1-bromo-2-methylcyclobutane, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and materials science. This compound is notable for its unique structure, which consists of a cyclobutane ring substituted with a bromine atom and a methyl group. The presence of these substituents introduces interesting electronic and steric effects, making it a valuable compound for various applications.

Recent studies have highlighted the importance of 1-bromo-2-methylcyclobutane in the synthesis of advanced materials, particularly in the development of novel polymers and organic semiconductors. The cyclobutane ring, being highly strained, provides a platform for exploring unusual reactivity and electronic properties. Researchers have demonstrated that this compound can serve as a precursor for the synthesis of highly conjugated systems, which are essential for applications in optoelectronics and flexible electronics.

The synthesis of 1-bromo-2-methylcyclobutane typically involves multi-step processes that require precise control over reaction conditions. One common approach involves the bromination of a cyclobutane derivative using electrophilic bromination techniques. The stereochemistry of the product is often influenced by the reaction conditions, leading to the formation of diastereomers. These diastereomers exhibit distinct physical and chemical properties, making them valuable for stereochemical studies.

In terms of physical properties, 1-bromo-2-methylcyclobutane is characterized by its relatively low melting point and moderate boiling point, which are influenced by the steric hindrance introduced by the methyl group and the electron-withdrawing effect of the bromine atom. The compound is also known for its reactivity towards nucleophilic substitution reactions, particularly under polar aprotic conditions. This reactivity makes it a useful intermediate in organic synthesis.

One of the most exciting developments in recent years has been the application of 1-bromo-2-methylcyclobutane in click chemistry reactions. Click chemistry, which emphasizes efficient and selective bond formation, has found this compound to be an excellent substrate due to its strained ring system and reactive bromine atom. Researchers have utilized this property to develop new methodologies for constructing complex molecular architectures with high precision.

Moreover, 1-bromo-2-methylcyclobutane has shown potential in medicinal chemistry as a building block for drug discovery programs. Its unique structure allows for the creation of bioactive molecules with tailored pharmacokinetic profiles. Recent studies have demonstrated that derivatives of this compound exhibit promising activity against various disease targets, including cancer and infectious diseases.

In conclusion, 1-bromo-2-methylcyclobutane (CAS No. 80204-23-5) is a versatile compound with a wide range of applications in organic chemistry, materials science, and medicinal chemistry. Its unique structure and reactivity continue to inspire innovative research directions, making it an essential component in modern chemical synthesis.

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