Cas no 19614-14-3 (1-bromo-2-propylbenzene)

1-Bromo-2-propylbenzene is an organic compound with the molecular formula C?H??Br, featuring a bromine substituent at the 1-position and a propyl group at the 2-position of the benzene ring. This aromatic bromide serves as a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki or Negishi couplings, enabling the formation of complex aryl derivatives. Its well-defined structure and reactivity make it valuable for pharmaceutical and agrochemical research. The compound exhibits stability under standard storage conditions and is compatible with a range of reaction conditions. Careful handling is advised due to its potential lachrymatory and irritant properties.
1-bromo-2-propylbenzene structure
1-bromo-2-propylbenzene structure
Product Name:1-bromo-2-propylbenzene
CAS No:19614-14-3
MF:C9H11Br
MW:199.087641954422
CID:864999
PubChem ID:15748977
Update Time:2025-06-12

1-bromo-2-propylbenzene Chemical and Physical Properties

Names and Identifiers

    • o-bromopropylbenzene
    • 1-bromo-2-propylbenzene
    • Inchi: 1S/C9H11Br/c1-2-5-8-6-3-4-7-9(8)10/h3-4,6-7H,2,5H2,1H3
    • InChI Key: SRXJZMLETPOSSJ-UHFFFAOYSA-N
    • SMILES: BrC1C=CC=CC=1CCC

Computed Properties

  • Exact Mass: 198.00443
  • Monoisotopic Mass: 198.00441g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 90.7
  • 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: 4
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 0

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Additional information on 1-bromo-2-propylbenzene

1-Bromo-2-Propylbenzene (CAS No. 19614-14-3): An Overview of Its Properties, Applications, and Recent Research

1-Bromo-2-propylbenzene (CAS No. 19614-14-3) is a versatile organic compound that has gained significant attention in various fields, including organic synthesis, pharmaceuticals, and materials science. This compound is characterized by its unique structure, which consists of a bromine atom and a propyl group attached to a benzene ring. The combination of these functional groups imparts specific chemical and physical properties that make it valuable in numerous applications.

The molecular formula of 1-bromo-2-propylbenzene is C9H11Br, and its molecular weight is approximately 197.08 g/mol. The compound is a colorless liquid at room temperature with a boiling point of around 205°C and a melting point of -35°C. It is slightly soluble in water but highly soluble in organic solvents such as ethanol, acetone, and diethyl ether.

In the realm of organic synthesis, 1-bromo-2-propylbenzene serves as an important intermediate for the preparation of more complex molecules. The bromine atom can be readily substituted or eliminated to form a variety of functionalized derivatives. For instance, it can be used in cross-coupling reactions such as the Suzuki-Miyaura coupling or the Heck reaction to introduce aryl or vinyl groups. These reactions are crucial in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.

Recent research has highlighted the potential of 1-bromo-2-propylbenzene in the development of new pharmaceuticals. A study published in the Journal of Medicinal Chemistry explored the use of this compound as a building block for the synthesis of novel anti-inflammatory agents. The researchers found that derivatives of 1-bromo-2-propylbenzene exhibited potent anti-inflammatory activity in both in vitro and in vivo models. This discovery opens up new avenues for the development of more effective treatments for inflammatory diseases.

In addition to its applications in pharmaceuticals, 1-bromo-2-propylbenzene has shown promise in materials science. A recent study published in Advanced Materials investigated the use of this compound as a precursor for the synthesis of conductive polymers. The researchers demonstrated that by polymerizing 1-bromo-2-propylbenzene, they could create materials with enhanced electrical conductivity and mechanical stability. These materials have potential applications in electronic devices, sensors, and energy storage systems.

The environmental impact of chemical compounds is an important consideration in their development and application. Studies on the environmental fate and toxicity of 1-bromo-2-propylbenzene have been conducted to ensure its safe use. A comprehensive review published in Environmental Science & Technology found that while the compound is not highly toxic to aquatic organisms at low concentrations, it can persist in the environment under certain conditions. Therefore, proper handling and disposal practices are essential to minimize any potential environmental impact.

The safety profile of 1-bromo-2-propylbenzene has also been extensively studied. According to safety data sheets (SDS), this compound should be handled with care due to its potential irritant properties and flammability. Appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats should be worn when handling this compound to ensure user safety.

In conclusion, 1-bromo-2-propylbenzene (CAS No. 19614-14-3) is a valuable compound with a wide range of applications in organic synthesis, pharmaceuticals, and materials science. Its unique chemical structure makes it an essential building block for the development of novel compounds with diverse functionalities. Ongoing research continues to uncover new possibilities for its use, further solidifying its importance in these fields.

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