Cas no 461425-63-8 (3-bromo-4-ethylbenzaldehyde)

3-Bromo-4-ethylbenzaldehyde is a brominated aromatic aldehyde with the molecular formula C?H?BrO. This compound features a bromo substituent at the 3-position and an ethyl group at the 4-position relative to the formyl functional group, making it a versatile intermediate in organic synthesis. Its distinct substitution pattern enables selective reactivity in cross-coupling reactions, nucleophilic substitutions, and other transformations. The presence of both electron-withdrawing (bromo) and electron-donating (ethyl) groups influences its electronic properties, allowing for tailored applications in pharmaceuticals, agrochemicals, and material science. High purity grades ensure consistent performance in synthetic workflows. Proper handling is advised due to its reactivity and potential sensitivity to light and moisture.
3-bromo-4-ethylbenzaldehyde structure
3-bromo-4-ethylbenzaldehyde structure
Product Name:3-bromo-4-ethylbenzaldehyde
CAS No:461425-63-8
MF:C9H9BrO
MW:213.071161985397
MDL:MFCD18824410
CID:1022413
PubChem ID:22259689
Update Time:2025-05-24

3-bromo-4-ethylbenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 3-bromo-4-ethyl- (9CI)
    • 3-bromo-4-ethylbenzaldehyde
    • DTXSID40624002
    • RQHCEGIMPJEZGS-UHFFFAOYSA-N
    • SCHEMBL2909366
    • 461425-63-8
    • DB-315193
    • EN300-214399
    • MDL: MFCD18824410
    • Inchi: 1S/C9H9BrO/c1-2-8-4-3-7(6-11)5-9(8)10/h3-6H,2H2,1H3
    • InChI Key: RQHCEGIMPJEZGS-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=O)C=CC=1CC

Computed Properties

  • Exact Mass: 211.98368g/mol
  • Monoisotopic Mass: 211.98368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 136
  • 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: 2.9
  • Topological Polar Surface Area: 17.1?2

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Additional information on 3-bromo-4-ethylbenzaldehyde

3-Bromo-4-Ethylbenzaldehyde: A Comprehensive Overview

3-Bromo-4-Ethylbenzaldehyde (CAS No. 461425-63-8) is a versatile organic compound that has garnered significant attention in both academic and industrial research. This compound, also referred to as 4-ethyl-3-bromobenzaldehyde, belongs to the family of substituted benzaldehydes, which are widely used in various chemical reactions and applications. Its structure consists of a benzene ring with a bromine atom at the 3-position and an ethyl group at the 4-position, along with an aldehyde group attached directly to the benzene ring.

The synthesis of 3-bromo-4-ethylbenzaldehyde can be achieved through several methods, including Friedel-Crafts alkylation and subsequent bromination. Recent studies have explored more efficient and environmentally friendly synthesis routes, leveraging catalytic systems and green chemistry principles. These advancements have not only improved the yield but also reduced the environmental footprint of its production.

One of the key properties of 3-bromo-4-ethylbenzaldehyde is its reactivity in various organic reactions. For instance, it serves as an excellent substrate for nucleophilic addition reactions due to the electron-withdrawing effect of the aldehyde group. This makes it valuable in the synthesis of complex molecules, including pharmaceutical intermediates and agrochemicals. Moreover, the presence of the bromine atom at the 3-position introduces additional reactivity, enabling selective substitution reactions under specific conditions.

In terms of applications, 3-bromo-4-ethylbenzaldehyde has found utility in fragrance chemistry, where it contributes to the creation of aromatic compounds with unique olfactory profiles. Its ability to undergo oxidation and reduction reactions makes it a valuable precursor in the synthesis of fine chemicals. Recent research has also highlighted its potential in materials science, particularly in the development of novel polymers and coatings with enhanced thermal stability.

From a pharmacological perspective, 3-bromo-4-ethylbenzaldehyde has been investigated for its potential bioactivity. Studies have shown that it exhibits moderate anti-inflammatory and antioxidant properties, making it a candidate for further exploration in drug discovery programs. Additionally, its structural versatility allows for modifications that could enhance its bioavailability and therapeutic efficacy.

The physical properties of 3-bromo-4-ethylbenzaldehyde are well-documented, with a melting point of approximately 50°C and a boiling point around 180°C under standard conditions. Its solubility in common solvents such as dichloromethane and ethanol facilitates its use in various laboratory settings. The compound is stable under normal storage conditions but should be protected from moisture and light to prevent degradation.

Recent advancements in analytical techniques have enabled precise characterization of 3-bromo-4-ethylbenzaldehyde at both molecular and bulk levels. Techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry provide detailed insights into its structure and purity. These tools are essential for ensuring consistent quality in industrial production processes.

In conclusion, 3-bromo-4-ethylbenzaldehyde is a multifaceted compound with a wide range of applications across different fields. Its chemical reactivity, combined with recent innovations in synthesis and characterization methods, positions it as an important building block in modern organic chemistry. As research continues to uncover new potentials for this compound, its role in both academic and industrial settings is likely to expand further.

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