Cas no 36880-34-9 (4-Bromo-5-ethylthiophene-2-carbaldehyde)

4-Bromo-5-ethylthiophene-2-carbaldehyde is a versatile organic compound with significant applications in the synthesis of pharmaceuticals and fine chemicals. Its unique structure, featuring a bromo substituent and an ethylthiophene backbone, offers enhanced reactivity and selectivity. This compound is highly valued for its use in the construction of complex organic molecules, contributing to the development of novel drugs and materials.
4-Bromo-5-ethylthiophene-2-carbaldehyde structure
36880-34-9 structure
Product Name:4-Bromo-5-ethylthiophene-2-carbaldehyde
CAS No:36880-34-9
MF:C7H7BrOS
MW:219.098880052567
MDL:MFCD01118660
CID:1040636
PubChem ID:7021622
Update Time:2025-07-15

4-Bromo-5-ethylthiophene-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-5-ethylthiophene-2-carbaldehyde
    • 3-(METHYLTHIO)-1-(TOSYLOXY)PROPANE
    • 4-bromo-5-ethyl-2-Thiophenecarboxaldehyde
    • 4-BROMO-5-ETHYL-THIOPHENE-2-CARBALDEHYDE
    • 3-Brom-2-ethyl-5-formylthiophen
    • 3-bromo-2-ethyl-5-formylthiophene
    • AC1ODVQS
    • ANW-64451
    • CTK6D2951
    • SBB019869
    • STK348806
    • DTXSID80427392
    • BBL039496
    • 2-Thiophenecarboxaldehyde, 4-bromo-5-ethyl-
    • CS-0217892
    • EN300-92261
    • AKOS000304487
    • 4-bromo-5-ethyl-2-thiophenecarbaldehyde
    • Z1162153819
    • DB-069457
    • AS-64823
    • SCHEMBL56694
    • 36880-34-9
    • MDL: MFCD01118660
    • Inchi: 1S/C7H7BrOS/c1-2-7-6(8)3-5(4-9)10-7/h3-4H,2H2,1H3
    • InChI Key: BZWLZUAFDWILCJ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=O)SC=1CC

Computed Properties

  • Exact Mass: 217.94011
  • Monoisotopic Mass: 217.94010g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 129
  • 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: 45.3?2

Experimental Properties

  • PSA: 17.07

4-Bromo-5-ethylthiophene-2-carbaldehyde Security Information

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Additional information on 4-Bromo-5-ethylthiophene-2-carbaldehyde

Chemical Profile of 4-Bromo-5-ethylthiophene-2-carbaldehyde (CAS No. 36880-34-9)

4-Bromo-5-ethylthiophene-2-carbaldehyde, identified by its Chemical Abstracts Service (CAS) number 36880-34-9, is a significant compound in the realm of organic synthesis and pharmaceutical research. This heterocyclic aldehyde features a thiophene core substituted with a bromine atom at the 4-position and an ethyl group at the 5-position, terminated with an aldehyde functionality at the 2-position. Its unique structural attributes make it a valuable intermediate in the development of various bioactive molecules.

The molecular structure of 4-bromo-5-ethylthiophene-2-carbaldehyde consists of a five-membered aromatic ring containing sulfur, which is a hallmark of thiophene derivatives. The presence of the bromine atom introduces electrophilic characteristics, facilitating nucleophilic substitution reactions, while the ethyl group contributes to steric and electronic modulation. The aldehyde group, being highly reactive, serves as a versatile handle for further functionalization via condensation, oxidation, or reduction reactions.

This compound has garnered considerable attention in recent years due to its utility in synthesizing pharmacologically relevant molecules. Thiophene derivatives are well-documented for their role in medicinal chemistry, particularly in the development of antimicrobial, antifungal, and anti-inflammatory agents. The aldehyde functionality further enhances its applicability by enabling the formation of Schiff bases, imines, and other nitrogen-containing heterocycles, which are prevalent in drug candidates.

Recent studies have highlighted the potential of 4-bromo-5-ethylthiophene-2-carbaldehyde in the synthesis of kinase inhibitors. Kinases are enzymes involved in numerous cellular processes, and their dysregulation is implicated in various diseases, including cancer. By leveraging the reactivity of the aldehyde group and the electron-deficient nature of the brominated thiophene ring, researchers have been able to develop novel inhibitors with improved selectivity and potency. For instance, modifications to this scaffold have led to compounds exhibiting inhibitory activity against tyrosine kinases, which are pivotal targets in oncology.

In addition to its role in kinase inhibition, 4-bromo-5-ethylthiophene-2-carbaldehyde has been explored as a precursor in the synthesis of antimicrobial agents. The structural motif of thiophene is known to interact favorably with bacterial enzymes and cell membranes, disrupting essential metabolic pathways. Preliminary investigations have demonstrated that derivatives of this compound exhibit promising activity against Gram-positive bacteria, suggesting its potential as a lead compound for novel antibiotics.

The synthesis of 4-bromo-5-ethylthiophene-2-carbaldehyde typically involves multi-step organic transformations starting from commercially available precursors such as 5-bromo-thiophene. Common synthetic routes include bromination at the 4-position followed by ethylation at the 5-position, with subsequent formylation at the 2-position via Vilsmeier-Haack reaction or similar methods. These synthetic strategies highlight the compound's accessibility and scalability for industrial applications.

The reactivity profile of 4-bromo-5-ethylthiophene-2-carbaldehyde makes it an indispensable tool for medicinal chemists seeking to explore novel therapeutic avenues. Its ability to undergo diverse chemical transformations allows for rapid diversification of molecular structures, enabling high-throughput screening programs to identify lead compounds with desired pharmacological properties. Moreover, its stability under various reaction conditions ensures consistent yields and purity levels required for preclinical and clinical studies.

As research continues to uncover new biological targets and mechanisms, the demand for specialized intermediates like 4-bromo-5-ethylthiophene-2-carbaldehyde is expected to grow. Advances in computational chemistry and automation have further accelerated the discovery process by allowing virtual screening and rapid synthesis optimization. These technological advancements underscore the importance of having robust supply chains for key intermediates such as this one.

The future prospects for 4-bromo-5-ethylthiophene-2-carbaldehyde also extend into materials science applications beyond pharmaceuticals. Thiophene-based polymers are known for their electrical conductivity and optical properties, making them suitable for use in organic electronics and photovoltaic devices. By incorporating functionalized thiophene units into polymer backbones, researchers aim to develop materials with enhanced performance characteristics.

In conclusion,4-Bromo-5-Ethylthiophene - 2 - Carbaldehyde (CAS No. 36880 - 34 -9) represents a versatile intermediate with broad applications across multiple disciplines including medicinal chemistry,kinase inhibition,antimicrobial drug discovery,and advanced materials science . Its unique structural features coupled with its reactivity make it an invaluable asset for both academic research laboratories and industrial chemical manufacturers . As scientific understanding evolves ,the utility of this compound is poised to expand ,driving innovation across multiple sectors .

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