Cas no 887338-47-8 (3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole)

3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole is a functionalized indole derivative featuring bromo and chloro substituents at the 3- and 4-positions, respectively, along with a p-toluenesulfonyl (tosyl) protecting group at the nitrogen. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmacologically active indole derivatives. The bromo and chloro groups enhance reactivity for further cross-coupling or substitution reactions, while the tosyl group provides stability and facilitates selective deprotection. Its well-defined structure makes it valuable for medicinal chemistry research and the development of heterocyclic compounds. High purity and consistent quality ensure reliable performance in synthetic applications.
3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole structure
887338-47-8 structure
Product Name:3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole
CAS No:887338-47-8
MF:C15H11BrClNO2S
MW:384.675340890884
MDL:MFCD22205875
CID:1057111
PubChem ID:53495270
Update Time:2025-05-21

3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole
    • 3-bromo-4-chloro-1-[(4-methylphenyl)sulfonyl]-1H-Indole
    • 3-bromo-4-chloro-1-(4-methylphenyl)sulfonylindole
    • FT-0722520
    • A917668
    • AKOS027257047
    • CS-0359763
    • AC7117
    • 3-Bromo-4-chloro-1-tosyl-1H-indole
    • SCHEMBL13257974
    • SY019765
    • MFCD22205875
    • 3-bromo-4-chloro-1-(4-methylbenzenesulfonyl)-1H-indole
    • 887338-47-8
    • DA-18996
    • N-tosyl-3-bromo-4-chloroindole
    • MDL: MFCD22205875
    • Inchi: 1S/C15H11BrClNO2S/c1-10-5-7-11(8-6-10)21(19,20)18-9-12(16)15-13(17)3-2-4-14(15)18/h2-9H,1H3
    • InChI Key: HHDOAMYHCPTJHI-UHFFFAOYSA-N
    • SMILES: BrC1=CN(C2C=CC=C(C=21)Cl)S(C1C=CC(C)=CC=1)(=O)=O

Computed Properties

  • Exact Mass: 382.93800
  • Monoisotopic Mass: 382.93824g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 2
  • Complexity: 473
  • 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: 4.9
  • Topological Polar Surface Area: 47.4?2

Experimental Properties

  • PSA: 47.45000
  • LogP: 5.68340

3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole Pricemore >>

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Additional information on 3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole

3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole (CAS No. 887338-47-8): A Versatile Building Block in Organic Synthesis

3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole (CAS No. 887338-47-8) is a highly functionalized indole derivative that has gained significant attention in recent years due to its unique structural features and wide-ranging applications in organic synthesis, pharmaceutical research, and material science. This compound, often referred to as 3-bromo-4-chloro tosylindole or BCI-Ts indole, serves as a crucial intermediate for the construction of complex heterocyclic systems.

The molecular structure of 3-Bromo-4-chloro-1-tosylindole combines three important functional groups: a bromo substituent at the 3-position, a chloro group at the 4-position, and a p-toluenesulfonyl (tosyl) protecting group at the nitrogen atom. This combination makes it an exceptionally versatile building block for indole chemistry and cross-coupling reactions, which are currently hot topics in synthetic organic chemistry research.

Recent trends in pharmaceutical research have shown increased interest in functionalized indole derivatives, particularly those with halogen substituents. The presence of both bromine and chlorine atoms in 3-Bromo-4-chloro tosylindole makes it particularly valuable for palladium-catalyzed coupling reactions, which are widely used in drug discovery programs. Many researchers are searching for information about halogenated indole synthesis and tosyl-protected indole applications, making this compound highly relevant to current scientific inquiries.

From a synthetic perspective, BCI-Ts indole (887338-47-8) offers several advantages. The tosyl group provides excellent nitrogen protection during various transformations, while the halogen atoms serve as handles for further functionalization. This dual functionality has made it popular in the synthesis of indole-based pharmaceuticals and agrochemicals, areas that are experiencing rapid growth in the chemical industry.

The compound's physical properties are also noteworthy. 3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole typically appears as a white to off-white crystalline powder with good stability under standard conditions. Its molecular weight of 398.69 g/mol and well-defined melting point make it easy to characterize and handle in laboratory settings. These characteristics contribute to its popularity among researchers investigating heterocyclic compound synthesis.

In material science applications, derivatives of tosyl-protected halogenated indoles have shown promise in the development of organic semiconductors and light-emitting materials. The electronic properties imparted by the bromine and chlorine substituents, combined with the indole core's inherent electronic characteristics, make 887338-47-8 a valuable starting material for these cutting-edge applications.

Quality control and analytical characterization of 3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole typically involve techniques such as HPLC, NMR spectroscopy, and mass spectrometry. These methods ensure the compound's purity and identity, which are critical factors for researchers who frequently search for high-purity indole derivatives and well-characterized synthetic intermediates.

The commercial availability of BCI-Ts indole has increased in recent years to meet growing demand from pharmaceutical and academic research laboratories. Suppliers often highlight its use in medicinal chemistry and drug discovery, aligning with current industry trends toward targeted small molecule therapeutics. This has made information about 887338-47-8 suppliers and pricing of functionalized indoles common search queries in the chemical community.

Storage and handling recommendations for 3-Bromo-4-chloro tosylindole typically suggest keeping the compound in a cool, dry place, protected from light. While not classified as hazardous under standard regulations, proper laboratory practices should always be followed when working with this or any other chemical compound.

Looking forward, the applications of 3-Bromo-4-chloro-1-(p-toluenesulfonyl)indole are expected to expand further as research into indole chemistry continues to grow. Its unique combination of functional groups positions it as a key player in the development of new synthetic methodologies and biologically active compounds, making it a compound worth watching in the coming years.

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