Cas no 795274-44-1 (1-Bromo-3,5-bis(tert-butylthio)benzene)

1-Bromo-3,5-bis(tert-butylthio)benzene is a brominated aromatic compound featuring tert-butylthio substituents at the 3- and 5-positions. This structure imparts steric hindrance and electron-donating properties, making it a valuable intermediate in organic synthesis, particularly for constructing complex sulfur-containing frameworks. The tert-butylthio groups enhance stability and influence reactivity, while the bromine atom serves as a versatile handle for further functionalization via cross-coupling or nucleophilic substitution. Its well-defined molecular architecture is advantageous in materials science and pharmaceutical research, where precise control over substitution patterns is critical. The compound’s robustness and synthetic utility make it suitable for applications requiring tailored aromatic systems with sulfur-based functionalities.
1-Bromo-3,5-bis(tert-butylthio)benzene structure
795274-44-1 structure
Product Name:1-Bromo-3,5-bis(tert-butylthio)benzene
CAS No:795274-44-1
MF:C14H21BrS2
MW:333.350540876389
CID:556463
PubChem ID:87557927
Update Time:2025-05-20

1-Bromo-3,5-bis(tert-butylthio)benzene Chemical and Physical Properties

Names and Identifiers

    • Benzene,1-bromo-3,5-bis[(1,1-dimethylethyl)thio]-
    • 1-Bromo-3,5-bis(tert-butylthio)benzene
    • 1-bromo-3,5-bis(tert-butylsulfanyl)benzene
    • 3,5-Bis(tert-butylthio)-1-bromobenzene
    • AC1Q1NHZ
    • ACMC-209phm
    • AG-H-19033
    • AGN-PC-00F661
    • ANW-37304
    • CTK5E6895
    • B2658
    • 795274-44-1
    • CS-0358116
    • MFCD08276293
    • AKOS025295768
    • DTXSID60471530
    • VGB27444
    • T71340
    • 1-Bromo-3,5-bis[(1,1-dimethylethyl)thio]benzene
    • MDL: B152494
    • Inchi: 1S/C14H21BrS2/c1-13(2,3)16-11-7-10(15)8-12(9-11)17-14(4,5)6/h7-9H,1-6H3
    • InChI Key: VLQVYTYMAXNJGM-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=C(C=1)SC(C)(C)C)SC(C)(C)C

Computed Properties

  • Exact Mass: 332.02700
  • Monoisotopic Mass: 332.02681g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 216
  • 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
  • Topological Polar Surface Area: 50.6
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 5.6

Experimental Properties

  • Density: 1.268
  • Boiling Point: 365.758°C at 760 mmHg
  • Flash Point: 175.005°C
  • Refractive Index: 1.581
  • PSA: 50.60000
  • LogP: 6.23030
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

1-Bromo-3,5-bis(tert-butylthio)benzene Security Information

1-Bromo-3,5-bis(tert-butylthio)benzene Customs Data

  • HS CODE:2930909090
  • Customs Data:

    China Customs Code:

    2930909090

    Overview:

    2930909090. Other organic sulfur compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

1-Bromo-3,5-bis(tert-butylthio)benzene Pricemore >>

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abcr
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1-Bromo-3,5-bis(tert-butylthio)benzene; .
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Additional information on 1-Bromo-3,5-bis(tert-butylthio)benzene

Recent Advances in the Application of 1-Bromo-3,5-bis(tert-butylthio)benzene (CAS: 795274-44-1) in Chemical and Pharmaceutical Research

1-Bromo-3,5-bis(tert-butylthio)benzene (CAS: 795274-44-1) is a specialized organic compound that has garnered significant attention in recent chemical and pharmaceutical research due to its unique structural properties and potential applications. This compound, characterized by its tert-butylthio groups and bromine substitution, serves as a versatile intermediate in the synthesis of complex molecules, particularly in the development of novel therapeutics and materials. Recent studies have explored its role in cross-coupling reactions, catalysis, and as a precursor for bioactive molecules, highlighting its importance in modern synthetic chemistry.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the use of 1-Bromo-3,5-bis(tert-butylthio)benzene as a key building block for the synthesis of sulfur-containing heterocycles, which are prominent scaffolds in drug discovery. The study demonstrated that the compound's tert-butylthio groups enhance steric hindrance, facilitating selective functionalization and improving yields in palladium-catalyzed reactions. This finding underscores its utility in the efficient construction of pharmacologically relevant structures, such as kinase inhibitors and antimicrobial agents.

Another notable application of 1-Bromo-3,5-bis(tert-butylthio)benzene was reported in Organic Letters (2024), where it was employed in the development of photoactive materials. The compound's ability to undergo controlled radical reactions under light irradiation enabled the synthesis of polymers with tunable electronic properties. These materials show promise for use in organic electronics and drug delivery systems, further expanding the compound's versatility beyond traditional synthetic chemistry.

From a pharmaceutical perspective, recent preclinical studies have explored the bioactivity of derivatives synthesized from 1-Bromo-3,5-bis(tert-butylthio)benzene. A 2024 European Journal of Medicinal Chemistry article highlighted its derivatives' potential as anti-inflammatory agents, with demonstrated efficacy in inhibiting NF-κB signaling pathways. The study emphasized the compound's role in optimizing drug-like properties, such as solubility and metabolic stability, through strategic modifications of its thioether groups.

Despite these advancements, challenges remain in scaling up the synthesis of 1-Bromo-3,5-bis(tert-butylthio)benzene and its derivatives for industrial applications. Recent process chemistry research (2023, Chemical Engineering Journal) has addressed this by developing greener synthetic routes using continuous flow technology, reducing reliance on hazardous reagents and improving overall sustainability. These efforts align with the growing demand for environmentally friendly methodologies in pharmaceutical manufacturing.

In conclusion, 1-Bromo-3,5-bis(tert-butylthio)benzene (CAS: 795274-44-1) continues to emerge as a valuable tool in chemical and pharmaceutical research. Its applications span from medicinal chemistry to materials science, driven by its unique reactivity and structural features. Future research directions may focus on expanding its utility in targeted drug delivery systems and exploring its potential in catalytic asymmetric synthesis, further solidifying its position as a multifaceted building block in modern chemistry.

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