Cas no 238742-91-1 (Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)-)

Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- is a specialized aromatic compound featuring a bromo substituent at the 4-position, an isothiocyanate functional group at the 1-position, and a trifluoromethoxy group at the 2-position. This structure imparts unique reactivity, making it valuable in synthetic organic chemistry, particularly in the preparation of heterocycles and pharmacologically active intermediates. The isothiocyanate group enables efficient conjugation with amines or thiols, while the electron-withdrawing trifluoromethoxy moiety enhances stability and influences electronic properties. The bromo substituent offers further functionalization potential via cross-coupling reactions. This compound is suited for applications in medicinal chemistry and materials science, where precise molecular modifications are required.
Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- structure
238742-91-1 structure
Product Name:Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)-
CAS No:238742-91-1
MF:C8H3BrF3NOS
MW:298.079730272293
MDL:MFCD00832693
CID:245539
PubChem ID:2736423
Update Time:2025-10-31

Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- Chemical and Physical Properties

Names and Identifiers

    • Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)-
    • 4-Bromo-1-isothiocyanato-2-(trifluoromethoxy)benzene
    • 4-BROMO-2-(TRIFLUOROMETHOXY)PHENYL ISOTHIOCYANATE
    • 4-bromo-2-(trifluoromethoxy)phenyl isothiocyanate, AldrichCPR
    • DTXSID90371352
    • FT-0617720
    • 4-Bromo-2-trifluoromethoxyphenyl isothiocyanate
    • SCHEMBL2886463
    • SY064642
    • 238742-91-1
    • MFCD00832693
    • AS-9185
    • 4-bromo-2-(trifluoromethoxy)phenylisothiocyanate
    • AKOS025310218
    • MDL: MFCD00832693
    • Inchi: 1S/C8H3BrF3NOS/c9-5-1-2-6(13-4-15)7(3-5)14-8(10,11)12/h1-3H
    • InChI Key: VXHDHMUZXWITDG-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C=1)OC(F)(F)F)N=C=S

Computed Properties

  • Exact Mass: 296.90700
  • Monoisotopic Mass: 296.907
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 267
  • 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: 5.2
  • Topological Polar Surface Area: 53.7?2

Experimental Properties

  • Density: 1.66
  • Boiling Point: 282.3°Cat760mmHg
  • Flash Point: 124.6°C
  • Refractive Index: 1.54
  • PSA: 53.68000
  • LogP: 4.08200

Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- Security Information

  • Hazard Statement: Toxic
  • Hazardous Material transportation number:UN 2810
  • Hazard Category Code: 20/21/22-36/37/38-43
  • Safety Instruction: S26-S36/37/39
  • Hazardous Material Identification: T
  • Safety Term:S26;S36/37/39
  • Risk Phrases:R20/21/22; R36/37/38

Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- 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%

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Additional information on Benzene,4-bromo-1-isothiocyanato-2-(trifluoromethoxy)-

Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- (CAS No. 238742-91-1): An Overview and Recent Developments

Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- (CAS No. 238742-91-1) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound, characterized by its unique functional groups, offers a range of applications in the development of pharmaceuticals and advanced materials. In this article, we will delve into the chemical structure, synthesis methods, and recent research advancements involving this compound.

The chemical structure of Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- is defined by its aromatic benzene ring substituted with a bromine atom at the 4-position, an isothiocyanate group at the 1-position, and a trifluoromethoxy group at the 2-position. The presence of these functional groups imparts distinct chemical properties to the molecule, making it a valuable building block in organic synthesis.

Synthesis of Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- has been extensively studied due to its importance in various applications. One common method involves the sequential introduction of the bromine, isothiocyanate, and trifluoromethoxy groups onto a benzene ring. The bromination step can be achieved using bromine or N-bromosuccinimide (NBS) in an appropriate solvent. The isothiocyanate group can be introduced via reaction with thiophosgene or through the conversion of an amine to an isothiocyanate using carbon disulfide and base. The trifluoromethoxy group can be introduced using trifluoromethyl hypofluorite or through nucleophilic substitution reactions with trifluoromethanesulfonate salts.

Recent research developments have highlighted the potential of Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- in various fields. In medicinal chemistry, this compound has been explored as a precursor for the synthesis of bioactive molecules. For instance, a study published in the Journal of Medicinal Chemistry reported the use of this compound as a key intermediate in the synthesis of novel antitumor agents. The bromine and isothiocyanate functionalities were found to enhance the biological activity and selectivity of the resulting compounds.

In materials science, Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- has shown promise as a building block for functional polymers and coatings. The trifluoromethoxy group imparts hydrophobic properties to the material, while the isothiocyanate group can be used for further functionalization through reactions such as urea formation. A recent study in Advanced Materials demonstrated the use of this compound in the development of self-healing coatings with enhanced durability and stability.

The pharmaceutical industry has also shown interest in Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- due to its potential as a lead compound for drug discovery. Researchers have investigated its use in targeted drug delivery systems, where the bromine and isothiocyanate groups can be tailored to improve solubility and bioavailability. Additionally, the trifluoromethoxy group has been shown to enhance metabolic stability and reduce toxicity, making it an attractive candidate for further development.

From an environmental perspective, Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- has been evaluated for its impact on ecosystems. Studies have shown that proper handling and disposal practices can minimize any potential environmental risks associated with its use. Ongoing research aims to develop more sustainable synthesis methods that reduce waste and energy consumption while maintaining high yields.

In conclusion, Benzene, 4-bromo-1-isothiocyanato-2-(trifluoromethoxy)- (CAS No. 238742-91-1) is a multifaceted compound with significant potential in various scientific and industrial applications. Its unique chemical structure and functional groups make it a valuable tool for researchers in medicinal chemistry, materials science, and pharmaceutical development. As research continues to advance, it is likely that new applications and improvements will further enhance its utility and impact.

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