Cas no 208186-71-4 (4-Bromo-2-(trifluoromethyl)phenylthiourea)

4-Bromo-2-(trifluoromethyl)phenylthiourea is a specialized organic compound featuring a thiourea functional group attached to a brominated and trifluoromethyl-substituted phenyl ring. This structure imparts unique reactivity, making it valuable in synthetic chemistry, particularly in the preparation of heterocycles and as an intermediate in pharmaceutical and agrochemical research. The bromo and trifluoromethyl groups enhance its utility in cross-coupling reactions and as a building block for fluorinated compounds. Its thiourea moiety also allows for applications in coordination chemistry and catalysis. The compound's well-defined reactivity and stability under controlled conditions make it a reliable choice for advanced organic synthesis.
4-Bromo-2-(trifluoromethyl)phenylthiourea structure
208186-71-4 structure
Product Name:4-Bromo-2-(trifluoromethyl)phenylthiourea
CAS No:208186-71-4
MF:C8H6BrF3N2S
MW:299.11084985733
MDL:MFCD00041177
CID:92401
PubChem ID:24884059
Update Time:2025-10-23

4-Bromo-2-(trifluoromethyl)phenylthiourea Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-(trifluoromethyl)phenylthiourea
    • (4-Bromo-2-trifluoromethyl-phenyl)-thiourea
    • [4-bromo-2-(trifluoromethyl)phenyl]thiourea
    • 1-(4-Bromo-2-trifluoromethylphenyl)-2-thiourea
    • N-[4-Bromo-2-(trifluoromethyl)phenyl]thiourea
    • SCHEMBL18550749
    • 208186-71-4
    • HXTGSKARZANHPM-UHFFFAOYSA-N
    • J-013649
    • AKOS005150925
    • [4-Bromo-2-(trifluoromethyl)phenyl]thiourea, 97%
    • 1-(4-Bromo-2-(trifluoromethyl)phenyl)thiourea
    • MFCD00041177
    • 1-[4-bromanyl-2-(trifluoromethyl)phenyl]thiourea
    • A814943
    • DTXSID10382521
    • FT-0617725
    • Thiourea, N-[4-bromo-2-(trifluoromethyl)phenyl]-
    • PS-7137
    • 1-[4-Bromo-2-(Trifluoromethyl)Phenyl]Thiourea
    • G71375
    • MDL: MFCD00041177
    • Inchi: 1S/C8H6BrF3N2S/c9-4-1-2-6(14-7(13)15)5(3-4)8(10,11)12/h1-3H,(H3,13,14,15)
    • InChI Key: HXTGSKARZANHPM-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C(F)(F)F)C=1)NC(N)=S

Computed Properties

  • Exact Mass: 297.93900
  • Monoisotopic Mass: 297.939
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 247
  • 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: 70.1A^2
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: nothing

Experimental Properties

  • Color/Form: Cream colored solid
  • Density: 1.788
  • Melting Point: 176-181?°C
  • Boiling Point: 302.8°C at 760 mmHg
  • Flash Point: 136.9°C
  • Refractive Index: 1.628
  • PSA: 70.14000
  • LogP: 3.89670
  • Solubility: Insoluble in water

4-Bromo-2-(trifluoromethyl)phenylthiourea Security Information

  • Symbol: GHS06
  • Signal Word:Danger
  • Hazard Statement: H301-H315-H319-H335
  • Warning Statement: P261-P301+P310-P305+P351+P338
  • Hazardous Material transportation number:UN 2811 6.1/PG 3
  • WGK Germany:3
  • Hazard Category Code: 22-36/37/38
  • Safety Instruction: S22-S36/37
  • Hazardous Material Identification: Xn
  • Packing Group:III
  • Risk Phrases:R22
  • Safety Term:S22;S36/37
  • HazardClass:6.1
  • PackingGroup:III

4-Bromo-2-(trifluoromethyl)phenylthiourea 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%

4-Bromo-2-(trifluoromethyl)phenylthiourea Pricemore >>

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Additional information on 4-Bromo-2-(trifluoromethyl)phenylthiourea

4-Bromo-2-(trifluoromethyl)phenylthiourea

4-Bromo-2-(trifluoromethyl)phenylthiourea, also known by its CAS number 208186-71-4, is a versatile compound with significant applications in the fields of organic synthesis, pharmaceuticals, and material science. This compound is characterized by its unique structure, which combines a bromine atom at the para position and a trifluoromethyl group at the meta position on the phenyl ring, attached to a thiourea functional group. The combination of these substituents imparts distinctive electronic and steric properties, making it an invaluable building block in various chemical reactions.

The synthesis of 4-Bromo-2-(trifluoromethyl)phenylthiourea typically involves multi-step processes, often starting with the preparation of the corresponding phenylthiourea derivative. Recent advancements in synthetic methodologies have enabled more efficient and selective routes to this compound. For instance, researchers have explored the use of microwave-assisted synthesis and catalytic systems to enhance reaction yields and reduce production times. These innovations highlight the growing interest in optimizing the synthesis of such compounds for industrial applications.

In terms of applications, 4-Bromo-2-(trifluoromethyl)phenylthiourea has found extensive use as an intermediate in the preparation of bioactive molecules. Its thiourea group serves as a reactive site for various nucleophilic substitutions, making it a valuable precursor in drug discovery programs. Recent studies have demonstrated its utility in the development of inhibitors for protein kinases, which are critical targets in cancer therapy. The bromine substituent enhances the compound's ability to undergo further functionalization, while the trifluoromethyl group contributes to its stability and lipophilicity—key properties for drug candidates.

Beyond pharmaceuticals, this compound has also been employed in materials science, particularly in the synthesis of advanced polymers and hybrid materials. The unique electronic properties of 4-Bromo-2-(trifluoromethyl)phenylthiourea make it an ideal candidate for applications in organic electronics. For example, researchers have investigated its role as a building block for semiconducting polymers, which are essential components in flexible electronics and optoelectronic devices.

The latest research on 4-Bromo-2-(trifluoromethyl)phenylthiourea has focused on understanding its interaction with biological systems. Studies have revealed that this compound exhibits moderate cytotoxicity against certain cancer cell lines, suggesting potential anti-cancer activity. Additionally, its ability to modulate enzyme activity has been explored, opening new avenues for its use in enzyme inhibition studies.

In conclusion, 4-Bromo-2-(trifluoromethyl)phenylthiourea, with its unique structural features and diverse applications, remains a focal point in contemporary chemical research. Its role as an intermediate in drug discovery and materials science underscores its importance in advancing modern chemistry. As research continues to uncover new properties and applications, this compound is poised to contribute significantly to future innovations across multiple disciplines.

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