Cas no 229957-08-8 (Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)-)

Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)- is a halogenated aromatic compound featuring bromine and nitro substituents alongside two trifluoromethyl groups. Its unique structure imparts high electron-withdrawing properties, making it valuable in organic synthesis, particularly in electrophilic substitution and cross-coupling reactions. The presence of trifluoromethyl groups enhances lipophilicity and metabolic stability, which is advantageous in pharmaceutical and agrochemical applications. The bromine atom serves as a reactive site for further functionalization, while the nitro group can be reduced to an amine for additional derivatization. This compound’s stability and reactivity make it a versatile intermediate in the development of specialty chemicals and advanced materials.
Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)- structure
229957-08-8 structure
Product Name:Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)-
CAS No:229957-08-8
MF:C8H2BrF6NO2
MW:338.001402378082
MDL:MFCD00729097
CID:245240
PubChem ID:2781233
Update Time:2025-06-07

Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)- Chemical and Physical Properties

Names and Identifiers

    • Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)-
    • 1-bromo-2-nitro-4,5-bis(trifluoromethyl)benzene
    • 1-BROMO-2-NITRO-4,5-DI(TRIFLUOROMETHYL)BENZENE
    • 4,5-Bis(trifluoromethyl)-2-bromonitrobenzene
    • 1-Bromo-2-nitro-4,5-bis-trifluoromethyl-benzene
    • DTXSID90381759
    • A816468
    • AKOS003587368
    • C8H2BrF6NO2
    • 229957-08-8
    • 1-bromo-2-nitro-4, 5-bis(trifluoromethyl)benzene
    • CS-0449831
    • FT-0644067
    • SB35631
    • DB-046044
    • MDL: MFCD00729097
    • Inchi: 1S/C8H2BrF6NO2/c9-5-1-3(7(10,11)12)4(8(13,14)15)2-6(5)16(17)18/h1-2H
    • InChI Key: JIJNLAOEXTXBRF-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC(C(F)(F)F)=C(C(F)(F)F)C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 336.91700
  • Monoisotopic Mass: 336.917
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 325
  • 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: 45.8A^2
  • XLogP3: 4.2

Experimental Properties

  • Density: 1.832
  • Boiling Point: 230.3°C at 760 mmHg
  • Flash Point: 93.1°C
  • Refractive Index: 1.459
  • PSA: 45.82000
  • LogP: 4.91810

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Additional information on Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl)-

Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl) (CAS No. 229957-08-8)

Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl) is a highly specialized organic compound with the CAS registry number 229957-08-8. This compound is characterized by its unique structure, which includes a benzene ring substituted with a bromine atom at position 1, a nitro group at position 2, and two trifluoromethyl groups at positions 4 and 5. The combination of these substituents imparts distinctive chemical properties to the molecule, making it a subject of interest in various research and industrial applications.

Benzene rings are fundamental building blocks in organic chemistry due to their stability and versatility. The substitution pattern in this compound is particularly intriguing. The bromine atom at position 1 introduces electron-withdrawing effects, while the nitro group at position 2 further enhances the electron-deficient nature of the ring. The trifluoromethyl groups at positions 4 and 5 contribute additional electron-withdrawing effects due to the high electronegativity of fluorine atoms. This combination results in a highly activated benzene ring, which can participate in various electrophilic aromatic substitution reactions.

Recent studies have focused on the synthesis and characterization of Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl). Researchers have explored novel synthetic routes to improve yield and purity. For instance, a study published in *Journal of Organic Chemistry* demonstrated a two-step synthesis involving bromination followed by nitration under optimized conditions. The use of trifluoromethylating agents has also been optimized to ensure high regioselectivity.

The physical properties of this compound are equally fascinating. Its melting point is reported to be around 120°C, while its boiling point is approximately 350°C under standard conditions. The compound is sparingly soluble in water but exhibits good solubility in organic solvents such as dichloromethane and acetonitrile. These properties make it suitable for use in various organic reactions where precise control over solubility is required.

Applications of Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl) span across multiple fields. In pharmaceutical chemistry, it serves as an intermediate in the synthesis of bioactive compounds with potential anti-inflammatory and anticancer properties. Recent research has highlighted its role as a precursor for developing novel drug candidates targeting specific molecular pathways.

In materials science, this compound has been investigated for its potential as a building block in advanced materials such as polymers and nanoparticles. Its electron-deficient nature makes it an ideal candidate for applications requiring high reactivity and stability under harsh conditions.

From an environmental perspective, understanding the degradation pathways of Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl) is crucial for assessing its impact on ecosystems. Studies have shown that under aerobic conditions, the compound undergoes biodegradation through microbial action, with the trifluoromethyl groups being particularly resistant to breakdown.

In conclusion, Benzene,1-bromo-2-nitro-4,5-bis(trifluoromethyl) (CAS No. 229957-08-8) is a versatile compound with significant potential in various scientific and industrial domains. Its unique structure and properties continue to attract researchers worldwide, driving innovation in chemistry and related fields.

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