Cas no 18791-99-6 (4-Bromothiophene-2-carbonitrile)

4-Bromothiophene-2-carbonitrile is a versatile heterocyclic compound featuring a bromine substituent and a cyano group on a thiophene backbone. This structure makes it a valuable intermediate in organic synthesis, particularly for constructing complex molecules in pharmaceuticals, agrochemicals, and materials science. The bromine atom offers reactivity for cross-coupling reactions (e.g., Suzuki or Stille couplings), while the electron-withdrawing cyano group enhances its utility in nucleophilic substitution or cyclization reactions. Its high purity and stability under standard conditions ensure reliable performance in demanding synthetic applications. The compound’s well-defined reactivity profile facilitates precise functionalization, making it a preferred choice for researchers developing advanced heterocyclic systems.
4-Bromothiophene-2-carbonitrile structure
18791-99-6 structure
Product Name:4-Bromothiophene-2-carbonitrile
CAS No:18791-99-6
MF:C5H2BrNS
MW:188.045078754425
MDL:MFCD00114951
CID:134503
PubChem ID:253660454
Update Time:2025-06-11

4-Bromothiophene-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Bromothiophene-2-carbonitrile
    • 4-Bromo-2-cyanothiophene
    • 2-Thiophenecarbonitrile,4-bromo-
    • 4-bromo-2-thiophenecarbonitrile
    • 2-THIOPHENECARBONITRILE,4-BROMO
    • 3-bromo-5-cyanothiophene
    • 4-bromo-thiophene-2-carbonitrile
    • 2-THIOPHENECARBONITRILE, 4-BROMO-
    • DJYVXBJLHPKUKS-UHFFFAOYSA-N
    • 4-bromo-2-cyanothiophen
    • 4-bromo-2-thiophene carbonitrile
    • 4-bromo -2-thiophenecarbonitrile
    • SBB018975
    • STK694440
    • VT20281
    • PB27427
    • 4-Bromothiophene-2-carbonitrile98%
    • 4-Bromothiophene-2-carbonitrile 98%
    • AMY4783
    • 18791-99-6
    • B4212
    • A880552
    • SCHEMBL1492367
    • 4-bromothiophene-2-carbonitrile, AldrichCPR
    • P10075
    • EN300-49667
    • AKOS005606239
    • CS-0053899
    • SY050901
    • FT-0678174
    • DTXSID90558540
    • FS-2336
    • Z381355288
    • MFCD00114951
    • XH0595
    • MDL: MFCD00114951
    • Inchi: 1S/C5H2BrNS/c6-4-1-5(2-7)8-3-4/h1,3H
    • InChI Key: DJYVXBJLHPKUKS-UHFFFAOYSA-N
    • SMILES: BrC1=CSC(C#N)=C1

Computed Properties

  • Exact Mass: 186.90900
  • Monoisotopic Mass: 186.90913g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 128
  • 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: 52
  • XLogP3: 2.3

Experimental Properties

  • Density: 1.82
  • Melting Point: 47.0 to 51.0 deg-C
  • Boiling Point: 230.4℃ at 760 mmHg
  • Flash Point: °C
  • Refractive Index: 1.642
  • PSA: 52.03000
  • LogP: 2.38228

4-Bromothiophene-2-carbonitrile Security Information

4-Bromothiophene-2-carbonitrile Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-Bromothiophene-2-carbonitrile Production Method

Additional information on 4-Bromothiophene-2-carbonitrile

Comprehensive Guide to 4-Bromothiophene-2-carbonitrile (CAS No. 18791-99-6): Properties, Applications, and Industry Insights

4-Bromothiophene-2-carbonitrile (CAS No. 18791-99-6) is a high-value heterocyclic compound widely used in pharmaceuticals, agrochemicals, and material science. Its molecular structure combines a bromothiophene core with a carbonitrile functional group, making it a versatile intermediate for cross-coupling reactions and polymer synthesis. This article explores its chemical properties, synthetic routes, and emerging applications while addressing trending queries like "sustainable synthesis of bromothiophene derivatives" and "role of nitriles in drug discovery."

The compound's CAS number 18791-99-6 is critical for regulatory compliance and supply chain tracking. Recent studies highlight its utility in OLED materials due to its electron-withdrawing cyanogroup, aligning with industry demands for energy-efficient displays. Researchers also investigate its potential in photoredox catalysis, a hot topic in green chemistry forums. Analytical data shows a melting point of 89-92°C and stability under inert atmospheres, making it suitable for high-temperature reactions.

Innovative applications include its use as a precursor for thiophene-based conductive polymers, addressing searches for "organic semiconductors." The bromo-substitution allows precise functionalization via Suzuki-Miyaura coupling, a technique frequently searched by synthetic chemists. Environmental considerations are addressed through modern solvent-free synthesis methods, reducing waste generation—a key concern in EPA-compliant manufacturing.

Market trends indicate growing demand for 4-Bromothiophene-2-carbonitrile in lithium-ion battery additives, correlating with electric vehicle industry growth. Its crystallinity and purity (>98%) make it ideal for X-ray diffraction studies, another frequently searched application. Storage recommendations emphasize protection from moisture to prevent hydrolysis of the nitrile group, a common query among laboratory technicians.

For quality assurance, advanced techniques like HPLC-MS analysis verify batch consistency. The compound's electrophilic aromatic substitution reactivity answers numerous forum questions about thiophene derivatization strategies. Recent patents describe its incorporation into biodegradable sensors, tapping into the wearable technology trend. Always consult SDS documentation for proper handling protocols.

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