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CS-W001157 4
Total: USD 88.00

2-Iodonaphthalene

  • CAS No. 612-55-5

  • Cat. No. CS-W005581
  • Purity≥98%
  • MDL No.MFCD00021590

*For research and further manufacturing use only, not for direct human use.

2-Iodonaphthalene|CS-W005581

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General Information

  • CAS No. 612-55-5
  • Cat. No. CS-W005581
  • Purity ≥98%
  • MDL No. MFCD00021590
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇I
  • Molecular Weight 254.07
  • Synonym(s) Naphthalen-2-yl Iodide
  • SMILES IC1=CC2=C(C=CC=C2)C=C1

Description

2-Iodonaphthalene serves as a key electrophilic coupling partner in palladium-catalyzed cross-coupling reactions. The iodine atom enables efficient C–C bond formation under mild conditions, while the naphthalene scaffold provides rigidity and π-conjugation for downstream applications in organic electronics and pharmaceutical synthesis.

Application

2-Iodonaphthalene serves as a versatile aryl iodide building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. Its bench-stable nature and high reactivity facilitate reliable synthesis of biaryl scaffolds common in pharmaceutical and materials chemistry. Functional group tolerance and predictable regiochemistry support its use in complex molecule assembly.

Synthesis

  • Route1

    References

    • Cannon, Kathleen A.; Geuther, Meagan E.; Kelly, Colin K.; Lin, Shirley; MacArthur, Amy H. Roy Organometallics, 2011 , vol. 30, # 15 p. 4067 - 4073
  • Route2

    References

    • Zhang, Guangyou; Lv, Guanglei; Li, Liping; Chen, Fan; Cheng, Jiang Tetrahedron Letters, 2011 , vol. 52, # 16 p. 1993 - 1995
  • Route3
    • null|null
      1271080-05-7
    • ~99%
    • In-stock
      2-Iodonaphthalene|CS-W005581
      612-55-5

    References

    • Ricoh Company, Ltd.; GOTO, Daisuke; YAMAMOTO, Satoshi; SAGISAKA, Toshiya; KATO, Takuji; OKADA, Takashi; SHINODA, Masato; MATSUMOTO, Shinji; MOHRI, Masataka; YUTANI, Keiichiro Patent: WO2011/30918 A1, 2011 ; Location in patent: Page/Page column 125-126 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H319-H335-H411
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.4444
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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