Description

6-Iodo-3,4-dihydronaphthalen-1(2H)-one (CAS No. 340825-13-0) is a high-purity organic compound with the molecular formula C₁₀H₉IO. This iodinated tetralone derivative is a valuable intermediate in synthetic organic chemistry, particularly in the construction of complex polycyclic frameworks. The compound features a reactive iodine substituent at the 6-position of the 3,4-dihydronaphthalen-1(2H)-one scaffold, making it a versatile building block for cross-coupling reactions and further functionalization. Available as a crystalline solid with >95% purity (HPLC), this product is rigorously tested to meet the stringent requirements of pharmaceutical and materials science research. Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability.

Properties

• CAS Number: 340825-13-0
• Complexity: 190
• IUPAC Name: 6-iodotetralin-1-one
• InChI: InChI=1S/C10H9IO/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h4-6H,1-3H2
• InChI Key: TUMAMZXVZVEYLU-UHFFFAOYSA-N
• Exact Mass: 271.96981
• Molecular Formula: C10H9IO
• Molecular Weight: 272.08
• SMILES: C1CC2=C(C=CC(=C2)I)C(=O)C1
• Topological: 17.1
• Monoisotopic Mass: 271.96981
• Synonyms: 6-iodo-3,4-dihydronaphthalen-1(2H)-one, 340825-13-0, 6-iodo-1-tetralone, 6-iodo-3,4-dihydro-2H-naphthalen-1-one, 6-iodo-1,2,3,4-tetrahydronaphthalen-1-one, MFCD09751536, 6-Iodo-3,4-dihydro-1(2H)-naphthalenone, 6-Iodo-alpha-Tetralone, 1(2H)-Naphthalenone, 3,4-dihydro-6-iodo-, Ilie75, SCHEMBL315147, DTXSID60670465, TUMAMZXVZVEYLU-UHFFFAOYSA-N, QNA82513, AKOS015915107, FD10564, SB12487, DA-18119, DS-15743, SY117561, 6-Iodo-3,4-dihydro-2H-naphthalen-l-one, CS-0020163, EN300-3036065, 6-Iodo-3 pound not4-dihydronaphthalen-1(2H)-one

Application

6-Iodo-3,4-dihydronaphthalen-1(2H)-one serves as a key precursor in the synthesis of biologically active tetralin derivatives through palladium-catalyzed coupling reactions. Researchers utilize this compound in medicinal chemistry programs targeting CNS disorders due to its privileged scaffold. The iodine moiety enables efficient derivatization via Buchwald-Hartwig amination or Suzuki-Miyaura cross-coupling for library generation. In materials science, it functions as a monomer for constructing conjugated polymers with optoelectronic properties.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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