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1-Iodadamantan
98%
Synonym(e):
1-Adamantyl iodide, 1-Iodotricyclo[3.3.1.13,7]decane, Adamantyl iodide
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About This Item
Empirische Formel (Hill-System):
C10H15I
CAS-Nummer:
Molekulargewicht:
262.13
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
Empfohlene Produkte
Qualitätsniveau
Assay
98%
Form
solid
mp (Schmelzpunkt)
75-76 °C (lit.)
Funktionelle Gruppe
iodo
SMILES String
IC12C[C@H]3C[C@H](C[C@H](C3)C1)C2
InChI
1S/C10H15I/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6H2/t7-,8+,9-,10-
InChIKey
PXVOATXCSSPUEM-CHIWXEEVSA-N
Allgemeine Beschreibung
1-Iodoadamantane is a haloadamantane. Voltammetric reduction of 1-iodoadamantane at a silver cathode in tetrahydrofuran (THF) and acetonitrile (ACN) is reported to involve a single electron forming a mixture of monomeric and dimeric products. The photoinduced reaction of 1-iodoadamantane in DMSO is reported to afford substitution products on C3, C6, and C8, 1-adamantanol, 1-adamantyl 2-naphthyl ether, and adamantine. The photostimulated reaction of the phthalimide anion with 1-iodoadamantane is reported to yield 3-(1-adamantyl) phthalimide and 4-(1-adamantyl) phthalimide, along with the reduction product adamantane. 1-Iodoadamantane is reported to undergoe photostimulated reaction with the enolate anion of acetone, acetophenone and propiophenone to give admantane and the substitution products.
Anwendung
Employed in the free-radical carbonylation reactions with alkenes.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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Photostimulated reaction of 1-iodoadamantane with carbanionic nucleophiles in DMSO by the SRN1 mechanism.
Borosky GL, et al.
The Journal of Organic Chemistry, 55(12), 3705-3707 (1990)
Juan E Argüello et al.
The Journal of organic chemistry, 68(6), 2362-2368 (2003-03-15)
The fluorescent excited state of the 2-naphthoxide ion (1) is quenched by aliphatic and aromatic halides according to an electron-transfer mechanism, with generation of the corresponding alkyl and aryl radicals by a concerted or consecutive C-X bond fragmentation reaction. Whereas
Dimerization of Cubene. 1-Iodoadamantane as a Probe for Radical Intermediates.
Lukin K and Eaton PE.
Journal of the American Chemical Society, 117(29), 7652-7656 (1995)
Rate study of haloadamantane reduction by samarium diiodide.
Lin T-Y, et al.
J. Chin. Chem. Soc., 49(6), 969-973 (2002)
Christopher A Paddon et al.
Ultrasonics sonochemistry, 14(5), 502-508 (2007-01-17)
The combination of ultrasound and electrochemistry -sonoelectrochemistry can produce a variety of effects within an electrochemical system including enhanced mass transport, in situ cleaning of an electrode surface, diminution of the diffusion layer, and possible induction of new reactions by
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