377198
1-碘金刚烷
98%
别名:
1-Adamantyl iodide, 1-Iodotricyclo[3.3.1.13,7]decane, Adamantyl iodide
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关于此项目
经验公式（希尔记法）:
C10H15I
化学文摘社编号:
分子量:
262.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
产品名称
1-碘金刚烷, 98%
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-
SMILES string
IC12C[C@H]3C[C@H](C[C@H](C3)C1)C2
InChI key
PXVOATXCSSPUEM-CHIWXEEVSA-N
assay
98%
form
solid
mp
75-76 °C (lit.)
functional group
iodo
Quality Level
Application
用于烯烃的自由基羰基化反应。
General description
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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)
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)
Rate study of haloadamantane reduction by samarium diiodide.
Lin T-Y, et al.
J. Chin. Chem. Soc., 49(6), 969-973 (2002)
Robert Vícha et al.
Acta crystallographica. Section E, Structure reports online, 65(Pt 6), o1307-o1307 (2009-01-01)
In the title salt, C(12)H(20)NO(+)·CH(3)SO(3) (-), the [1-(1-adamantyl-amino)ethyl-idene]oxonium cations and methane-sulfonate anions are linked into chains along the a axis via O-H⋯O and N-H⋯O hydrogen bonds. All non-H atoms of the acetamido group are essentially planar, with a maximum deviation
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