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:
Assay:
98%
Form:
solid
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
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.
Application
用于烯烃的自由基羰基化反应。
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)
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
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
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
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