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Merck
CN

377198

Sigma-Aldrich

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
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

98%

表单

solid

mp

75-76 °C (lit.)

官能团

iodo

SMILES字符串

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-

InChI key

PXVOATXCSSPUEM-CHIWXEEVSA-N

一般描述

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.

应用

用于烯烃的自由基羰基化反应。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Journal of the American Chemical Society, 115, 1187-1187 (1993)
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
Rate study of haloadamantane reduction by samarium diiodide.
Lin T-Y, et al.
J. Chin. Chem. Soc., 49(6), 969-973 (2002)
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)
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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