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文件

377198

1-碘金刚烷

Name: 1-碘金刚烷
Brand: ALDRICH

98%

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别名:

1-Adamantyl iodide, 1-Iodotricyclo[3.3.1.13,7]decane, Adamantyl iodide

经验公式（希尔记法）:

C₁₀H₁₅I

CAS号:

768-93-4

分子量:

262.13

MDL编号:

MFCD00134444

PubChem化学物质编号:

24863210

NACRES:

NA.22

检测方案

98%

形式

solid

mp

75-76 °C (lit.)

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-

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)

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T1503

货号

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Regiochemistry of the photostimulated reaction of the phthalimide anion with 1-iodoadamantane and tert-butylmercury chloride by the S(RN)1 mechanism.

Manuel Bajo Maquieira et al.

The Journal of organic chemistry, 67(3), 1012-1015 (2002-02-22)

The photostimulated reaction of the phthalimide anion (1) with 1-iodoadamantane (2) gave 3-(1-adamantyl) phthalimide (3) (12%) and 4-(1-adamantyl) phthalimide (4) (45%), together with the reduction product adamantane (AdH) (21%). The lack of reaction in the dark and inhibition of the

Synlett, 143-143 (1993)

Fluorescent quenching of the 2-naphthoxide anion by aliphatic and aromatic halides. Mechanism and consequences of electron transfer reactions.

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)

Electrosynthetic reduction of 1-iodoadamantane forming 1,1'-biadamantane and adamantane in aprotic solvents: insonation switches the mechanism from dimerisation to exclusive monomer formation.

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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