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Merck
CN

146048

2-金刚烷酮

ReagentPlus®, 99%

别名:

2-Oxoadamantane, Tricyclo[3.3.1.13,7]decanone (9CI)

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关于此项目

经验公式(希尔记法):
C10H14O
化学文摘社编号:
分子量:
150.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-847-2
Beilstein/REAXYS Number:
1210235
MDL number:
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产品名称

2-金刚烷酮, ReagentPlus®, 99%

InChI key

IYKFYARMMIESOX-SPJNRGJMSA-N

InChI

1S/C10H14O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2/t6-,7+,8-,9+

SMILES string

O=C1C2CC3CC(C2)CC1C3

product line

ReagentPlus®

assay

99%

form

solid

mp

256-258 °C (subl.) (lit.)

functional group

ketone

Quality Level

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Application

2-Adamantanone was used in the synthesis of dispiro N-Boc-protected 1,2,4-trioxane and (+/-)-1-(adamantan-2-yl)-2-propanamine.

General description

2-Adamantanone on deprotonation in the gas phase affords the corresponding β-enolate anion. It reacts with 1,1-dilithio-1-sila-2,3,4,5-tetraphenylsilole to yield 5-silafulvene.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

法规信息

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分析证书(COA)

Lot/Batch Number

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Matthew M Meyer et al.
The Journal of organic chemistry, 75(12), 4274-4279 (2010-05-26)
Deprotonation of 2-adamantanone (1) in the gas phase affords the corresponding beta-enolate anion. This ion was independently prepared by the fluoride-induced desilylation of 4-trimethylsilyl-2-adamantanone, and its reactivity and thermodynamic properties were measured (DeltaH degrees(acid) = 394.7 +/- 1.4, EA =
Irina S Toulokhonova et al.
Journal of the American Chemical Society, 126(17), 5336-5337 (2004-04-29)
Reaction of 1,1-dilithio-1-sila-2,3,4,5-tetraphenylsilole with 2-adamantanone produces a 5-silafulvene. This represents a new method for synthesis of silenes, leading to the first example of a silapentafulvene.
Sunil Sabbani et al.
Bioorganic & medicinal chemistry letters, 18(21), 5804-5808 (2008-10-11)
Dispiro N-Boc-protected 1,2,4-trioxane 2 was synthesised via Mo(acac)(2) catalysed perhydrolysis of N-Boc spirooxirane followed by condensation of the resulting beta-hydroperoxy alcohol 10 with 2-adamantanone. N-Boc 1,2,4-trioxane 2 was converted to the amine 1,2,4-trioxane hydrochloride salt 3 which was subsequently used
A Corma et al.
Nature, 412(6845), 423-425 (2001-07-27)
The Baeyer-Villiger oxidation, first reported more than 100 years ago, has evolved into a versatile reaction widely used to convert ketones-readily available building blocks in organic chemistry-into more complex and valuable esters and lactones. Catalytic versions of the Baeyer-Villiger oxidation
Solid-state and solution studies of a tetrameric capsule and its guests.
Darren W Johnson et al.
Angewandte Chemie (International ed. in English), 41(20), 3793-3796 (2002-10-19)

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