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Merck
CN

666246

1-(2-甲氧基乙氧基)-1-乙烯基环丙烷

别名:

1-乙烯基-1-(2-甲氧基乙氧基)环丙烷

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关于此项目

经验公式(希尔记法):
C8H14O2
化学文摘社编号:
分子量:
142.20
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
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refractive index

n20/D 1.441

density

0.922 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

COCCOC1(CC1)C=C

InChI

1S/C8H14O2/c1-3-8(4-5-8)10-7-6-9-2/h3H,1,4-7H2,2H3

InChI key

YIUPAIQJWAOJKD-UHFFFAOYSA-N

Application

一种有用的支架,用于制备 7 元环体系和双环体系。
能够参与多种铑催化的环加成反应。
Reactant for:
  • Rhodium-catalyzed [5+2] cycloaddition with alkynes and allenes
  • Cycloaddition/Nazarov cyclization sequence reactions
  • Preparation of cyclohexenones by cocyclization with carbon monoxide catalyzed by octacarbonyldicobalt
  • Preparation of cyclopentenes by nickel-catalyzed isomerization


pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

114.8 °F

flash_point_c

46 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Hermann A Wegner et al.
Journal of the American Chemical Society, 127(18), 6530-6531 (2005-05-05)
Initial examples of the intermolecular Rh(I)-catalyzed [5+2] cycloaddition reaction of bifunctional allenes and vinylcyclopropanes are described. The reactions proceed with facility and in yields of up to 99% with a variety of alkyne-, ester-, styrene-, or cyano-substituents on the allene
Zhi-Xiang Yu et al.
Journal of the American Chemical Society, 126(30), 9154-9155 (2004-07-30)
DFT calculations have been applied to investigate the reaction mechanism of rhodium dimer, [Rh(CO)2Cl]2, catalyzed intermolecular (5 + 2) reactions between vinylcyclopropanes and alkynes. The catalytic species is Rh(CO)Cl and the catalytic cycle is through the sequential reactions of cyclopropyl
Paul A Wender et al.
Journal of the American Chemical Society, 124(12), 2876-2877 (2002-03-21)
Prompted by our studies of transition metal-catalyzed [4+4], [4+2], [5+2], and [6+2] cycloadditions and by the view that these two-component reactions could be intercepted by a third component of one or more atoms, a new three-component transition metal-catalyzed cycloaddition is