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Merck

272213

Sigma-Aldrich

Cyclopropanecarboxaldehyde

98%

Sinónimos:

1-(Formyl)cyclopropane, 2-Cyclopropanecarboxaldehyde, Cyclopropanecarbaldehyde, Cyclopropylcarboxaldehyde, Formylcyclopropane

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About This Item

Fórmula lineal:
C3H5CHO
Número de CAS:
Peso molecular:
70.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.4298 (lit.)

bp

98-101 °C (lit.)

density

0.938 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

O=CC1CC1

InChI

1S/C4H6O/c5-3-4-1-2-4/h3-4H,1-2H2

InChI key

JMYVMOUINOAAPA-UHFFFAOYSA-N

Application

Cyclopropanecarboxaldehyde was used in the synthesis of eta(2)-enonenickel complexes by reacting with [Ni(cod)(2)] (cod = 1,5-cyclooctadiene) and PBu(3).
Used to prepare a cyclopropylidene tetralone which underwent an enantioselective palladium-catalyzed [3+2] TMM cycloaddition providing a chiral spiro-fused cyclopentene.

pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

44.6 °F - closed cup

flash_point_c

7 °C - closed cup

ppe

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


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Cyclopropanecarboxaldehyde (1 a), cyclopropyl methyl ketone (1 b), and cyclopropyl phenyl ketone (1 c) were reacted with [Ni(cod)(2)] (cod = 1,5-cyclooctadiene) and PBu(3) at 100 degrees C to give eta(2)-enonenickel complexes (2 a-c). In the presence of PCy(3) (Cy =

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