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1489-69-6 - Cyclopropanecarboxaldehyde, 98% - L14931 - Alfa Aesar

L14931 Cyclopropanecarboxaldehyde, 98%

Número CAS
1489-69-6
Nombre Alternativo

Tamaño Precio ($) Cantidad Disponibilidad
1g 33,60
5g 112,00
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Cyclopropanecarboxaldehyde, 98%

MDL
MFCD00012261
EINECS
000-000-0

Propiedades químicas

Fórmula
C4H6O
Peso molecular
70.09
Punto de ebullición
98-101°
Punto de inflamabilidad
7°(44°F)
Densidad
0.938
Índice de refracción
1.4298
Sensibilidad
Air Sensitive
Solubilidad
Soluble in water.

Aplicaciones

Cyclopropanecarboxaldehyde reacts with Grignard or organolithium reagents to give the expected secondary alcohols. These are susceptible to ring opening in the presence of HBr, providing stereoselective access to homoallylic bromides. It is also used in the synthesis of eta(2)-enonenickel complexes by reacting with [Ni(cod)(2)] (cod = 1,5-cyclooctadiene) and PBu(3) and to prepare a cyclopropylidene tetralone which underwent an enantioselective palladium-catalyzed [3+2] TMM cycloaddition providing a chiral spiro-fused cyclopentene.

Notas

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature is 2 - 8°C. It is sensitive to air.

Referencias documentales

Lewis Brewster Young.; Walter S. Trahanovsky. Cerium(IV) oxidation of organic compounds. III. Preparation of cyclopropanecarboxaldehyde from cyclopropanemethanol. J. Org. Chem. 1967, 32 (7), 2349-2350.

J. R. Durig.; Fusheng Feng.; T. S. Little.; Ai -Ying Wang. Conformational stability, barriers to internal rotation, structural parameters, ab initio calculations, and vibrational assignment of cyclopropanecarboxaldehyde. Structural Chemistry. 1992, 3 (6), 417-428.

Reacts with Grignard or organolithium reagents to give the expected secondary alcohols. These are susceptible to ring opening in the presence of HBr, providing stereoselective access to homoallylic bromides: Synth. Commun., 25, 3351 (1995):

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H225-H314-H318

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

Indicaciones de precaución: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
906781
Clase de peligro
3
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2912.29
TSCA
Yes
RTECS
GZ1005000

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