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L14931 Cyclopropanecarboxaldehyde, 98%

Número CAS
1489-69-6
Sinónimos

Stock No. Tamanho Preço ($) Quantidade Disponibilidade
L14931-03 1g 33,90
L14931-06 5g 113,00
Adicionar ao cesto de compras Adicionar ao orçamento a granel Ver artigo

Cyclopropanecarboxaldehyde, 98%

MDL
MFCD00012261
EINECS
000-000-0

Propriedades químicas

Fórmula
C4H6O
Peso da fórmula
70.09
Temperatura de ebulição
98-101°
Temperatura de inflamação
7°(44°F)
Densidade
0.938
Índice de refração
1.4298
Storage & Sensitivity
Air Sensitive. Store under Argon. Ambient temperatures.
Solubilidade
Soluble in water.

Aplicações

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.

Referências de literatura

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):

Advertências de perigo e prevenção GHS

Advertências de perigo (UE): H225-H314-H318

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

Advertências de prevenção: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. 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.

Outras referências

Beilstein
906781
Classe de perigo
3
Grupo de embalamento
II
Código de tarifas harmonizado
2912.29
TSCA
Yes
RTECS
GZ1005000

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