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

L14931 Cyclopropanecarboxaldehyde, 98%

Codice CAS
1489-69-6
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
1g 33,60
5g 112,00
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Cyclopropanecarboxaldehyde, 98%

MDL
MFCD00012261
EINECS
000-000-0

Proprietà chimiche

Formula
C4H6O
Peso formula
70.09
Punto di ebollizione
98-101°
Punto di infiammabilità
7°(44°F)
Densità
0.938
Indice di rifrazione
1.4298
Sensibilità
Air Sensitive
Solubilità
Soluble in water.

Applicazioni

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.

Note

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.

Letteratura

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):

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H314-H318

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

Dichiarazioni precauzionali: 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.

Altri riferimenti

Beilstein
906781
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2912.29
TSCA
Yes
RTECS
GZ1005000

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