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272213

Sigma-Aldrich

Cyclopropanecarboxaldehyde

98%

Sinonimo/i:

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

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About This Item

Formula condensata:
C3H5CHO
Numero CAS:
1489-69-6
Peso molecolare:
70.09
Numero MDL:
MFCD00012261
Codice UNSPSC:
12352100
ID PubChem:
24856460
NACRES:
NA.22

Livello qualitativo

200

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.4298 (lit.)

P. eboll.

98-101 °C (lit.)

Densità

0.938 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

O=CC1CC1

InChI

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

Applicazioni

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.

Pittogrammi

FlameCorrosion
GHS02,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H225,H314

Classi di pericolo

Flam. Liq. 2 - Skin Corr. 1B

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

44.6 °F - closed cup

Punto d’infiammabilità (°C)

7 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
0000245194
0000245193
0000208473
0000197353
0000139476

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Sigma-Aldrich

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Barry M Trost et al.
Journal of the American Chemical Society, 128(41), 13328-13329 (2006-10-13)
Transition-metal-catalyzed trimethylenemethane (TMM) [3 + 2] cycloadditions provide direct routes to functionalized cyclopentanes. This reaction has been shown to be a highly chemo-, regio-, and diastereoselective process. We report a palladium-catalyzed asymmetric [3 + 2] trimethylenemethane (TMM) cycloaddition between 3-acetoxy-2-trimethylsilylmethyl-1-propene
Wang, Z. et al
Tetrahedron Letters, 41, 4007-4007 (2000)
M Cowart et al.
Bioorganic & medicinal chemistry letters, 11(1), 83-86 (2001-01-05)
The synthesis and SAR of a novel series of non-nucleoside pyridopyrimidine inhibitors of the enzyme adenosine kinase (AK) are described. It was found that pyridopyrimidines with a broad range of medium and large non-polar substituents at the 5-position potently inhibited
Krzysztof Z Łączkowski et al.
Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents, 27(9), 2125-2140 (2018-09-18)
Synthesis and investigation of antifungal, anticonvulsant and anti-Toxoplasma gondii activities of ten novel (2-(cyclopropylmethylidene)hydrazinyl)thiazole 3a-3j are presented. Among the derivatives, compounds 3a-3d and 3f-3j possess very high activity against Candida spp. ATCC with MIC = 0.015-7.81 µg/ml. Compounds 3a-3d and 3f-3j possess also
Takashi Tamaki et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(39), 10083-10091 (2009-09-01)
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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