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Documenti fondamentali

ALD00382

Sigma-Aldrich

1,5-Bis[4-(trifluoromethyl)phenyl]-1,4-pentadien-3-one

Sinonimo/i:

(1E,4E)-1,5-Bis[4-(trifluoromethyl)phenyl]1,4-pentadien-3-on, CF3-dba

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About This Item

Formula empirica (notazione di Hill):
C19H12F6O
Numero CAS:
Peso molecolare:
370.29
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Stato

solid

Livello qualitativo

Impiego in reazioni chimiche

reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation

Temperatura di conservazione

2-8°C

Stringa SMILE

O=C(/C=C/C1=CC=C(C(F)(F)F)C=C1)/C=C/C2=CC=C(C(F)(F)F)C=C2

InChI

1S/C19H12F6O/c20-18(21,22)15-7-1-13(2-8-15)5-11-17(26)12-6-14-3-9-16(10-4-14)19(23,24)25/h1-12H/b11-5+,12-6+
OIUBVYQZMUKRRF-YDWXAUTNSA-N

Applicazioni

This modified dibenzylideneacetone (dba) ligand was recently reported by Yu and coworkers to assist in the oxidative ortho-C-H borylation of arenes under palladium catalysis. The CF3-dba ligand has also been used in several other applications.

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Xue-ming Li et al.
Organic letters, 13(3), 374-377 (2010-12-30)
9-Amino-9-deoxyepiquinine efficiently catalyzed the double-conjugate addition of malononitrile to dienones. A number of 1,1,2,6-tetrasubstituted cyclohexanones were prepared in good yields, diastereoselectivities, and excellent enantioselectivities.
Xin Li et al.
Chemistry, an Asian journal, 8(5), 997-1003 (2013-02-21)
A highly enantioselective catalytic double-Michael addition reaction of substituted benzofuran-2-ones with divinyl ketones promoted by readily accessible tertiary amine-thiourea Cinchona alkaloids has been developed. A number of optically enriched spirocyclic benzofuran-2-ones were prepared in very good yields (up to 99
Highly Enantioselective Synthesis of Spiro[cyclohexanone-oxindoles] and Spiro[cyclohexanone-pyrazolones] by Asymmetric Cascade [5+1] Double Michael Reactions
Bin Wu, Jian Chen, Mei-Qiu Li, Jin-Xin Zhang, et al.
European Journal of Organic Chemistry, 7, 1318-1327 (2012)

Contenuto correlato

Yu program focuses on efficient C–H bond activation for drug synthesis, using simple starting materials.

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