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ALD00382

Sigma-Aldrich

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

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C19H12F6O
CAS-Nummer:
103836-71-1
Molekulargewicht:
370.29
MDL-Nummer:
MFCD05662426
UNSPSC-Code:
12352100
PubChem Substanz-ID:
329772662
NACRES:
NA.22

Form

solid

Qualitätsniveau

100

Eignung der Reaktion

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

Lagertemp.

2-8°C

SMILES String

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+

InChIKey

OIUBVYQZMUKRRF-YDWXAUTNSA-N

Verwandte Kategorien

Anwendung

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.

Sonstige Hinweise

Pd-Catalyzed Oxidative ortho-C-H Borylation of Arenes

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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.
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)
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

Verwandter Inhalt

Yu Group – Professor Product Portal

The Yu program centers around the discovery of catalytic carbon–carbon and carbon–heteroatom bond forming reactions based on C–H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of a drug molecule or a major class of biologically active compounds.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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