Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

ALD00382

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
(1E,4E)-1,5-Bis[4-(trifluoromethyl)phenyl]1,4-pentadien-3-on, CF3-dba
Empirical Formula (Hill Notation):
C19H12F6O
CAS Number:
103836-71-1
Molecular Weight:
370.29
MDL number:
MFCD05662426
UNSPSC Code:
12352100
PubChem Substance ID:
329772662
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

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

storage temp.

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+

InChI key

OIUBVYQZMUKRRF-YDWXAUTNSA-N

Related Categories

Application

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.

Other Notes

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Related Content

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service