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Allyl trifluoroacetate | CAS Number: 383-67-5

Catalog Number
ACM383675
Product Name
Allyl trifluoroacetate
Structure
CAS Number
383-67-5
EC Number
206-853-7
IUPAC Name
prop-2-enyl 2,2,2-trifluoroacetate
Synonyms
ALLYL-(TRIFLUORACETAT);ALLYL TRIFLUORACETATE;ALLYL TRIFLUOROACETATE;TIMTEC-BB SBB006598;TRIFLUOROACETIC ACID ALLYL ESTER;Acetic acid, trifluoro-, 2-propenyl ester;Acetic acid, trifluoro-, allyl ester;Trifluoroacetic acid, 2-propenyl ester
Molecular Weight
154.09
Exact Mass
154.02400
Molecular Formula
C5H5F3O2
Boiling Point
66.5ºC at 760 mmHg
Flash Point
30 °F
Density
1.183 g/mL at 25ºC(lit.)
Purity
96%
Appearance
Clear, colorless liquid.
SMILES
C=CCOC(=O)C(F)(F)F
InChIKey
XIVPVSIDXBTZLM-UHFFFAOYSA-N
H-Bond Donor
0
H-Bond Acceptor
5
Safty Description
16-26-27-36/37/39-45
Hazard Statements
F: Flammable;C: Corrosive;
WGK Germany
3
Packing Group
II
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1Palladium-catalyzed, one-pot, three-component synthesis of homoallylic amines from aldehydes, anisidine, and allyl trifluoroacetate.

Grote RE1, Jarvo ER.

Org Lett. 2009 Jan 15;11(2):485-8. doi: 10.1021/ol8026297.

An allylation reaction that generates homoallylic amines using allyl trifluoroacetate as a nucleophilic allylmetal precursor is reported. A palladium complex catalyzes two transformations in one pot: formation of allylsilane from allyl trifluoroacetate using hexamethyldisilane and subsequent imine allylation. A three-component reaction was developed where preformed imines were replaced with aldehydes and anisidine. Under these reaction conditions a variety of substrates, including electron-rich aromatic and aliphatic aldehydes, react smoothly to afford homoallylic amines.

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Email:
Tel:1-201-478-8534
1-516-662-5404
Fax: 1-516-927-0118
Address: Suite 212, Waverly Plaza, 755 Waverly Avenue, Holtsville, NY 11742, USA