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477761

Sigma-Aldrich

N,N-Diallyl-2,2,2-trifluoroacetamide

98%

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About This Item

Linear Formula:
CF3CON(CH2CH=CH2)2
CAS Number:
14618-49-6
Molecular Weight:
193.17
MDL number:
MFCD00593967
UNSPSC Code:
12352100
PubChem Substance ID:
24871413
NACRES:
NA.22

assay

98%

refractive index

n20/D 1.413 (lit.)

bp

67-68.5 °C/13 mmHg (lit.)

density

1.13 g/mL at 25 °C (lit.)

functional group

amide
fluoro

SMILES string

FC(F)(F)C(=O)N(CC=C)CC=C

InChI

1S/C8H10F3NO/c1-3-5-12(6-4-2)7(13)8(9,10)11/h3-4H,1-2,5-6H2

InChI key

YLFAOCVUPKJNHP-UHFFFAOYSA-N

General description

N,N-Diallyl-2,2,2-trifluoroacetamide (DAF) is an organic building block used in chemical synthesis. The capability of silica immobilized Hoveyda-Grubbs type catalysts to facilitate the ring-closing metathesis of (-)-β-citronellene and DAF has been investigated. Its density and refractive index at 25°C is 1.1300g/cm3 and 1.4130 respectively.

Application

N,N-Diallyl-2,2,2-trifluoroacetamide may be used as a substrate for ring-closing metathesis (RCM) reaction.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

147.2 °F - closed cup

flash_point_c

64 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
08716BO
12402JR

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Ru complexes of Hoveyda-Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions.
Balcar H, et al.
Beilstein Journal of Organic Chemistry, 11(1), 2087-2096 (2015)
Yaws CL.
The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals, 195-195 (2015)
Joseph B Binder et al.
Advanced synthesis & catalysis, 349(3), 395-404 (2007-02-02)
Tuning the electronic and steric environment of olefin metathesis catalysts with specialized ligands can adapt them to broader applications, including metathesis in aqueous solvents. Bidentate salicylaldimine ligands are known to stabilize ruthenium alkylidene complexes, as well as allow ring-closing metathesis
Hynek Balcar et al.
Beilstein journal of organic chemistry, 11, 2087-2096 (2015-12-15)
Hoveyda-Grubbs type catalysts with cationic tags on NHC ligands were linker-free immobilized on the surface of lamellar zeolitic supports (MCM-22, MCM-56, MCM-36) and on mesoporous molecular sieves SBA-15. The activity of prepared hybrid catalysts was tested in olefin metathesis reactions:

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