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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.)

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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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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