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794473

Sigma-Aldrich

Ritter Trifluoroiodomethane-TMG Reagent

Synonym(s):

TMG-CF3I, Tetramethylguanidine-trifluoromethyl iodide adduct

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About This Item

Empirical Formula (Hill Notation):
C6H13F3IN3
Molecular Weight:
311.09
UNSPSC Code:
12352101
PubChem Substance ID:

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n/D 1.461

density

1.495 g/mL at 25 °C

functional group

amine
fluoro
iodo

shipped in

dry ice

storage temp.

2-8°C

SMILES string

FC(F)(F)I.N=C(N(C)C)N(C)C

InChI

1S/C5H13N3.CF3I/c1-7(2)5(6)8(3)4;2-1(3,4)5/h6H,1-4H3;

InChI key

KIOFDNCUJQQUCD-UHFFFAOYSA-N

Application

Product is a more convenient, liquified version of trifluoroiodomethane, which can be utilized in photocatalytic and electrophilic pentafluoroethylation of olefins and heteroatoms respectively.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

No data available

Flash Point(C)

No data available


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The Ritter lab currently focuses on fluorination chemistry for late-stage functionalization of complex natural and unnatural products. PhenoFluor™ has been developed as a general reagent for the selective, predictable, direct deoxyfluorination of complex alcohols and phenols.

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