Trifluoromethyl iodide Chemical Properties

Melting point:

<−78 °C(lit.)

Boiling point:

−22.5 °C(lit.)

Density 

2.361

vapor pressure 

540.5kPa at 25℃

refractive index 

1.379

Flash point:

-22.5°C

form 

Gas

Water Solubility 

Slightly soluble in water.

Sensitive 

Light Sensitive

BRN 

1732740

Stability:

Stable. Substances to be avoided include strong oxidizing agents. Avoid direct sunlight. Risk of explosion if heated under confinement. Flammable.

LogP

2.41 at 22.85℃

CAS DataBase Reference

2314-97-8(CAS DataBase Reference)

NIST Chemistry Reference

Methane, trifluoroiodo-(2314-97-8)

EPA Substance Registry System

Trifluoroiodomethane (2314-97-8)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

68

Safety Statements 

36/37

RIDADR 

UN 1956 2.2

WGK Germany 

1

RTECS 

PB6975000

F 

27

Hazard Note 

Irritant

TSCA 

T

HazardClass 

2.2

HS Code 

2903780020

MSDS

• Language:English Provider:Iodotrifluoromethane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Trifluoromethyl iodide Usage And Synthesis

Uses

Trifluoroiodomethane is used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires. It is also an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It is involved in the rhodium-catalyzed alfa-trifluoromethylation of alfa,beta-unsaturatedketones. It plays an important role as catalyst in the enantioselective alfa -trifluoromethylation of aldehydes through photoredox organocatalysis using a readily available iridium photocatalyst.

Reactions

Trifluoromethyl iodide reacts with [AuMeL] to give [AuMe2(CF3)L] and [AuIL](L = PMe3 or PMe2Ph), or [Au(CF3)L] and Mel (L = PPh3), or a mixture of these products (L = PMePh2). In some cases reaction of [AuMe(PMe3)] with CF3I gives [AuMe(CF3)I(PMe3)]. Evidence is presented that the reactions proceed, at least in part, by a free-radical chain mechanism.

Chemical Properties

colourless gas

Uses

Trifluoroiodomethane is used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires. It is also an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It is involved in the rhodium-catalyzed alfa-trifluoromethylation of alfa,beta-unsaturatedketones. It plays an important role as catalyst in the enantioselective alfa -trifluoromethylation of aldehydes through photoredox organocatalysis using a readily available iridium photocatalyst.

Uses

Reagent used in the rhodium-catalyzed α-trifluoromethylation of α,?-unsaturated ketones.

Synthesis Reference(s)

Journal of the American Chemical Society, 107, p. 5014, 1985 DOI: 10.1021/ja00303a042

Flammability and Explosibility

Not classified

Trifluoromethyl iodide(2314-97-8)Related Product Information

• Propidium iodide
• 4-Trifluoromethylphenol
• Trimethylsulfoxonium iodide
• Chloroiodomethane
• 2-Methylbenzotrifluoride
• Trifluoromethanesulfonic acid
• Diiodomethane
• 3-(Trifluoromethyl)benzaldehyde
• Iodotrimethylsilane
• 2-(Trifluoromethyl)benzoic acid
• Iodomethane
• Potassium iodide
• Triphenylmethyl Chloride
• TRIS(TRIMETHYLSILYL)SILANE
• TRIBUTYLPROPYNYLSTANNANE
• 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent
• DIFLUOROIODOMETHANE
• Trifluoromethyl