353-83-3

Basic information

• Product Name: 2-Iodo-1,1,1-trifluoroethane
• Synonyms: 1H,1H-Perfluoroethyl iodide;CF3CH2I;Ethane, 1,1,1-trifluoro-2-iodo-;2-IODO-1,1,1-TRIFLUOROETHANE;1-IODO-2,2,2-TRIFLUOROETHANE;2,2,2-TRIFLUOROETHYL IODIDE;1,1,1-TRIFLUORO-2-IODOETHANE;TRIFLUORO IODOETHANE
• CAS NO: 353-83-3
• Molecular Formula: C₂H₂F₃I
• Molecular Weight: 209.94
• EINECS: 206-541-0
• Product Categories: organofluorine compounds
• Mol File: 353-83-3.mol

Chemical Properties

• Boiling Point: 54.8 °C(lit.)
• Flash Point: 53-55°C
• Appearance: Clear colorless to pink/Liquid
• Density: 2.13 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.96 psi ( 20 °C)
• Refractive Index: n20/D 1.401(lit.)
• Storage Temp.: Keep Cold
• Solubility: Chloroform
• Water Solubility: Insoluble
• Sensitive: Light Sensitive
• BRN: 1733201
• CAS DataBase Reference: 2-Iodo-1,1,1-trifluoroethane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-1,1,1-trifluoroethane(353-83-3)
• EPA Substance Registry System: 2-Iodo-1,1,1-trifluoroethane(353-83-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 8
• HazardClass: IRRITANT
• Hazardous Substances Data: 353-83-3(Hazardous Substances Data)

Usage

Uses

1,1,1-Trifluoro-2-iodoethane (cas# 353-83-3) is a compound useful in organic synthesis.

Chemical Properties

clear colorless to pink liquid

Synthesis Reference(s)

Tetrahedron Letters, 34, p. 4241, 1993 DOI: 10.1016/S0040-4039(00)60538-5

InChI:InChI=1/C2H2F3I/c3-2(4,5)1-6/h1H2

Synthetic route

1-styrenyloxytrimethylsilane (13735-81-4) + 1-[hydroxy(tosyloxy)iodo]-1H,1H-perfluoroethane (166903-46-4) → 1,1,1-trifluoro-2-iodoethane (353-83-3) + 1-phenyl-2-(p-tolylsulfonyloxy)ethanone (7257-94-5)

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	A n/a B 58%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + 1-[hydroxy(tosyloxy)iodo]-1H,1H-perfluoroethane (166903-46-4) → 1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-(tosyloxy)cyclohexanone (81447-34-9)

Conditions	Yield
In dichloromethane at 0℃; for 3h;	A n/a B 56%

1,1,1-trifluoro-2-chloroethane (75-88-7) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
With potassium bromide at 300℃; for 0.333333h;	36%

tris(2,2,2-trifluoroethyl) phosphate (358-63-4) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
With Pentaethylene glycol; sodium iodide

1-bromo-1,1-difluoro-2-iodoethane (420-93-9) → 1,1,1-trifluoro-2-iodoethane (353-83-3) + Vinylidene fluoride (75-38-7)

Conditions	Yield
With mercury(I) fluoride at 140℃;

2,2,2-trifluorodiazoethane (371-67-5) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
With hydrogen iodide; toluene at -75℃;

2,2,2-Trifluoroethyl p-toluenesulfonate (433-06-7) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
With sodium iodide; diethylene glycol

Iodoacetic acid (64-69-7) → 1,1,1-trifluoro-2-iodoethane (353-83-3) + bis-(1,1-difluoro-2-iodo-ethyl) ether (51100-31-3)

Conditions	Yield
With sulfur tetrafluoride at 60℃; for 3h;
With sulfur tetrafluoride at 26℃; for 21h;

diiodomethane (75-11-6) + metyhyl chlorodifluoroacetate (1514-87-0) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
With potassium fluoride; copper(l) iodide; cadmium(II) iodide In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 8h;	78 % Turnov.

1,1,1-trifluoro-2-chloroethane (75-88-7) → chloroethylene (75-01-4) + 1,1,1-trifluoro-2-iodoethane (353-83-3) + 1-Chloro-2,2-difluoroethene (359-10-4) + Hexafluoroethane (76-16-4) + 1,1,2-trifluoroethylene (359-11-5) + 1,2-dichloro-ethane (107-06-2)

Conditions	Yield
Rate constant; Thermodynamic data; Ambient temperature; Irradiation; Eo;

C20H17F3OP(1+)*I(1-) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
In solid at 160 - 190℃; Yield given;

2,2,2-trifluorodiazoethane (371-67-5) + hydrogen iodide (10034-85-2) + toluene (108-88-3) → 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
at -75℃;

2,2,2-trifluoroethanol (75-89-8) + iodine (7553-56-2) + red phosphorus → 1,1,1-trifluoro-2-iodoethane (353-83-3)

1-bromo-1,1-difluoro-2-iodoethane (420-93-9) + mercury (I)-fluoride → 1,1,1-trifluoro-2-iodoethane (353-83-3) + Vinylidene fluoride (75-38-7)

Conditions	Yield
at 140℃;

trans-bis(dimethylglyoximato)(CH2CF3)(4-cyanopyridine)cobalt(III) + iodine (7553-56-2) → {CoI(NC5H4(CN))(NOC(CH3)C(CH3)NOH)2} + 1,1,1-trifluoro-2-iodoethane (353-83-3)

Conditions	Yield
In benzene Kinetics; iodinolysis with I2 in benzene soln. at 305 K;

1,1,1-trifluoro-2-iodoethane (353-83-3) + trifluoroacetic anhydride (407-25-0) → (2,2,2-trifluoroethyl)-λ3-iodanediyl bis(2,2,2-trifluoroacetate) (100422-04-6)

Conditions	Yield
Stage #1: trifluoroacetic anhydride With dihydrogen peroxide; trifluoroacetic acid In water at 0℃; for 0.0833333h; Stage #2: 1,1,1-trifluoro-2-iodoethane at 0 - 20℃;	100%
Stage #1: trifluoroacetic anhydride With dihydrogen peroxide at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,1,1-trifluoro-2-iodoethane at 0 - 22℃; for 24h; Inert atmosphere;	90%
Stage #1: trifluoroacetic anhydride With dihydrogen peroxide; trifluoroacetic acid In water at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1,1,1-trifluoro-2-iodoethane In water at 0 - 20℃; for 20h; Inert atmosphere;

1,1,1-trifluoro-2-iodoethane (353-83-3) + trifluoroacetic acid (76-05-1) + trifluoroacetic anhydride (407-25-0) → (2,2,2-trifluoroethyl)-λ3-iodanediyl bis(2,2,2-trifluoroacetate) (100422-04-6)

Conditions	Yield
Stage #1: trifluoroacetic acid; trifluoroacetic anhydride With dihydrogen peroxide In water at 0℃; for 0.0833333h; Stage #2: 1,1,1-trifluoro-2-iodoethane In water at 0 - 20℃; for 20h;	100%
In water; dihydrogen peroxide at 0 - 20℃;	40%

5-amino-4-fluoro-2-methylbenzene-1-thiol (885028-69-3) + 1,1,1-trifluoro-2-iodoethane (353-83-3) → 2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfanyl]phenylamine

Conditions	Yield
With rongalite; potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 2h;	99%
With rongalite; potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 2h;	99%
With rongalite; potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 2h;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + (2,6-bis[(di-tert-butylphosphino)methyl]phenyl)rhodium dinitrogen (219832-01-6) → Rh(I)(CH2CF3)(2,6-(CH2P(t)Bu2)2C6H3) (230636-00-7)

Conditions	Yield
In benzene-d6 inert atmosphere; 1-4 equiv. of CF3CH2I, room temp.; evapn.; NMR-spectroscopy;	99%

dimethyl(N,N,N',N',-tetramethylethanediamine)platinum + 1,1,1-trifluoro-2-iodoethane (353-83-3) → trans-Pt(N,N,N',N'-tetramethylethylenediamine)(CH2CF3)(CH3)2I (660390-90-9, 660417-21-0)

Conditions	Yield
In toluene (N2); CF3CH2I added to a suspn. of Pt complex at -78°C, stirred for ca. 10 min; evapd. (vac., below 0°C);	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + trifluoroprop-1-yn-1-ylxenonium(II) tetrafluoroborate (663152-74-7) → trifluoroprop-1-yn-1-yl(2,2,2-trifluoroethyl)iodonium tetrafluoroborate

Conditions	Yield
With hydrogen fluoride at -20 - 15℃; for 1h; Inert atmosphere;	99%
In hydrogen fluoride byproducts: Xe; HF (liquid); soln. of CF3CCXe(BF4) (-20°C) in anhyd. HF added to stirred neat CF3CH2I (-20°C), stirred at 15°C for 1 h; volatiles evapd., residue washed (CH2Cl2, 5°C), dried (vac.); (1)H, (13)C, (19)F NMR;	99%

2-(3-chloro-pyridin-2-yl)-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester (500011-95-0) + 1,1,1-trifluoro-2-iodoethane (353-83-3) → ethyl 1-(3-chloro-2-pyridinyl)-3-(2,2,2-trifluoroethoxy)-1H-pyrazole-5-carboxylate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃;	99%
With potassium carbonate In N,N-dimethyl-formamide at 100℃;

2-(3-chloro-pyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylic acid ethyl ester (500011-88-1) + 1,1,1-trifluoro-2-iodoethane (353-83-3) → ethyl 1-(3-chloro-2-pyridinyl)-3-(2,2,2-trifluoroethoxy)-1H-pyrazole-5-carboxylate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 3h;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + para-iodoanisole (696-62-8) → (2,2,2-trifluoroethyl) (4-methoxyphenyl) sulfide (130612-75-8)

Conditions	Yield
With sulfur; sodium tetrahydroborate; 1,10-Phenanthroline; [(1,10-phenanthroline)Cu(μ-SCH2CF3)]2 In N,N-dimethyl-formamide at 90℃; for 12h; Kinetics; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Sealed tube;	99%
With sodium tetrahydroborate; 1,10-Phenanthroline; iodine; sulfur In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere;	84%

p-nitrobenzene iodide (636-98-6) + 1,1,1-trifluoro-2-iodoethane (353-83-3) → (4-nitrophenyl)(2,2,2-trifluoroethyl)sulfane

Conditions	Yield
With sodium tetrahydroborate; 1,10-Phenanthroline; iodine; sulfur In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere;	99%
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + para-nitrophenyl bromide (586-78-7) → (4-nitrophenyl)(2,2,2-trifluoroethyl)sulfane

Conditions	Yield
With sodium tetrahydroborate; 1,10-Phenanthroline; iodine; sulfur In N,N-dimethyl-formamide at 95℃; for 1h; Inert atmosphere;	99%
With sulfur; sodium tetrahydroborate; copper(l) iodide; dimedone In N,N-dimethyl-formamide at 95℃; for 12h; Inert atmosphere; Sealed tube;	96%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-iodo-5-nitrotoluene (5326-38-5) → (2-methyl-4-nitrophenyl)(2,2,2-trifluoroethyl)sulfane

Conditions	Yield
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 4-iodobenzoic acid ethyl ester (51934-41-9) → ethyl 4-((2,2,2-trifluoroethyl)thio)benzoate

Conditions	Yield
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 1-Fluoro-3-iodobenzene (1121-86-4) → (2,2,2-trifluoroethyl) (3-fluorophenyl) sulfide (62158-90-1)

Conditions	Yield
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-iodo-9H-fluorene (2523-42-4) → (9H-fluoren-2-yl)(2,2,2-trifluoroethyl)selane

Conditions	Yield
With potassium hexafluorophosphate; selenium; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 95℃; for 16h; Sealed tube;	99%

4-iododibenzo[b,d]thiophene (132034-89-0) + 1,1,1-trifluoro-2-iodoethane (353-83-3) → 4-(2,2,2-trifluoroethyl)dibenzo[b,d]thiophene (1360594-83-7)

Conditions	Yield
With nickel(II) iodide; 1,1'-bis-(diphenylphosphino)ferrocene; manganese; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 80℃; for 24h; Inert atmosphere; Sealed tube;	99%

1,1,1-trifluoro-2-iodoethane (353-83-3) + trifluoroacetic anhydride (407-25-0) → (2,2,2-trifluoroethyl)-λ3-iodanediyl bis(2,2,2-trifluoroacetate) (100422-04-6) + trifluoroacetic acid (76-05-1)

Conditions	Yield
With dihydrogen peroxide at -15 - 20℃; for 72h;	A 98% B n/a

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-iodobenzonitrile (4387-36-4) → 2-((2,2,2-trifluoroethyl)selanyl)benzonitrile

Conditions	Yield
With potassium hexafluorophosphate; selenium; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 95℃; for 16h; Sealed tube;	98%
With selenium; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 95℃; for 16h; Inert atmosphere;	98%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 8-bromo-2-phenyl-4H-pyrazolo[1,5-a]quinazolin-5-one → 8-bromo-2-phenyl-4-(2,2,2-trifluoro-ethyl)-4H-pyrazolo[1,5-a]quinazolin-5-one

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 150℃; for 0.166667h; Cooling with ice; Microwave irradiation;	97%
Stage #1: 8-bromo-2-phenyl-4H-pyrazolo[1,5-a]quinazolin-5-one With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.25h; Cooling with ice; Stage #2: 1,1,1-trifluoro-2-iodoethane In N,N-dimethyl-formamide; mineral oil at 150℃; for 0.0833333h; Cooling with ice; Microwave irradiation;	97%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 1-isoquinolone (491-30-5) → 2-(2,2,2-trifluoroethyl)isoquinolin-1(2H)-one

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 3h;	97%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-iodobiphenyl (2113-51-1) → [1,1′-biphenyl]-2-yl(2,2,2-trifluoroethyl)sulfane

Conditions	Yield
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	97%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 3'-iodoacetophenone (14452-30-3) → 1-(3-((2,2,2-trifluoroethyl)thio)phenyl)ethanone

Conditions	Yield
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	97%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 3-methoxy-1-iodobenzene (766-85-8) → (3-methoxyphenyl)(2,2,2-trifluoroethyl)selane

Conditions	Yield
With potassium hexafluorophosphate; selenium; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 95℃; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube;	97%

1,1,1-trifluoro-2-iodoethane (353-83-3) + p-(iodophenyl)carboxaldehyde (15164-44-0) → 4-(2,2,2-trifluoroethyl)benzaldehyde

Conditions	Yield
With nickel(II) iodide; 1,1'-bis-(diphenylphosphino)ferrocene; manganese; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 80℃; for 24h; Inert atmosphere; Sealed tube;	96%
With copper In dimethyl sulfoxide at 120℃; for 55h; Schlenk technique; Inert atmosphere; Sealed tube;	63%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-bromo-9H-fluorene (1133-80-8) → (9H-fluoren-2-yl)(2,2,2-trifluoroethyl)selane

Conditions	Yield
With potassium hexafluorophosphate; selenium; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 95℃; for 16h; Sealed tube;	96%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-hydroxy-3,17β-bis(benzyloxy)estra-1,3,5(10)-triene (159143-75-6) → 2-(2',2',2'-Trifluoroethoxy)-3,17β-Dibenzyloxyestra-1,3,5(10)-Triene (192062-06-9)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide a) 110 deg C, 3 h, b) 130 deg C, 2 h;	95%

9-(prop-2-yn-1-yl)-9H-carbazole (4282-77-3) + 1,1,1-trifluoro-2-iodoethane (353-83-3) → 9-(5,5,5-trifluoropent-2-ynyl)-9,9a-dihydro-4aH-carbazole

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium(0); bis[2-(diphenylphosphino)phenyl] ether In toluene at 80℃; for 24h; Inert atmosphere; Schlenk technique;	95%

1,1,1-trifluoro-2-iodoethane (353-83-3) + methyl 3-iodo-benzoate (618-91-7) → methyl 3-((2,2,2-trifluoroethyl)thio)benzoate (647856-12-0)

Conditions	Yield
With sulfur; sodium tetrahydroborate; copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere; Sealed tube;	95%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-(4-bromophenyl)acrylic acid (28131-17-1) → 1-(4'-bromophenyl)-4,4,4-trifluoro-1-butanone (1180670-65-8)

Conditions	Yield
With tert.-butylhydroperoxide; copper acetylacetonate; silver sulfate; triethylamine In water; acetonitrile at 80℃; for 0.5h; Sealed tube; Microwave irradiation;	95%

1,1,1-trifluoro-2-iodoethane (353-83-3) + 2-[4-(4-iodobenzoyl)phenoxy]-2-methylpropanoic acid isopropyl ester (1383569-21-8) → isopropyl 2-methyl-2-(4-(4-(2,2,2-trifluoroethyl)benzoyl)phenoxy)propanoate

Conditions	Yield
With nickel(II) iodide; 1,1'-bis-(diphenylphosphino)ferrocene; manganese; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 80℃; for 24h; Inert atmosphere; Sealed tube;	95%

Upstream product

• 358-63-4 tris(2,2,2-trifluoroethyl) phosphate 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 10034-85-2 hydrogen iodide 
• 108-88-3 toluene 
• 75-89-8 2,2,2-trifluoroethanol 
• 7553-56-2 iodine 
• 420-93-9 1-bromo-1,1-difluoro-2-iodoethane 
• 75-88-7 1,1,1-trifluoro-2-chloroethane 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 166903-46-4 1-[hydroxy(tosyloxy)iodo]-1H,1H-perfluoroethane 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 75-11-6 diiodomethane 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 64-69-7 Iodoacetic acid 

Downstream Products

• 128651-00-3 phenyl 2,2,2-trifluoroethyl telluride 
• 128651-01-4 1-Methyl-4-(2,2,2-trifluoro-ethyltellanyl)-benzene 
• 599-94-0 1,2-bis(phenylsulfonyl)ethane 
• 50616-99-4 9,9'-dimethoxy-9,9'-bifluorene 
• 3248-58-6 2,2,2-trifluoroethyl 
• 60375-88-4 4-((E)-4,4,4-trifluorobut-1-ene-1-yl)benzene 
• 138445-32-6 1-phenyl-1-(4,4,4-trifluoro-1-iodobutyl)silacyclobutane 
• 90330-30-6 2,6-Di-tert-butyl-4-[5-methyl-2-(2,2,2-trifluoro-ethylsulfanyl)-1H-imidazol-4-yl]-phenol 
• 103343-09-5 1,3-Dihydro-5-(2-fluorophenyl)-3(R)-(3'-indolyl)methyl-1-(2,2,2-trifluoroethyl)-2H-1,4-benzodiazepin-2-one 
• 75-38-7 Vinylidene fluoride 
• 460-34-4 1,1,1-trifluorobutane 
• 87014-30-0 1-(2,2,2-trifluoroethoxy)-4-(trifluoromethyl)benzene 
• 100422-04-6 (2,2,2-trifluoroethyl)-λ³-iodanediyl bis(2,2,2-trifluoroacetate) 
• 76-05-1 trifluoroacetic acid 

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Polyfluoroalkoxy trimethylsilanes R(f)CH2OSi(CH3)3 (from the alcohols R(f)CH2OH and HMDS), react with Pb3PICI (from ICI and Ph3P) eliminating (CH3)3SiCl. Pyrolysis of the residues gives Ph3PO and pure iodides R(f)CH2I.

Unimolecular Rate Constants for Chemically Activated 1,1,1-Trifluoro-2-chloroethane: A Competitive Three-Channel System

Chemically activated CF3CH2Cl was prepared with 97.5 kcal/mol of internal energy by the combination of CF3 and CH2Cl radicals.The total unimolecular decomposition rate constant was measured by using two internal standard methods and the average was (7.5 +/- 2.61.5) * 106 s-1.The rate constant for four-centered elimination of HF was measured as (2.8 +/- 0.1) * 106 s-1, for C-Cl bond homolysis the rate constant was (0.8 +/- 5.60.1) * 106 s-1, and by difference the three-centered HCl elimination rate constant was (3.9 +/- 2.63.0) * 106 s-1.These rate constants were compared to predictions from RRKM theory, and threshold energies were assigned for loss of HF (76 kcal/mol), for C-Cl-bond rupture (83 kcal/mol), and for HCl elimination (72 kcal/mol).Product distributions from three activation methods (chemical, multiphoton laser, and thermal) were analyzed to develop a self-consistent view of this complex reaction system.

Iodinolysis of the Co-C bond in trans-bis(dimethylglyoximato)alkyl(4-cyanopyridine)-cobalt(III) complexes: Evidence for a bimolecular oxidative mechanism

The iodinolysis of 4CNpyCo(DH)2R (4CNpy = 4-cyanopyridine; R = CH3, CH2CH3, CH2CH2CH3, CH-(CH3)2, CH2C6H5, CH2CF3) in benzene solution is first-order with respect to both the concentration of organocobalt-(III) complex and iodine. The appearance of a transient EPR signal due to an organocobalt(IV) intermediate and the strong correlation of the logarithm of the pseudo-first-order rate constants for iodinolysis with reversible oxidation potentials along with other pertinent observations strongly suggest that the rate-limiting step of the reaction is oxidation of the six-coordinate organocobalt-(III) complex by iodine.