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677-69-0

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677-69-0 Usage

Chemical Properties

clear colorless to yellowish liquid

Uses

Heptafluoro-2-iodopropane may be used in the preparation of perfluoropropyl magnesium bromide and perfluoropropyl magnesium iodide. It may be used as chain-transfer agent in telomerization reactions of:1,1-difluoroethylene and tetrafluoroethyleneCF3I, C2F5I and n-C3F7I with 1,1-difluoroethylenen-C3F7I with tetrafluoroethylene

General Description

Heptafluoro-2-iodopropane is a secondary fluoro alkyl iodide. It can be prepared by addition of iodine monofluoride to hexafluoropropene.

Flammability and Explosibility

Nonflammable

Purification Methods

Purify it by gas chromatography on a triacetin (glyceryl triacetate) column, followed by bulb-to-bulb distillation at low temperature. Store it over Cu powder to stabilise it. UV has max at 271nm ( 240) in pet ether (b 60-80o). [Haszeldine J Chem Soc 1767, 3761 1953, Beilstein 1 III 255, 1 IV 225.]

Check Digit Verification of cas no

The CAS Registry Mumber 677-69-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,7 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 677-69:
(5*6)+(4*7)+(3*7)+(2*6)+(1*9)=100
100 % 10 = 0
So 677-69-0 is a valid CAS Registry Number.
InChI:InChI=1/C3F7I/c4-1(11,2(5,6)7)3(8,9)10

677-69-0 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (H0629)  Heptafluoroisopropyl Iodide  >95.0%(GC)

  • 677-69-0

  • 25g

  • 650.00CNY

  • Detail
  • TCI America

  • (H0629)  Heptafluoroisopropyl Iodide  >95.0%(GC)

  • 677-69-0

  • 100g

  • 2,120.00CNY

  • Detail
  • Alfa Aesar

  • (L16523)  Heptafluoro-2-iodopropane, 97%, stab. with copper powder   

  • 677-69-0

  • 5g

  • 366.0CNY

  • Detail
  • Alfa Aesar

  • (L16523)  Heptafluoro-2-iodopropane, 97%, stab. with copper powder   

  • 677-69-0

  • 25g

  • 964.0CNY

  • Detail
  • Alfa Aesar

  • (L16523)  Heptafluoro-2-iodopropane, 97%, stab. with copper powder   

  • 677-69-0

  • 100g

  • 3834.0CNY

  • Detail
  • Aldrich

  • (342017)  Heptafluoro-2-iodopropane  98%

  • 677-69-0

  • 342017-5G

  • 280.80CNY

  • Detail
  • Aldrich

  • (342017)  Heptafluoro-2-iodopropane  98%

  • 677-69-0

  • 342017-25G

  • 735.93CNY

  • Detail

677-69-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Heptafluoroisopropyl iodide

1.2 Other means of identification

Product number -
Other names Propane, 1,1,1,2,3,3,3-heptafluoro-2-iodo-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:677-69-0 SDS

677-69-0Synthetic route

perfluoropropylene
116-15-4

perfluoropropylene

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
With hydrogen fluoride; boron trifluoride; Iodine monochloride at 50℃; for 18h;79%
With iodine; antimony(III) fluoride; iodine pentafluoride at 20℃; Rate constant; Kinetics; var. temp.;
(i) CF3CO2Ag, CsF, (ii) I2; Multistep reaction;
perfluoropropylene
116-15-4

perfluoropropylene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

A

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
754-34-7

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

B

perfluoroisobutylene
382-21-8

perfluoroisobutylene

C

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

D

2-trifluoromethyl-perfluoropropyl iodide
1542-18-3

2-trifluoromethyl-perfluoropropyl iodide

E

perfluoro-tert-butyl iodide
4459-18-1

perfluoro-tert-butyl iodide

F

1,1,1,2-Tetrafluoro-2-iodo-butane

1,1,1,2-Tetrafluoro-2-iodo-butane

Conditions
ConditionsYield
at 360℃; Product distribution; nickel reactor; other temperatures, influence of reactor material;
perfluoropropylene
116-15-4

perfluoropropylene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

2-trifluoromethyl-perfluoropropyl iodide
1542-18-3

2-trifluoromethyl-perfluoropropyl iodide

C

perfluoro-tert-butyl iodide
4459-18-1

perfluoro-tert-butyl iodide

D

1,1,1,2-Tetrafluoro-2-iodo-butane

1,1,1,2-Tetrafluoro-2-iodo-butane

Conditions
ConditionsYield
at 360℃; Yield given. Further byproducts given. Yields of byproduct given;
perfluoropropylene
116-15-4

perfluoropropylene

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

2-hydrohexafluoropropyl fluorosulfate
684-35-5

2-hydrohexafluoropropyl fluorosulfate

C

2-iodo-hexafluoropropyl fluorosulfate
77570-01-5

2-iodo-hexafluoropropyl fluorosulfate

Conditions
ConditionsYield
With iodine; antimony pentafluoride; fluorosulphonic acid at 20℃; for 72h;A 11 g
B 6 g
C 4.5 g
perfluoroisopropyl radical
3248-60-0

perfluoroisopropyl radical

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
With iodine In gas at 286.9 - 426.9℃; under 30 - 300 Torr; Equilibrium constant;
1,1,1,2,3,3,3-Heptafluoro-2-(1,2,2,2-tetrafluoro-1-iodo-ethoxy)-propane
127629-28-1

1,1,1,2,3,3,3-Heptafluoro-2-(1,2,2,2-tetrafluoro-1-iodo-ethoxy)-propane

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

trifluoroacetyl fluoride
354-34-7

trifluoroacetyl fluoride

C

perfluoro(2,3-dimethylbutane)
354-96-1

perfluoro(2,3-dimethylbutane)

D

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
at 250℃; under 7500.6 Torr; Pyrex tube;
1,1,1,2,3,3,3-Heptafluoro-2-(1,2,2,2-tetrafluoro-1-iodo-ethoxy)-propane
127629-28-1

1,1,1,2,3,3,3-Heptafluoro-2-(1,2,2,2-tetrafluoro-1-iodo-ethoxy)-propane

A

trifluoroacetyl fluoride
354-34-7

trifluoroacetyl fluoride

B

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
at 250℃; under 7500.6 Torr; Pyrex tube;
C3F17IO2Te2
105062-54-2

C3F17IO2Te2

A

tetradecafluorohexane
355-42-0

tetradecafluorohexane

B

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

C

Hexafluoroacetone
684-16-2

Hexafluoroacetone

Conditions
ConditionsYield
at 120℃; for 10h;
1,1,1,2,2,4,5,5,5-nonafluoro-3-pentafluoroethyl-3,4-bis-trifluoromethyl-pentane
50285-19-3

1,1,1,2,2,4,5,5,5-nonafluoro-3-pentafluoroethyl-3,4-bis-trifluoromethyl-pentane

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

1,1,1,2,2,4,4,5,5,5-Decafluoro-3-iodo-3-trifluoromethyl-pentane

1,1,1,2,2,4,4,5,5,5-Decafluoro-3-iodo-3-trifluoromethyl-pentane

Conditions
ConditionsYield
With iodine at 201℃; for 48h;
With iodine at 201℃; for 48h; Rate constant; Thermodynamic data; other temp., activation energy;
perfluoro-2,4-dimethyl-3-ethylpentane
50285-18-2

perfluoro-2,4-dimethyl-3-ethylpentane

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

1,1,1,2,2,3,4,5,5,5-decafluoro-3-iodo-4-trifluoromethyl-pentane
60340-52-5

1,1,1,2,2,3,4,5,5,5-decafluoro-3-iodo-4-trifluoromethyl-pentane

Conditions
ConditionsYield
With iodine at 261℃; for 48h;
perfluoro-2,3,3-trimethylpentane
127678-98-2

perfluoro-2,3,3-trimethylpentane

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

F-2-iodo-2-methyl-butane

F-2-iodo-2-methyl-butane

Conditions
ConditionsYield
With iodine at 261℃; for 48h;
perfluoro-2,3,3,4-tetramethylpentane
120615-52-3

perfluoro-2,3,3,4-tetramethylpentane

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

1,1,1,2,4,4,4-Heptafluoro-3-iodo-2,3-bis-trifluoromethyl-butane

1,1,1,2,4,4,4-Heptafluoro-3-iodo-2,3-bis-trifluoromethyl-butane

Conditions
ConditionsYield
With iodine at 161℃; for 48h;
With iodine at 161℃; for 48h; Rate constant; Thermodynamic data; other temp., activation energy;
1,1,1,2,3,5,5,5-Octafluoro-2,3,4,4-tetrakis-trifluoromethyl-pentane
122432-75-1

1,1,1,2,3,5,5,5-Octafluoro-2,3,4,4-tetrakis-trifluoromethyl-pentane

A

Perfluoro-2-iodo-3-methylbutane
7626-45-1

Perfluoro-2-iodo-3-methylbutane

B

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

C

perfluoro-tert-butyl iodide
4459-18-1

perfluoro-tert-butyl iodide

D

1,1,1,2,4,4,4-Heptafluoro-2-iodo-3,3-bis-trifluoromethyl-butane

1,1,1,2,4,4,4-Heptafluoro-2-iodo-3,3-bis-trifluoromethyl-butane

Conditions
ConditionsYield
With iodine at 161℃; for 48h;
With iodine at 201℃; for 48h;
With iodine at 201℃; for 48h; Rate constant; Thermodynamic data; other temp., activation energy;
(CF3)2CFNi(CH3CN)2I

(CF3)2CFNi(CH3CN)2I

A

1,1,1,2,3,3,3-Heptafluoropropane
431-89-0

1,1,1,2,3,3,3-Heptafluoropropane

B

perfluoropropylene
116-15-4

perfluoropropylene

C

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
at 80 - 160℃; under 0.5 Torr;
perfluoroisopropyl radical
3248-60-0

perfluoroisopropyl radical

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

atomic iodine

atomic iodine

Conditions
ConditionsYield
With iodine In gas at 286.9 - 426.9℃; under 30 - 300 Torr; Equilibrium constant;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

A

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
754-34-7

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

B

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
With aluminum chlorofluoride at 25 - 30℃; for 16h; Addition; Title compound not separated from byproducts;
perfluoropropylene
116-15-4

perfluoropropylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

A

octafluoro-2-butene
360-89-4, 172368-67-1

octafluoro-2-butene

B

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
With aluminum chlorofluoride at 80℃; for 40h; Addition; Elimination;
perfluoropropylene
116-15-4

perfluoropropylene

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

perfluoro-2-hexene
67899-37-0

perfluoro-2-hexene

C

cis-F-Hexene-2
71186-97-5

cis-F-Hexene-2

D

trans-perfluoro-3-hexene
81018-66-8

trans-perfluoro-3-hexene

Conditions
ConditionsYield
With aluminum chlorofluoride at 50℃; for 16h; Addition; Elimination; Further byproducts given. Title compound not separated from byproducts;
perfluoropropylene
116-15-4

perfluoropropylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
aluminum chlorofluoride
iodine
7553-56-2

iodine

heptafluoroisopropyl silver
22407-25-6

heptafluoroisopropyl silver

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

silver(I) iodide

silver(I) iodide

heptafluoroisopropyl silver
22407-25-6

heptafluoroisopropyl silver

trans-CF3CFCICF3
108071-78-9

trans-CF3CFCICF3

A

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

B

trans-perfluoro-1-methylpropenylsilver
24703-63-7, 37981-99-0

trans-perfluoro-1-methylpropenylsilver

perfluoropropylene
116-15-4

perfluoropropylene

tetrafluoro-trifluoromethyl-λ5-iodane
38091-67-7

tetrafluoro-trifluoromethyl-λ5-iodane

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

Conditions
ConditionsYield
at 20°C;
3-Methylindole
83-34-1

3-Methylindole

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

C12H8F7N
1638115-68-0

C12H8F7N

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride; N,N,N,N,-tetramethylethylenediamine In acetonitrile at 20℃; for 0.166667h; Flow reactor; Irradiation; Inert atmosphere;99%
1-Decene
872-05-9

1-Decene

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)dodecane

1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)dodecane

Conditions
ConditionsYield
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;99%
With 2',4',5',7'-tetrabromofluorescein; sodium thiosulfate In water; acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation;64%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

4-Phenyl-1-butene
768-56-9

4-Phenyl-1-butene

(E)-(5,6,6,6-tetrafluoro-5-(trifluoromethyl)hex-3-en-1-yl)benzene

(E)-(5,6,6,6-tetrafluoro-5-(trifluoromethyl)hex-3-en-1-yl)benzene

Conditions
ConditionsYield
With (dppf)Ni(o-tol)Cl; sodium t-butanolate In Hexafluorobenzene at 50℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;99%
With eosin; caesium carbonate In N,N-dimethyl acetamide at 20℃; for 48h; Inert atmosphere; Sealed tube; Irradiation;87%
4-cyclohexen-1-ylmorpholine
670-80-4

4-cyclohexen-1-ylmorpholine

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

C13H16F7NO

C13H16F7NO

Conditions
ConditionsYield
With caesium carbonate In dichloromethane at 25℃; for 16h; Solvent; Inert atmosphere; Sealed tube;99%
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

7,8,8,8-tetrafluoro-5-iodo-7-(trifluoromethyl)octan-1-ol
1378412-56-6

7,8,8,8-tetrafluoro-5-iodo-7-(trifluoromethyl)octan-1-ol

Conditions
ConditionsYield
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction;98%
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 1h; Inert atmosphere; Irradiation;90%
With C30H26N6Ru(2+)*2Cl(1-); sodium L-ascorbate In methanol; acetonitrile for 0.5h; Inert atmosphere; Irradiation;81%
With potassium carbonate In N,N-dimethyl-formamide for 24h; Schlenk technique; Inert atmosphere; Irradiation;41%
allylbenzene
300-57-2

allylbenzene

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1,1,1,2-tetrafluoro-2-(trifluoromethyl)-4-iodo-5-phenylpentane
1025027-36-4

1,1,1,2-tetrafluoro-2-(trifluoromethyl)-4-iodo-5-phenylpentane

Conditions
ConditionsYield
With iodine; N-ethyl-N,N-diisopropylamine In water at 20℃; for 1h; Reagent/catalyst; Irradiation;98%
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 1h; Inert atmosphere; Irradiation;86%
With triethylamine In acetonitrile at 20℃; for 0.166667h; Irradiation; Flow reactor;78%
With diethylzinc In hexane; acetonitrile at -20℃; for 16h; Schlenk technique; Inert atmosphere;60%
diallylmalonic acid diethyl ester
3195-24-2

diallylmalonic acid diethyl ester

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

cis-3-[2-(trifluoromethyl)-2,3,3,3-tetrafluoropropyl]-4-(iodomethyl)-1,1-cyclopentandicarboxylic acid diethyl ester

cis-3-[2-(trifluoromethyl)-2,3,3,3-tetrafluoropropyl]-4-(iodomethyl)-1,1-cyclopentandicarboxylic acid diethyl ester

Conditions
ConditionsYield
With iodine; N-ethyl-N,N-diisopropylamine In water at 20℃; for 1h; Irradiation; diastereoselective reaction;98%
Estragole
140-67-0

Estragole

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1-methoxy-4-(4,5,5,5-tetrafluoro-2-iodo-4-trifluoromethylpentyl)benzene

1-methoxy-4-(4,5,5,5-tetrafluoro-2-iodo-4-trifluoromethylpentyl)benzene

Conditions
ConditionsYield
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction;98%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

2-methyl-1-phenyl-2-propene
3290-53-7

2-methyl-1-phenyl-2-propene

C13H12F7I

C13H12F7I

Conditions
ConditionsYield
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction;98%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

bromopentene
1119-51-3

bromopentene

C8H9BrF7I

C8H9BrF7I

Conditions
ConditionsYield
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction;98%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

(E)-methyl (E)-12,13,13,13-tetrafluoro-12-(trifluoromethyl)tridec-10-enoate

(E)-methyl (E)-12,13,13,13-tetrafluoro-12-(trifluoromethyl)tridec-10-enoate

Conditions
ConditionsYield
With eosin; caesium carbonate In N,N-dimethyl acetamide at 20℃; for 48h; Inert atmosphere; Sealed tube; Irradiation;98%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

A

C3F17IO2Te2
105062-54-2

C3F17IO2Te2

B

Cl2, TeF5OH

Cl2, TeF5OH

Conditions
ConditionsYield
With ClOTeF5 at 25℃; for 48h;A 97%
B n/a
2-(1,4-dimethylpentyl)aniline
477738-25-3

2-(1,4-dimethylpentyl)aniline

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

2-(1,4-dimethylpentyl)-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]aniline
477738-26-4

2-(1,4-dimethylpentyl)-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]aniline

Conditions
ConditionsYield
With sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In tert-butyl methyl ether; water at 20℃; for 12h;97%
(1,5-cyclooctadiene)dimethylplatinum(II)

(1,5-cyclooctadiene)dimethylplatinum(II)

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

methyl-η4-(1,5-cyclooctadiene)perfluoro(iso-propyl)platinum
887305-17-1

methyl-η4-(1,5-cyclooctadiene)perfluoro(iso-propyl)platinum

Conditions
ConditionsYield
In dichloromethane at 30 - 45℃; for 48h; Time; Concentration; Inert atmosphere; Darkness;97%
In dichloromethane at 35℃; for 120h; Darkness;90%
In further solvent(s) in a Schlenk flask, excess of F-compd. was added and used as solvent, room temp., 3 d shaking; ppt. was collected, washed twice with hexane, recrystn. from Et2O, elem.anal.;85%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

o-toluidine
95-53-4

o-toluidine

2-methyl-4-(heptafluoropropan-2-yl)-aniline
238098-26-5

2-methyl-4-(heptafluoropropan-2-yl)-aniline

Conditions
ConditionsYield
With sodium dithionite; sodium carbonate; tetrabutylammonium sulfate In tert-butyl methyl ether; water at 50℃; for 4h;97%
With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate In tert-butyl methyl ether; water at 50℃; for 4h;97%
With sodium dithionite; tetrabutylammomium bromide; sodium carbonate In tert-butyl methyl ether; water at 5℃; for 24h;89.1%
10-Undecen-1-ol
112-43-6

10-Undecen-1-ol

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

11-(F-isopropyl)-10-iodoundecan-1-ol

11-(F-isopropyl)-10-iodoundecan-1-ol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 70℃; for 26h;96.4%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

diethylzinc
557-20-0

diethylzinc

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Zn(2+)*2C3F7(1-)*2C3H7NO

Zn(2+)*2C3F7(1-)*2C3H7NO

Conditions
ConditionsYield
In hexane; dichloromethane at -78 - 0℃; for 3h; Solvent; Temperature; Inert atmosphere;96%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

ortho-ethylaniline
578-54-1

ortho-ethylaniline

2-ethyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]aniline

2-ethyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]aniline

Conditions
ConditionsYield
With sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In tert-butyl methyl ether; water at 0 - 25℃;95%
With sodium dithionite; tetrabutylammomium bromide; sodium carbonate In tert-butyl methyl ether; water at 5℃; for 24h;
5-methyl-3-phenyl-1,2,4-oxadiazole
1198-98-7

5-methyl-3-phenyl-1,2,4-oxadiazole

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

C12H7F7N2O

C12H7F7N2O

Conditions
ConditionsYield
With sodium persulfate; cetyltrimethylammonim bromide In tert-butyl methyl ether; water95%
5-ethyl-3-phenyl-[1,2,4]oxadiazole
10364-68-8

5-ethyl-3-phenyl-[1,2,4]oxadiazole

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

C13H9F7N2O

C13H9F7N2O

Conditions
ConditionsYield
With sodium persulfate; cetyltrimethylammonim bromide In tert-butyl methyl ether; water for 2.5h;95%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

diethylzinc
557-20-0

diethylzinc

acetonitrile
75-05-8

acetonitrile

Zn(2+)*2CF3CFCF3(1-)*2CH3CN=Zn(CF3CFCF3)2*2CH3CN

Zn(2+)*2CF3CFCF3(1-)*2CH3CN=Zn(CF3CFCF3)2*2CH3CN

Conditions
ConditionsYield
In hexane byproducts: C2H5I, ZnI2, Zn(i-C3F7)i*2THF; dry N2 atm.; cooling (-78°C), stirring (-20°C, 24 h), heating (room temp., 15 min); evapn. (vac.); elem. anal.;94%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

5-(4-methoxyphenyl)-1-pentene
51125-16-7

5-(4-methoxyphenyl)-1-pentene

1-methoxy-4-[6,7,7,7-tetrafluoro-4-iodo-6-(trifluoromethyl)-hepta-1-yl]benzene

1-methoxy-4-[6,7,7,7-tetrafluoro-4-iodo-6-(trifluoromethyl)-hepta-1-yl]benzene

Conditions
ConditionsYield
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 1h; Inert atmosphere; Irradiation;94%
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction;85%
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 20℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere; Irradiation;84%
2-diallylamino-malonic acid diethyl ester

2-diallylamino-malonic acid diethyl ester

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

cis-3-[2-(trifluoromethyl)-2,3,3,3-tetrafluoropropyl]-4-(iodomethyl)-1,1-cyclopentandicarboxylic acid, diethyl ester

cis-3-[2-(trifluoromethyl)-2,3,3,3-tetrafluoropropyl]-4-(iodomethyl)-1,1-cyclopentandicarboxylic acid, diethyl ester

Conditions
ConditionsYield
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 0.5h; Reagent/catalyst; Inert atmosphere; Irradiation;94%
ethene
74-85-1

ethene

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)butane
99324-96-6

1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)butane

Conditions
ConditionsYield
With ethanolamine; copper(l) chloride at 140℃; under 15001.2 - 18751.5 Torr; for 8h;93%
With ethanolamine; copper(l) chloride In various solvent(s) at 150℃; for 18h; Addition;75%
With dibenzoyl peroxide at 100℃; for 6h;33%
1-dodecyne
765-03-7

1-dodecyne

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

(E)-1,1,1,2-Tetrafluoro-4-iodo-2-trifluoromethyl-tetradec-3-ene
125081-24-5

(E)-1,1,1,2-Tetrafluoro-4-iodo-2-trifluoromethyl-tetradec-3-ene

Conditions
ConditionsYield
With triethyl borane In hexane at 25℃; for 8h;92%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1,7-Octadiene
3710-30-3

1,7-Octadiene

9,10,10,10-Tetrafluoro-7-iodo-9-trifluoromethyldec-1-ene
143766-68-1

9,10,10,10-Tetrafluoro-7-iodo-9-trifluoromethyldec-1-ene

Conditions
ConditionsYield
With bis(cyclopentadienyl)titanium dichloride; iron In ethanol at 55℃; for 10h; other per(poly)fluoroalkyl iodides and bromides;92%
With bis(cyclopentadienyl)titanium dichloride; iron In ethanol at 55℃; for 10h;92%
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

potassium vinyltrifluoroborate

potassium vinyltrifluoroborate

potassium 1-iodo-3,3-bistrifluoromethyl-3-fluoropropyl trifluoroborate

potassium 1-iodo-3,3-bistrifluoromethyl-3-fluoropropyl trifluoroborate

Conditions
ConditionsYield
In acetonitrile at 27℃; for 3h; Inert atmosphere; Sealed tube; Irradiation;92%
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; sodium L-ascorbate In acetone at 20℃; for 24h; Irradiation;71%
1-allyl-4-fluorobenzene
1737-16-2

1-allyl-4-fluorobenzene

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1-fluoro-4-[4,5,5,5-tetrafluoro-2-iodo-4-(trifluoromethyl)pentyl]benzene

1-fluoro-4-[4,5,5,5-tetrafluoro-2-iodo-4-(trifluoromethyl)pentyl]benzene

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; tert-butyl peroxyacetate In tert-butyl methyl ether at 20℃; for 12h; Schlenk technique; Inert atmosphere;92%
(η(5)-cyclopentadienyl)Rh(trimethylphosphane)2

(η(5)-cyclopentadienyl)Rh(trimethylphosphane)2

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

[Ru(η(4)-C5H5CF(CF3)2)(PMe3)2I]
185224-80-0

[Ru(η(4)-C5H5CF(CF3)2)(PMe3)2I]

Conditions
ConditionsYield
In tetrahydrofuran -78°C; elem. anal.;91%
In further solvent(s) (N2); using Schlenk techniques; treatment of RhCp(PMe3)2 with (CF3)2CFI; not isolated;
perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

4-tert-Butylphenylacetylene
772-38-3

4-tert-Butylphenylacetylene

3-(4-(tert-butyl)phenyl)-2-(perfluoropropan-2-yl)-2H-azirine

3-(4-(tert-butyl)phenyl)-2-(perfluoropropan-2-yl)-2H-azirine

Conditions
ConditionsYield
With tert.-butylhydroperoxide; trimethylsilylazide; iron(II) chloride In decane; acetonitrile at 70℃; for 3h; Schlenk technique; Inert atmosphere;91%

677-69-0Relevant articles and documents

Miller et al.

, p. 4105 (1961)

Addition of some unreactive fluoroalkanes to tetrafluoroethylene.: Direct catalytic synthesis of F-butene-2

Petrov, Viacheslav A.,Krespan, Carl G.

, p. 199 - 204 (2007/10/03)

Condensation of trifluoromethanes, CF3X (X=H, Cl, Br, I), with tetrafluorethylene to form the corresponding F-n-propyl adducts have been carried out with aluminum chlorofluoride as catalyst. Yields of C3F7I and C3F7Br are especially good, making these useful perfluoropropyl intermediates readily available. Details of the reactions, especially the presence of low percentages of perfluoroisopropyl iodide and bromide in the products, are accounted for by proposed mechanisms involving halonium intermediates. Longer-chain primary iodides can also be added to tetrafluoroethylene, but the final products are predominantly fluoroolefins, with pentafluoroethyl iodide as a byproduct. In the case of the addition of C2F5I to tetrafluoroethylene, conditions for an efficient, low temperature dimerization of terafluoroethylene to F-butene-2 catalyzed by a combination of C2F5I/aluminum chlorofluoride have been defined. Evidence for an unusual transfer of I+ from the iodonium derivative of F-butene-2 to tetrafluoroethylene is presented.

Transformations of F-Alkyl Iodides and Bromides Induced by Nickel(0) Carbonyl

Krespan, Carl G.,Dixon, David A.

, p. 36 - 43 (2007/10/03)

Adducts of primary F-alkyl iodides with nickel carbonyl are formed readily in donor solvents and pyrolyze at 100-150 °C to give olefinic coupling products in high yield. The mechanism proposed to account for the observed chemistry involves preferential α-elimination of fluorine with formation of a carbenoid species complex coordinated to nickel. Differences in reaction paths among several types of substrate halides are rationalized on the basis of polarization of the Ni-C bond in the adducts. Support for these proposals is provided by state-of-the-art calculations.

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