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2712-78-9 Usage

Chemical Properties

White to pale yellow crystalline powder

Uses

Different sources of media describe the Uses of 2712-78-9 differently. You can refer to the following data:
1. In oxidation, cyclization, dehydrogenation, and dearomatization reactions.
2. [Bis(trifluoroacetoxy)iodo]benzene acts as a reagent in Pummerer-like reactions. It plays an important role in the direct alfa-hydroxylation of ketones under acidic conditions. It is involved in the cyclization of styryl amines to N-alkyl or N-aryl indoles. It serves as a reagent for the chemoselective deprotection of dimethoxybenzyl ethers and tosyloxylation of anilides. Further, it is used in the synthesis of 1,3,4-oxadiazoles by the oxidation of N-acylhydrazones. In addition to this, it is employed in the Hofmann rearrangement for the conversion of cyclobutanecarboxamide to cyclobutylamine hydrochloride.

Purification Methods

Crystallise the iodo compound from warm trifluoroacetic acid and dry it over NaOH pellets. Recrystallise it also from Me2CO/pet ether. Its melting point depends on the heating rate. [Spyroudis & Varvoglis Synthesis 445 1975, application: Almond et al. Org Synth 66 132 1988.]

Check Digit Verification of cas no

The CAS Registry Mumber 2712-78-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,7,1 and 2 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2712-78:
(6*2)+(5*7)+(4*1)+(3*2)+(2*7)+(1*8)=79
79 % 10 = 9
So 2712-78-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H3F6IO4/c11-9(12,13)7(18)20-5-3-1-2-4(17)6(5)21-8(19)10(14,15)16/h1-3H

2712-78-9 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (B1175)  [Bis(trifluoroacetoxy)iodo]benzene  >97.0%(T)

  • 2712-78-9

  • 5g

  • 115.00CNY

  • Detail
  • TCI America

  • (B1175)  [Bis(trifluoroacetoxy)iodo]benzene  >97.0%(T)

  • 2712-78-9

  • 25g

  • 400.00CNY

  • Detail
  • Alfa Aesar

  • (L15141)  [Bis(trifluoroacetoxy)iodo]benzene, 97%   

  • 2712-78-9

  • 5g

  • 318.0CNY

  • Detail
  • Alfa Aesar

  • (L15141)  [Bis(trifluoroacetoxy)iodo]benzene, 97%   

  • 2712-78-9

  • 25g

  • 951.0CNY

  • Detail
  • Sigma-Aldrich

  • (15230)  [Bis(trifluoroacetoxy)iodo]benzene  purum, ≥95.0% (AT)

  • 2712-78-9

  • 15230-10G

  • 975.78CNY

  • Detail
  • Sigma-Aldrich

  • (15230)  [Bis(trifluoroacetoxy)iodo]benzene  purum, ≥95.0% (AT)

  • 2712-78-9

  • 15230-50G

  • 3,279.51CNY

  • Detail
  • Aldrich

  • (232130)  [Bis(trifluoroacetoxy)iodo]benzene  97%

  • 2712-78-9

  • 232130-10G

  • 533.52CNY

  • Detail
  • Aldrich

  • (232130)  [Bis(trifluoroacetoxy)iodo]benzene  97%

  • 2712-78-9

  • 232130-50G

  • 2,626.65CNY

  • Detail

2712-78-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name [phenyl-(2,2,2-trifluoroacetyl)oxy-λ<sup>3</sup>-iodanyl] 2,2,2-trifluoroacetate

1.2 Other means of identification

Product number -
Other names Phenylbis(trifluoroacetato-O)iodine

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:2712-78-9 SDS

2712-78-9Synthetic route

trimethylsilyl trifluoroacetate
400-53-3

trimethylsilyl trifluoroacetate

iodosylbenzene
536-80-1

iodosylbenzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
In dichloromethane Ambient temperature;100%
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
at 20℃; for 1h;98%
at 55℃; for 1h; Inert atmosphere;82%
at 50 - 55℃;78.5%
iodobenzene
591-50-4

iodobenzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With Oxone In chloroform at 20℃; for 1.2h;97%
With Oxone In chloroform at 20℃; for 48h; Inert atmosphere; Cooling with ice;83%
Stage #1: iodobenzene With sodium hypochlorite pentahydrate; acetic acid In acetonitrile at 20℃; for 0.166667h;
Stage #2: trifluoroacetic acid In chlorobenzene
83%
iodobenzene
591-50-4

iodobenzene

trifluoroacetyl peroxide
359-48-8

trifluoroacetyl peroxide

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
In dichloromethane at -40 - 20℃; for 8h;96%
(Dichloroiodo)benzene
932-72-9

(Dichloroiodo)benzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With mercury(II) oxide In chloroform for 0.25h; Ambient temperature;94%
μ-trifluoroacetoxy-[hexa(trifluoroacetoxy)iodate(III)] nitrosium salt

μ-trifluoroacetoxy-[hexa(trifluoroacetoxy)iodate(III)] nitrosium salt

benzene
71-43-2

benzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With trifluoroacetic acid; trifluoroacetic anhydride at -40 - 0℃; for 3h;88%
iodobenzene
591-50-4

iodobenzene

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With sodium percarbonate In dichloromethane at 0 - 25℃; for 20h;87%
phenylbis(2,2,2-trifluoroethoxy)- λ3-iodane

phenylbis(2,2,2-trifluoroethoxy)- λ3-iodane

trifluoroacetic acid
76-05-1

trifluoroacetic acid

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
at 20℃; Flow reactor;78%
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With nitric acid; acetic anhydride In dichloromethane at -20℃;60%
iodobenzene
591-50-4

iodobenzene

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

μ-oxo
118311-30-1

μ-oxo

C

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With nitric acid; acetic anhydride In dichloromethane at -20℃; for 0.666667h;A n/a
B 2.5%
C 2 g
With nitric acid; acetic anhydride In dichloromethane at -20℃; for 0.666667h; Product distribution; variation of temperature, reagent, time;A n/a
B 2.5%
C 2 g
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With trifluoroacetic anhydride In chloroform
In chloroform; trifluoroacetic acid
iodine tris(trifluoroacetate)
14353-86-7

iodine tris(trifluoroacetate)

benzene
71-43-2

benzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With trifluoroacetic acid; trifluoroacetic anhydride
iodobenzene
591-50-4

iodobenzene

4-CF3C6H4COCr(CO)5(1-)NMe4(1+)

4-CF3C6H4COCr(CO)5(1-)NMe4(1+)

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30percent H2O2
View Scheme
cyclopropylbenzene
873-49-4

cyclopropylbenzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (bistrifluoroacetoxyiodo)benzene / nitromethane / 1 h / 20 °C
2: 30percent H2O2
View Scheme
iodobenzene
591-50-4

iodobenzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88.8 percent / acetic acid, H2O2, H2SO4 / H2O / 1.) 29-31 deg C, 65 min; 2.) 0 deg C, 75 min
2: 78.5 percent / 50 - 55 °C
View Scheme
Multi-step reaction with 2 steps
1: Cl2 / CHCl3
2: 94 percent / HgO / CHCl3 / 0.25 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: sodium hypochlorite pentahydrate / 0.17 h / 20 °C
2: chlorobenzene; dichloromethane / 0.17 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrabutylammonium tetrafluoroborate / Electrolysis; Flow reactor
2: 20 °C / Flow reactor
View Scheme
iodobenzene
591-50-4

iodobenzene

[bis(trifluoroacetoxy)iodo]-2,3,5,6-tetrafluoro-4-trifluoromethyl-benzene
1227710-53-3

[bis(trifluoroacetoxy)iodo]-2,3,5,6-tetrafluoro-4-trifluoromethyl-benzene

A

iodo-2,3,5,6-tetrafluoro-4-trifluoromethyl-benzene
61794-43-2

iodo-2,3,5,6-tetrafluoro-4-trifluoromethyl-benzene

B

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With dimethylsulfoxide-d6 at 20℃; for 3.41667h; Inert atmosphere;
iodobenzene
591-50-4

iodobenzene

iodopentafluorobenzene bis(trifluoroacetate)
14353-88-9

iodopentafluorobenzene bis(trifluoroacetate)

A

1,2,3,4,5-pentafluoro-6-iodobenzene
827-15-6

1,2,3,4,5-pentafluoro-6-iodobenzene

B

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
With dimethylsulfoxide-d6 at 20℃; for 1.58333h; Inert atmosphere;
phenyltrimethylgermane
1626-00-2

phenyltrimethylgermane

C6F9IO6*C2F3NO3

C6F9IO6*C2F3NO3

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
In chloroform-d1 at -20℃; for 7h; Inert atmosphere;
trimethylphenylsilane
768-32-1

trimethylphenylsilane

2C6F9IO6*NO(1+)*C2F3O2(1-)

2C6F9IO6*NO(1+)*C2F3O2(1-)

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

Conditions
ConditionsYield
In dichloromethane at -40℃; for 16h; Inert atmosphere;
bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

methyl (S)-(-)-3-[(N-benzyl-N-benzyloxycarbonyl)amino]-4-carbamoylbutanoate
496881-81-3

methyl (S)-(-)-3-[(N-benzyl-N-benzyloxycarbonyl)amino]-4-carbamoylbutanoate

methyl (R)-(+)-4-amino-3-[(N-benzyl-N-benzyloxycarbonyl)amino]butanoate trifluoroacetate

methyl (R)-(+)-4-amino-3-[(N-benzyl-N-benzyloxycarbonyl)amino]butanoate trifluoroacetate

Conditions
ConditionsYield
In water; acetonitrile at 20℃; for 12h;100%
BO2(C(CH3)2)2(C6H2OH)(CH2CH2CH2CH3)2
1289448-16-3

BO2(C(CH3)2)2(C6H2OH)(CH2CH2CH2CH3)2

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

BO2(C(CH3)2)2(C6HO2)(CH2CH2CH2CH3)2
1289448-66-3

BO2(C(CH3)2)2(C6HO2)(CH2CH2CH2CH3)2

Conditions
ConditionsYield
In dichloromethane; acetonitrile phenol oxidized by PIFA (CH3CN, CH2Cl2); 0°C for 2 h;100%
1,4-bis-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene
5565-36-6

1,4-bis-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene

m-xylene
108-38-3

m-xylene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

C14H14I(1+)*C2F3O2(1-)
1417418-28-0

C14H14I(1+)*C2F3O2(1-)

Conditions
ConditionsYield
With air In dichloromethane at 20℃; for 6h; regioselective reaction;100%
methyl(trifluoroacetato)(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II)

methyl(trifluoroacetato)(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II)

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

bis(trifluoroacetato)(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II)

bis(trifluoroacetato)(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;100%
C26H33N3O7
956345-31-6

C26H33N3O7

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

C25H33N3O6*CF3COOH

C25H33N3O6*CF3COOH

Conditions
ConditionsYield
In water; acetonitrile at 20℃; Hofmann rearrangement;99%
2-methyl-2-(3-nitrophenyl)propanamide
103151-23-1

2-methyl-2-(3-nitrophenyl)propanamide

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

2-(3-nitrophenyl)propan-2-amine
1030137-68-8

2-(3-nitrophenyl)propan-2-amine

Conditions
ConditionsYield
In water; acetonitrile at 20℃; for 18h;99%
(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

phenyltrifluoromethyl trifluoroacetoxy iodane

phenyltrifluoromethyl trifluoroacetoxy iodane

Conditions
ConditionsYield
With potassium fluoride In acetonitrile at -45℃; for 24h; Inert atmosphere;99%
C24H24BF2NO5

C24H24BF2NO5

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

C30H28BF2INO5(1+)*C2F3O2(1-)

C30H28BF2INO5(1+)*C2F3O2(1-)

Conditions
ConditionsYield
Stage #1: C24H24BF2NO5; bis-[(trifluoroacetoxy)iodo]benzene at 0℃; for 0.25h;
Stage #2: With triethylamine In tetrahydrofuran at 0℃; for 6h;
99%
4-methoxyphenylcyclopropane
4030-17-5

4-methoxyphenylcyclopropane

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

1,3-bis(trifluoroacetoxy)-1-(p-methoxyphenyl)propane
79415-36-4

1,3-bis(trifluoroacetoxy)-1-(p-methoxyphenyl)propane

Conditions
ConditionsYield
In chloroform; trifluoroacetic acid at -10℃; for 1h;98%
With toluene-4-sulfonamide In dichloromethane at 22℃; Inert atmosphere; Darkness;
N-(1,3-dioxoisoindolin-2-yl)-3,3-dimethylpent-4-enamide
1031697-71-8

N-(1,3-dioxoisoindolin-2-yl)-3,3-dimethylpent-4-enamide

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

[1-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-5-oxopyrrolidin-2-yl]methyl trifluoroacetate
1031697-83-2

[1-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-5-oxopyrrolidin-2-yl]methyl trifluoroacetate

Conditions
ConditionsYield
In chloroform for 0.5h; Heating;98%
10-camphorsufonic acid
5872-08-2

10-camphorsufonic acid

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

[di((camphorsulfonyl)oxy)iodo]benzene

[di((camphorsulfonyl)oxy)iodo]benzene

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h; Inert atmosphere;98%
bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III)
91879-79-7

μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III)

Conditions
ConditionsYield
With potassium tert-butylate In dichloromethane for 1h; Ambient temperature;97%
With potassium tert-butylate In chloroform at 20℃; for 1h;97%
With potassium tert-butylate In dichloromethane at 20℃; for 1h;90%
In pyridine; water; acetonitrile
bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

1,3-Dimethoxybenzene
151-10-0

1,3-Dimethoxybenzene

(2,4-dimethoxy-phenyl)-phenyl-iodonium; trifluoro-acetate

(2,4-dimethoxy-phenyl)-phenyl-iodonium; trifluoro-acetate

Conditions
ConditionsYield
In methanol; water at 20℃; for 2h;97%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

[hydroxy(tosyloxy)iodo]benzene
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

Conditions
ConditionsYield
for 0.166667h;97%
N-(1,3-dioxoisoindolin-2-yl)cyclohex-3-enecarboxamide
1031697-66-1

N-(1,3-dioxoisoindolin-2-yl)cyclohex-3-enecarboxamide

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

6-(1,3-dioxoisoindolin-2-yl)-7-oxo-6-azabicyclo[3.2.1]octan-4-yl trifluoroacetate
1031697-75-2

6-(1,3-dioxoisoindolin-2-yl)-7-oxo-6-azabicyclo[3.2.1]octan-4-yl trifluoroacetate

Conditions
ConditionsYield
In chloroform for 0.5h; Heating;97%
bis(4-methoxyphenyl)ditelluride
35684-37-8

bis(4-methoxyphenyl)ditelluride

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

C9H7F3O4Te

C9H7F3O4Te

Conditions
ConditionsYield
In dichloromethane for 0.25h; Ambient temperature;96%
C34H45N3O5Si
956345-33-8

C34H45N3O5Si

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

C33H45N3O4Si*CF3COOH

C33H45N3O4Si*CF3COOH

Conditions
ConditionsYield
In water; acetonitrile at 20℃; Hofmann rearrangement;96%
1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine-4-carboxamide
427886-01-9

1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine-4-carboxamide

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

4-(Ethoxycarbonylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine
427886-11-1

4-(Ethoxycarbonylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

Conditions
ConditionsYield
With ethanol In acetonitrile at 20℃;96%
ethylbenzene
100-41-4

ethylbenzene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

1-phenylethyl 2,2,2-trifluoroacetate
1524-12-5

1-phenylethyl 2,2,2-trifluoroacetate

Conditions
ConditionsYield
In benzene at 20℃; for 12h; Solvent; Irradiation;96%
C16H28AuN4(1+)*BF4(1-)

C16H28AuN4(1+)*BF4(1-)

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

C20H28AuF6N4O4(1+)*BF4(1-)

C20H28AuF6N4O4(1+)*BF4(1-)

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 60℃; for 6h;96%
1-(Trimethylsilyloxy)cyclohexene
6651-36-1

1-(Trimethylsilyloxy)cyclohexene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

α-<(trifluoroacetyl)oxy>cyclohexanone
66197-69-1

α-<(trifluoroacetyl)oxy>cyclohexanone

Conditions
ConditionsYield
In acetonitrile at -40 - 20℃; for 12h; Inert atmosphere;95%
With pyridine In chloroform for 2h; Ambient temperature;60 % Chromat.
2-(4-bromophenoxy)acetic acid sodium salt
10265-68-6

2-(4-bromophenoxy)acetic acid sodium salt

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

benzene

benzene

Conditions
ConditionsYield
In acetonitrile for 24h; Ambient temperature;95%
bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

(2-methyl-4-methoxyphenyl)phenyliodonium trifluoroacetate

(2-methyl-4-methoxyphenyl)phenyliodonium trifluoroacetate

Conditions
ConditionsYield
In methanol; water at 20℃; for 2h;95%
With trifluoroacetic acid
{(S)-1-[(S)-1-((R)-2-{(R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoylamino]-2-carbamoyl-ethyldisulfanyl}-1-carbamoyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(S)-1-((R)-2-{(R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoylamino]-2-carbamoyl-ethyldisulfanyl}-1-carbamoyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

2 di(trifluoroacetate)

2 di(trifluoroacetate)

Conditions
ConditionsYield
With pyridine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;95%
17-acetoxy-3-<<(trifluoromethyl)sulfonyl>oxy>-11β-methoxyestra-1,3,5(10),16-tetraene
129000-44-8

17-acetoxy-3-<<(trifluoromethyl)sulfonyl>oxy>-11β-methoxyestra-1,3,5(10),16-tetraene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

16β-(trifluoroacetoxy)-3-<<(trifluoromethyl)sulfonyl>oxy>-11β-methoxyestra-1,3,5(10)-trien-17-one
129000-46-0

16β-(trifluoroacetoxy)-3-<<(trifluoromethyl)sulfonyl>oxy>-11β-methoxyestra-1,3,5(10)-trien-17-one

Conditions
ConditionsYield
In dichloromethane; acetonitrile for 12h; Ambient temperature;94%

2712-78-9Relevant articles and documents

SECONDARY BONDING. PART 13. ARYL-TELLURIUM(IV) AND -IODINE(III) ACETATES AND TRIFLUOROACETATES. THE CRYSTAL AND MOLECULAR STRUCTURES OF BIS-(p-METHOXYPHENYL)TELLURIUM DIACETATE, μ-OXO-BIS HYDRATE, AND BENZENE

Alcock, Nathaniel W.,Harrison, W. David,Howes, Colin

, p. 1709 - 1716 (1984)

The crystal and molecular structures of the title compounds have been determined from diffractometer data by the heavy-atom method, and their preparations are described.Crystals of (p-MeOC6H4)2Te(O2CMe)2 (1) are monoclinic, space group P21/c, with unit-cell dimensions a = 9.529(2), b = 11.984(2), c = 17.035(2) Angstroem, β = 101.70(2) deg, Z = 4, and for 3033 observed reflections (I/?(I) > 3.0), R = 0.022.Crystals of 2O >2*H2O (2) are triclinic, space group , with unit-cell dimensions a = 13.988(3), b= 14.287(3), c = 15.689(3) Angstroem, α = 80.40(2), β = 81.89(2), γ = 86.65(2) deg, Z = 2, and for 5290 observed reflections, R = 0.042.Crystals of PhI(O2CCF3)2 (3) are triclinic, spacegroup , with unit-cell dimensions a = 9.787(4), b= 9.055(3), c = 7.674(3) Angstroem, α = 91.45(3), β = 99.78(3), γ = 89.21(3) deg, Z = 2, and for 2104 observed reflections, R = 0.037.All three compounds have pseudo-trigonal-bipyramidal primary geometry , and form secondary bonds to give pentagonal planar systems around Te and I, also with linear C-Te...O systems.In the light of these results, previously published tellurium nitrate structures are re-interpreted.

Easy preparation of [bis(trifluoroacetoxy)iodo]arenes from iodoarenes, with sodium percarbonate as the oxidant

Kazmierczak, Pawel,Skulski, Lech

, p. 810 - 812 (2002)

Easy and effective preparations of the nearly pure [bis(trifluoroacetoxy) iodo]arenes, ArI(OCOCF)3, from some iodoarenes, ArI, are reported, using an anhydrous) sodium (percarbonate/(CF3CO)2O/CH 2Cl2 system. The colorless, freshly prepared (ArI(OCOCF)3)2 thus obtained were 98-99% pure (by iodometry).

-

Parham,Loudon

, p. 1 (1978)

-

Direct and convenient synthesis of [bis(trifluoroacetoxy)iodo]arenes from iodoarenes

Hossain, Delwar,Kitamura, Tsugio

, p. 142 - 144 (2006)

An easy, safe, and effective method for preparing [bis-(trifluoroacetoxy) iodo]arenes, ArI(OCOCF3)2, in high yields from some iodoarenes are reported, using a K2S2O8/CF 3COOH/CH2Cl2 system. This procedure avoids the use of high temperature and severe reaction conditions.

Catalytic Highly Regioselective C-H Oxygenation Using Water as the Oxygen Source: Preparation of 17O/18O-Isotope-Labeled Compounds

Doiuchi, Daiki,Uchida, Tatsuya

supporting information, p. 7301 - 7305 (2021/10/01)

We found that the oxygen atom of water is activated to iodosylbenzene derivatives via reversible hydrolysis of PhI(OOCR)2 and can be used to the oxygen source for ruthenium(bpga)-catalyzed site-selective C-H oxygenation. Ru(bpga)/PhI(OOCR)2/H2O system, sterically less bulky methinic and methylenic C-H bonds in various compounds can be converted to desired oxygen functional groups in a site-selective manner. Using this method, oxygen-isotope labeled compounds such as d-[3-17O/18O]-mannose can be prepared in a multigram scale.

Direct C-H α-Arylation of Enones with ArI(O2CR)2 Reagents

Sousa E Silva, Felipe Cesar,Van, Nguyen T.,Wengryniuk, Sarah E.

supporting information, p. 64 - 69 (2020/01/22)

α-Arylation of α,β-unsaturated ketones constitutes a powerful synthetic transformation. It is most commonly achieved via cross-coupling of α-haloenones, but this stepwise strategy requires prefunctionalized substrates and expensive catalysts. Direct enone C-H α-arylation would offer an atom- and step-economical alternative, but such reports are scarce. Herein we report the metal-free direct C-H arylation of enones mediated by hypervalent iodine reagents. The reaction proceeds via a reductive iodonium Claisen rearrangement of in situ-generated β-pyridinium silyl enol ethers. The aryl groups are derived from ArI(O2CCF3)2 reagents, which are readily accessed from the parent iodoarenes. The reaction is tolerant of a wide range of substitution patterns, and the incorporated arenes maintain the valuable iodine functional handle. Mechanistic investigations implicate arylation via an umpoled "enolonium" species and show that the presence of a β-pyridinium moiety is critical for the desired C-C bond formation.

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