[Bis(trifluoroacetoxy)iodo]benzene supplier

Name
[Bis(trifluoroacetoxy)iodo]benzene
EINECS 220-308-0
CAS No. 2712-78-9
Article Data42
CAS DataBase
Density 1.95g/cm3
Solubility insoluble in water
Melting Point 121-125 °C(lit.)
Formula C₁₀H₅F₆IO₄
Boiling Point 267.573oC at 760 mmHg
Molecular Weight 430.042
Flash Point 115.624oC
Transport Information
Appearance White to pale yellow crystalline powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Iodine, phenylbis(trifluoroacetato-kO)- (9CI);BTIB;Bis(trifluoroacetoxy)iodobenzene;Iodobenzene bis(trifluoroacetate);PIFA;Phenyliodine bis(trifluoroacetate);Iodine,phenylbis(2,2,2-trifluoroacetato-kO)-;
PSA 52.60000
LogP 3.40360

Synthetic route

: 400-53-3
trimethylsilyl trifluoroacetate

: 536-80-1
iodosylbenzene

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

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;	100%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 76-05-1
trifluoroacetic acid

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

Conditions

Conditions	Yield
at 20℃; for 1h;	98%
at 55℃; for 1h; Inert atmosphere;	82%
at 50 - 55℃;	78.5%

: 591-50-4
iodobenzene

: 76-05-1
trifluoroacetic acid

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

Conditions

Conditions	Yield
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%

: 591-50-4
iodobenzene

: 359-48-8
trifluoroacetyl peroxide

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

Conditions

Conditions	Yield
In dichloromethane at -40 - 20℃; for 8h;	96%

: 932-72-9
(Dichloroiodo)benzene

: 76-05-1
trifluoroacetic acid

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

Conditions

Conditions	Yield
With mercury(II) oxide In chloroform for 0.25h; Ambient temperature;	94%

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

: 71-43-2
benzene

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

Conditions

Conditions	Yield
With trifluoroacetic acid; trifluoroacetic anhydride at -40 - 0℃; for 3h;	88%

: 591-50-4
iodobenzene

: 407-25-0
trifluoroacetic anhydride

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

Conditions

Conditions	Yield
With sodium percarbonate In dichloromethane at 0 - 25℃; for 20h;	87%

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

: 76-05-1
trifluoroacetic acid

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

Conditions

Conditions	Yield
at 20℃; Flow reactor;	78%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 407-25-0
trifluoroacetic anhydride

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

Conditions

Conditions	Yield
With nitric acid; acetic anhydride In dichloromethane at -20℃;	60%

: 591-50-4
iodobenzene

: 407-25-0
trifluoroacetic anhydride

A: 636-98-6
p-nitrobenzene iodide

B: 118311-30-1
μ-oxo

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

Conditions

Conditions	Yield
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

...Expand

: 3240-34-4
[bis(acetoxy)iodo]benzene

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

Conditions

Conditions	Yield
With trifluoroacetic anhydride In chloroform
In chloroform; trifluoroacetic acid

: 14353-86-7
iodine tris(trifluoroacetate)

: 71-43-2
benzene

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

Conditions

Conditions	Yield
With trifluoroacetic acid; trifluoroacetic anhydride

: 591-50-4
iodobenzene

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 30percent H2O2 View Scheme

: 873-49-4
cyclopropylbenzene

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

Conditions

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

: 591-50-4
iodobenzene

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

Conditions

Conditions	Yield
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

: 591-50-4
iodobenzene

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

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

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

Conditions

Conditions	Yield
With dimethylsulfoxide-d6 at 20℃; for 3.41667h; Inert atmosphere;

...Expand

: 591-50-4
iodobenzene

: 14353-88-9
iodopentafluorobenzene bis(trifluoroacetate)

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

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

Conditions

Conditions	Yield
With dimethylsulfoxide-d6 at 20℃; for 1.58333h; Inert atmosphere;

...Expand

: 1626-00-2
phenyltrimethylgermane

: C6F9IO6*C2F3NO3

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

Conditions

Conditions	Yield
In chloroform-d1 at -20℃; for 7h; Inert atmosphere;

: 768-32-1
trimethylphenylsilane

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

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

Conditions

Conditions	Yield
In dichloromethane at -40℃; for 16h; Inert atmosphere;

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

: 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

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; for 12h;	100%

: 1289448-16-3
BO2(C(CH3)2)2(C6H2OH)(CH2CH2CH2CH3)2

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

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

Conditions

Conditions	Yield
In dichloromethane; acetonitrile phenol oxidized by PIFA (CH3CN, CH2Cl2); 0°C for 2 h;	100%

: 5565-36-6
1,4-bis-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene

: 108-38-3
m-xylene

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

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

Conditions

Conditions	Yield
With air In dichloromethane at 20℃; for 6h; regioselective reaction;	100%

...Expand

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

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

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

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	100%

: 956345-31-6
C26H33N3O7

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

: C25H33N3O6*CF3COOH

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; Hofmann rearrangement;	99%

: 103151-23-1
2-methyl-2-(3-nitrophenyl)propanamide

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

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

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; for 18h;	99%

: 81290-20-2
(trifluoromethyl)trimethylsilane

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

: phenyltrifluoromethyl trifluoroacetoxy iodane

Conditions

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

: C24H24BF2NO5

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

: C30H28BF2INO5(1+)*C2F3O2(1-)

Conditions

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

: 4030-17-5
4-methoxyphenylcyclopropane

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

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

Conditions

Conditions	Yield
In chloroform; trifluoroacetic acid at -10℃; for 1h;	98%
With toluene-4-sulfonamide In dichloromethane at 22℃; Inert atmosphere; Darkness;

: 1031697-71-8
N-(1,3-dioxoisoindolin-2-yl)-3,3-dimethylpent-4-enamide

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

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

Conditions

Conditions	Yield
In chloroform for 0.5h; Heating;	98%

: 5872-08-2
10-camphorsufonic acid

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

: [di((camphorsulfonyl)oxy)iodo]benzene

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 3h; Inert atmosphere;	98%

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

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

Conditions

Conditions	Yield
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

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

: 151-10-0
1,3-Dimethoxybenzene

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

Conditions

Conditions	Yield
In methanol; water at 20℃; for 2h;	97%

: 104-15-4
toluene-4-sulfonic acid

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

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

Conditions

Conditions	Yield
for 0.166667h;	97%

: 1031697-66-1
N-(1,3-dioxoisoindolin-2-yl)cyclohex-3-enecarboxamide

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

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

Conditions

Conditions	Yield
In chloroform for 0.5h; Heating;	97%

: 35684-37-8
bis(4-methoxyphenyl)ditelluride

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

: C9H7F3O4Te

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Ambient temperature;	96%

: 956345-33-8
C34H45N3O5Si

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

: C33H45N3O4Si*CF3COOH

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; Hofmann rearrangement;	96%

: 427886-01-9
1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine-4-carboxamide

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

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

Conditions

Conditions	Yield
With ethanol In acetonitrile at 20℃;	96%

: 100-41-4
ethylbenzene

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

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

Conditions

Conditions	Yield
In benzene at 20℃; for 12h; Solvent; Irradiation;	96%

: C16H28AuN4(1+)*BF4(1-)

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

: C20H28AuF6N4O4(1+)*BF4(1-)

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 60℃; for 6h;	96%

: 6651-36-1
1-(Trimethylsilyloxy)cyclohexene

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

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

Conditions

Conditions	Yield
In acetonitrile at -40 - 20℃; for 12h; Inert atmosphere;	95%
With pyridine In chloroform for 2h; Ambient temperature;	60 % Chromat.

: 10265-68-6
2-(4-bromophenoxy)acetic acid sodium salt

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

: benzene

Conditions

Conditions	Yield
In acetonitrile for 24h; Ambient temperature;	95%

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

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

: (2-methyl-4-methoxyphenyl)phenyliodonium trifluoroacetate

Conditions

Conditions	Yield
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

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

: 2 di(trifluoroacetate)

Conditions

Conditions	Yield
With pyridine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;	95%

: 129000-44-8
17-acetoxy-3-<<(trifluoromethyl)sulfonyl>oxy>-11β-methoxyestra-1,3,5(10),16-tetraene

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

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

Conditions

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

[Bis(trifluoroacetoxy)iodo]benzene Chemical Properties

Molecular Structure of [Bis(trifluoroacetoxy)iodo]benzene (CAS NO.2712-78-9):

IUPAC Name: [Phenyl-(2,2,2-trifluoroacetyl)oxy-λ³-iodanyl]2,2,2-trifluoroacetate
Canonical SMILES: C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F
InChI: InChI=1S/C10H5F6IO4/c11-9(12,13)7(18)20-17(6-4-2-1-3-5-6)21-8(19)10(14,15)16/h1-5H
InChIKey: PEZNEXFPRSOYPL-UHFFFAOYSA-N
Molecular Weight: 430.039189 [g/mol]
Molecular Formula: C₁₀H₅F₆IO₄
XLogP3-AA: 5
H-Bond Donor: 0
H-Bond Acceptor: 10
EINECS: 220-308-0
Appearance: White to pale yellow crystalline powder
Melting Point: 121-125 °C(lit.)
storage temp.: Keep Cold
Water Solubility: insoluble
Sensitive: Moisture & Light Sensitive

[Bis(trifluoroacetoxy)iodo]benzene Safety Profile

Safety Information of [Bis(trifluoroacetoxy)iodo]benzene (CAS NO.2712-78-9):
Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
F: 4.10-8-9-21
F 4: Do not heat over 100 °C.
F 8: Photosensitive.
F 9: Keep under nitrogen.
F 21: Sensitive to humidity.
Hazard Note: Irritant/Keep Cold

[Bis(trifluoroacetoxy)iodo]benzene Specification

[Bis(trifluoroacetoxy)iodo]benzene (CAS NO.2712-78-9), its Synonyms are Iodine, phenylbis(trifluoroacetato-O)- ; Phenylbis(trifluoroacetato-O)iodine ; Bis(I,I-trifluoroacetoxy)iodobenzene ; BTI ; Phenyliodine(III)bis(trifluoroacetate) ; Benzene,[bis(trifluoroacetoxy)iodo]- (7CI,8CI) ; Iodine, phenylbis(trifluoroacetato-kO)- (9CI) .

Product Name

[Bis(trifluoroacetoxy)iodo]benzene

Synthetic route

[Bis(trifluoroacetoxy)iodo]benzene Chemical Properties

[Bis(trifluoroacetoxy)iodo]benzene Safety Profile

[Bis(trifluoroacetoxy)iodo]benzene Specification

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