Iodobenzene diacetate supplier

Name
(Diacetoxyiodo)benzene
EINECS 221-808-1
CAS No. 3240-34-4
Article Data57
CAS DataBase
Density 1.6865 (estimate)
Solubility insoluble in water
Melting Point 161-163 °C(lit.)
Formula C₁₀H₁₁IO₄
Boiling Point 456.8ºC at 760 mmHg
Molecular Weight 322.099
Flash Point 230.1ºC
Transport Information UN 1479
Appearance white to light yellow crystal powder
Safety 22-24/25-37/39-26-36/37/39-27
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (Diacetoxyiodo)benzene;Iodosobenzene diacetate;PIA;
PSA 52.60000
LogP 2.31880

Synthetic route

: 2754-27-0
trimethylsilyl acetate

: 536-80-1
iodosylbenzene

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

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;	100%

: 591-50-4
iodobenzene

: 64-19-7
acetic acid

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

Conditions

Conditions	Yield
With sodium perborate; trifluorormethanesulfonic acid at 40 - 45℃; for 3h;	99%
With dipotassium peroxodisulfate; sulfuric acid at 25℃; for 2h;	95.7%
With lithium perchlorate In 2,2,2-trifluoroethanol at 20℃; for 7.5h; Electrochemical reaction;	94%

: 536-80-1
iodosylbenzene

: 64-19-7
acetic acid

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

Conditions

Conditions	Yield
at 23℃; for 1h;	99%

: 591-50-4
iodobenzene

: 75-07-0
acetaldehyde

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

Conditions

Conditions	Yield
With N-hydroxyphthalimide; cobalt(II) diacetate tetrahydrate; acetic acid at 20℃; for 1.5h; Reagent/catalyst; Time;	99%
With cobalt(II) chloride hexahydrate; oxygen; acetic acid at 23℃; under 760.051 Torr; for 5h; Reagent/catalyst; Sealed tube;	92%
With cobalt(II) chloride hexahydrate; oxygen In acetic acid at 23℃; under 760.051 Torr; for 5h; Solvent; Reagent/catalyst;	92%
With cobalt(II) chloride hexahydrate; oxygen In 1,2-dichloro-ethane at 23℃; under 760.051 Torr; for 1h; Kinetics; Solvent; Reagent/catalyst;

: 79-21-0
peracetic acid

: 591-50-4
iodobenzene

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

Conditions

Conditions	Yield
With acetic acid for 4h;	92%
With acetic acid at 23℃; for 7h;	92%
With sulfuric acid; dihydrogen peroxide; acetic acid In water 1.) 29-31 deg C, 65 min; 2.) 0 deg C, 75 min;	88.8%
With acetic acid at 20℃;

: 591-50-4
iodobenzene

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

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

Conditions

Conditions	Yield
With sodium peroxoborate tetrahydrate at 45℃;	91%
Stage #1: iodobenzene; acetic anhydride; acetic acid at 50℃; Stage #2: With sodium perborate tetrahydrate at 50℃; for 24.17h;
at 115 - 125℃; for 4h; Inert atmosphere;

...Expand

: 55962-05-5
[N-(p-tolylsulfonyl)imino]phenyliodinane

: 64-19-7
acetic acid

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

B: 70-55-3
toluene-4-sulfonamide

Conditions

Conditions	Yield
at 70℃; for 5h;	A 88% B 88%

...Expand

: 591-50-4
iodobenzene

: 108-24-7
acetic anhydride

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

Conditions

Conditions	Yield
Stage #1: acetic anhydride With dihydrogen peroxide In water at 40℃; for 4h; Stage #2: iodobenzene at 20 - 40℃;	83%
With sodium percarbonate; acetic acid In dichloromethane at 25 - 40℃; for 6.5h;	79%
With sodium periodate; sodium acetate In acetic acid for 2h; Heating;	73%

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

: 64-19-7
acetic acid

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

Conditions

Conditions	Yield
at 20℃; Flow reactor;	78%

: 64-19-7
acetic acid

: 71-43-2
benzene

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

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; sulfuric acid; iodine In dichloromethane at 40℃; for 20h;	73%
With dipotassium peroxodisulfate; sulfuric acid; iodine In 1,2-dichloro-ethane at 40℃; for 20h;	73%
Stage #1: acetic acid; benzene With sulfuric acid; iodine In 1,2-dichloro-ethane at 40℃; for 0.25h; Green chemistry; Stage #2: With dipotassium peroxodisulfate In 1,2-dichloro-ethane for 0.166667h; Green chemistry;

: 64-19-7
acetic acid

: 71-43-2
benzene

A: 591-50-4
iodobenzene

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

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; sulfuric acid; iodine In 1,2-dichloro-ethane at 40℃; for 20h;	A 66% B 21%

...Expand

: 591-50-4
iodobenzene

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

Conditions

Conditions	Yield
With peracetic acid In acetic acid	30%
Multi-step reaction with 2 steps 1: tetrabutylammonium tetrafluoroborate / Electrolysis; Flow reactor 2: 20 °C / Flow reactor View Scheme

: 4-acetoxy-4-tert-butyl-2,5-cyclohexadienone

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

B: 3233-32-7
hydroquinone monoacetate

C: 123-31-9
hydroquinone

D: 106-51-4
p-benzoquinone

Conditions

Conditions	Yield
With perchloric acid In water; acetonitrile at 30℃; pH=1.0; Kinetics; Further Variations:; pH-values; Reagents; Temperatures;

...Expand

: 428-76-2
bis(trifluoromethanesulfonyl)methane

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

: 132273-36-0
phenyliodonium bis(trifluoromethylsulfonyl)methylide

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%
In dichloromethane at 20℃; for 24h;	80%
In dichloromethane at 20℃; for 2h; Inert atmosphere;	73%
In dichloromethane for 24h; Ambient temperature;	71%
In dichloromethane at 20℃;

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

: 126-81-8
dimedone

: 35024-12-5
(4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 20℃; for 2h;	100%
In dichloromethane at 20℃; for 1.5h;	95%
In dichloromethane at 20℃; for 2h;	92%

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

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

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

Conditions

Conditions	Yield
In acetonitrile	100%
for 0.166667h;	97%
In acetonitrile at 20℃;	94%

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

: 120-46-7
1,3-diphenylpropanedione

: 128753-03-7
1,3-diphenyl-2-(phenyliodaneylidene)propane-1,3-dione

Conditions

Conditions	Yield
Stage #1: 1,3-diphenylpropanedione With potassium hydroxide In acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: [bis(acetoxy)iodo]benzene In acetonitrile at 0℃; for 0.333333h; Inert atmosphere; Stage #3: With water In acetonitrile for 0.0166667h; Inert atmosphere;	100%
With potassium hydroxide In methanol at 0℃; for 0.5h;	44%
With potassium hydroxide In methanol

: 100-02-7
4-nitro-phenol

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

: 72212-81-8
2-hydroxy-5-nitrodiphenyliodonium ylide

Conditions

Conditions	Yield
In methanol at 20℃; Inert atmosphere;	100%
In acetic acid

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

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

: 117560-06-2
3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide

Conditions

Conditions	Yield
In dichloromethane at 10 - 20℃; for 1h; Inert atmosphere;	100%
In chloroform at 20℃; for 5h;	91%
In chloroform at 0 - 20℃; for 5h;	89%

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

: 603-35-0
triphenylphosphine

: 100-46-9
benzylamine

A: 588-46-5
N-(phenylmethyl)acetamide

B: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
Stage #1: [bis(acetoxy)iodo]benzene; triphenylphosphine In chloroform for 1h; Heating; Stage #2: benzylamine In chloroform for 0.166667h;	A 94% B 100%

...Expand

: 5347-82-0
dimesylamine

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

: 1345824-07-8
acetoxy((N-mesyl)methanesulfonamidyl)iodosobenzene

Conditions

Conditions	Yield
In chlorobenzene at 55℃;	100%
In chlorobenzene at 55℃;	100%
In chlorobenzene at 55℃;	92%

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

: 3695-00-9
di(4-tosyl)amine

: 1345824-06-7
((4-methyl-N-tosylphenyl)sulfonamido)(phenyl)-λ3-iodanyl acetate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.5h;	100%
In dichloromethane at 20℃; for 0.5h;	100%
In dichloromethane at 25℃; for 3h;	93%
In dichloromethane at 20℃; for 0.5h;	92%

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

: 3650-78-0, 84878-00-2, 71205-17-9
methyl (E)-4-bromocinnamate

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

: syn-3-methoxy-3-oxo-1-(4-bromophenyl)propane-1,2-diyl diacetate

Conditions

Conditions	Yield
Stage #1: [bis(acetoxy)iodo]benzene; methyl (E)-4-bromocinnamate; acetic acid With boron trifluoride diethyl etherate In water at 20℃; for 20h; Stage #2: acetic anhydride In water at 20℃; optical yield given as %de; diastereoselective reaction;	100%

...Expand

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

: 3695-00-9
di(4-tosyl)amine

: 1414869-21-8
μ-oxo-bis[(4-methyl)-N-tosylbenzenesulfonamidyl(phenyl)iodine]

Conditions

Conditions	Yield
In chloroform; water at 20℃; for 4h;	100%
In chloroform; water at 25℃; for 2h;	90%

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

: 35896-48-1
1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one

: 1443036-49-4
1-phenyl-2-(phenyl-λ3-iodaneylidene)-2-((trifluoromethyl)sulfonyl)ethan-1-one

Conditions

Conditions	Yield
In acetonitrile at 0℃; for 2h; Inert atmosphere;	100%

: 5651-91-2
1,2-bis(prop-2-ynyloxy)benzene

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

: 1443212-46-1
3,3'-(1,2-phenylenebis(oxy))bis(2-oxopropane-3,1-diyl)diacetate

Conditions

Conditions	Yield
With silver(I) acetate In acetonitrile at 25℃; for 26h;	100%

: 88-67-5
2-Iodobenzoic acid

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

: 1829-26-1
1-acetoxy-1,2-benziodoxol-3-one

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 4h; Inert atmosphere;	100%
Stage #1: 2-Iodobenzoic acid; [bis(acetoxy)iodo]benzene In chloroform-d1 at 20℃; for 18h; Stage #2: With boron trifluoride diethyl etherate In chloroform-d1 at 20℃; for 67h;

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

: 99-76-3
methyl 4-hydroxylbenzoate

: C14H11IO3

Conditions

Conditions	Yield
In methanol at 20℃; Inert atmosphere;	100%

: 28478-46-8
methyl 4-hydroxy-2-methoxybenzoate

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

: C15H13IO4

Conditions

Conditions	Yield
In methanol at 20℃; Inert atmosphere;	100%

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

: 64-19-7
acetic acid

: 14205-39-1
methyl 3-aminocrotonate

: C13H16INO4

Conditions

Conditions	Yield
In 2,2,2-trifluoroethanol at 20℃; for 0.0833333h;	100%

...Expand

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

: 9-(5-O-benzyl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-chloro-2-(tritylamino)purine

: 9-(5-O-benzyl-3-deoxy-3-fluoro-2-oxo-β-D-ribofuranosyl)-6-chloro-2-(tritylamino)purine

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl In dichloromethane; acetic acid at 20℃; for 16h;	100%

: 591-80-0
pent-4-enoic acid

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

: 5904-80-3, 79580-69-1, 112607-21-3, 112709-12-3
(5-oxotetrahydrofuran-2-yl)methyl acetate

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In acetic acid at 80℃; for 17h;	99%
With tetrafluoroboric acid In acetic acid for 1h; Ambient temperature;	73%

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

: 122-00-9
para-methylacetophenone

: 65143-37-5
2-oxo-2-(4-tolyl)ethyl acetate

Conditions

Conditions	Yield
With acetic acid; scandium tris(trifluoromethanesulfonate) at 50℃; for 48h;	99%
With acetic anhydride; acetic acid

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

: 5350-57-2
benzophenone hydrazone

: 954-67-6
benzhydryl acetate

Conditions

Conditions	Yield
	99%

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

: 125486-96-6
2-(trimethylsilyl)ethanesulfonamide

: 236122-13-7
2-(trimethylsilyl)-N-(phenyl-λ3-iodanylidene)-ethanesulfonamide

Conditions

Conditions	Yield
With potassium hydroxide In methanol 1.) 0 deg C, 30 min, 2.) 20 deg C, 3 h;	99%

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

: 391609-32-8
N-benzyl-3-(4-hydroxy-3-methoxyphenyl)-propionamide

: 391609-36-2
6-acetoxy-4-(2-benzylcarbamoyl-ethyl)-6-methoxycyclohexa-2,4-dienone

Conditions

Conditions	Yield
In dichloromethane at -78℃; for 1h;	99%

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

: 5747-06-8
4-phenylpent-4-enoic acid

: acetic acid 2-benzyl-5-oxo-tetrahydrofuran-2-yl ester

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h;	99%
In dichloromethane	87%

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

: 1070239-37-0, 854159-07-2, 551938-25-1
R,S,R,S-[iron(II)(1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane)(OTf)](OTf)

: 75-05-8
acetonitrile

: acetonitrile(oxido)(1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane)iron(IV) bis(trifluoromethanesulfonate)

Conditions

Conditions	Yield
With NBu4BF4 In acetonitrile react. of Fe(II) complex with PhI(OAc)2 (1 equiv.) in CH3CN in the presence of NBu4BF4;	99%

...Expand

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

: 74-11-3
para-chlorobenzoic acid

: 65037-30-1
[bis-(p-chlorobenzoyloxy)iodo]benzene

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene Inert atmosphere;	99%
In methanol at 45℃; for 0.5h;	79%
In methanol at 45℃; for 0.5h;

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

: 1253203-13-2
2,5-dimethyl-1-tosylindolin-3-one

: 1253203-05-2
2,5-dimethyl-3-oxo-1-tosylindolin-2-yl acetate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide In 1,4-dioxane at 25℃;	99%

Iodobenzene diacetate Chemical Properties

Molecular Structure of Iodobenzene diacetate (CAS NO.3240-34-4):

IUPAC Name: [Acetyloxy(phenyl)-λ³-iodanyl] acetate
Canonical SMILES: CC(=O)OI(C1=CC=CC=C1)OC(=O)C
InChI: InChI=1S/C10H11IO4/c1-8(12)14-11(15-9(2)13)10-6-4-3-5-7-10/h3-7H,1-2H3
InChIKey: ZBIKORITPGTTGI-UHFFFAOYSA-N
Molecular Weight: 322.09641 [g/mol]
Molecular Formula: C₁₀H₁₁IO₄
XLogP3-AA: 2.8
H-Bond Donor: 0
H-Bond Acceptor: 4
EINECS: 221-808-1
Product Categories: Benzene derivatives; APIs; Hypervalent Iodine Compounds; Oxidation; Synthetic Organic Chemistry
Appearance: white to light yellow crystal powder
Melting Point: 161-163 °C(lit.)
Solubility: INSOLUBLE
Water Solubility: INSOLUBLE
Sensitive: Light Sensitive

Iodobenzene diacetate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02976,

Iodobenzene diacetate Consensus Reports

Reported in EPA TSCA Inventory.

Iodobenzene diacetate Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic fumes of I⁻.
Safety Information of Iodobenzene diacetate (CAS NO.3240-34-4):
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36/37/39-27
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S27:Take off immediately all contaminated clothing.
RIDADR: 1479
WGK Germany: 3
RTECS: DA3525000
Hazard Note: Irritant
HazardClass: 6.1(b)
PackingGroup: III

Iodobenzene diacetate Specification

Iodobenzene diacetate (CAS NO.3240-34-4), its Synonyms are (Diacetoxyiodo)benzene ; Benzene, (diacetoxyiodo)- ; Benzene, (dihydroxyiodo)-, diacetate ; Benzene, iodoso-, diacetate ; Bis(acetato)phenyliodine ; Phenyliodine diacetate ; Phenyliodine(III) diacetate ; Phenyliodo diacetate ; Phenyliodoso acetate ; Phenyliodoso diacetate ; Phenyliodosyl diacetate ; Iodine, bis(acetato-O)phenyl- (9CI) ; Iodine, bis(acetato-kappaO)phenyl- .

Product Name

(Diacetoxyiodo)benzene

Synthetic route

Iodobenzene diacetate Chemical Properties

Iodobenzene diacetate Toxicity Data With Reference

Iodobenzene diacetate Consensus Reports

Iodobenzene diacetate Safety Profile

Iodobenzene diacetate Specification

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