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3240-34-4

Basic Information
CAS No.: 3240-34-4
Name: (Diacetoxyiodo)benzene
Article Data: 57
Molecular Structure:
Molecular Structure of 3240-34-4 ((Diacetoxyiodo)benzene)
Formula: C10H11IO4
Molecular Weight: 322.099
Synonyms: (Diacetoxyiodo)benzene;Iodosobenzene diacetate;PIA;
EINECS: 221-808-1
Density: 1.6865 (estimate)
Melting Point: 161-163 °C(lit.)
Boiling Point: 456.8ºC at 760 mmHg
Flash Point: 230.1ºC
Solubility: insoluble in water
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-37/39-26-36/37/39-27
Transport Information: UN 1479
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
ConditionsYield
In dichloromethane Ambient temperature;100%
591-50-4

iodobenzene

64-19-7

acetic acid

3240-34-4

[bis(acetoxy)iodo]benzene

Conditions
ConditionsYield
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
ConditionsYield
at 23℃; for 1h;99%
591-50-4

iodobenzene

75-07-0

acetaldehyde

3240-34-4

[bis(acetoxy)iodo]benzene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;
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
ConditionsYield
at 70℃; for 5h;A 88%
B 88%
591-50-4

iodobenzene

108-24-7

acetic anhydride

3240-34-4

[bis(acetoxy)iodo]benzene

Conditions
ConditionsYield
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
ConditionsYield
at 20℃; Flow reactor;78%
64-19-7

acetic acid

71-43-2

benzene

3240-34-4

[bis(acetoxy)iodo]benzene

Conditions
ConditionsYield
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;
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Chemistry

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

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,

Consensus Reports

Reported in EPA TSCA Inventory.

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: IrritantXi
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

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- .