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| CAS No.: | 3240-34-4 |
|---|---|
| Name: | (Diacetoxyiodo)benzene |
| Article Data: | 57 |
| Molecular Structure: | |
|
|
|
| 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: |
 Xi
|
| 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 |
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| Conditions | Yield |
|---|---|
| In dichloromethane Ambient temperature; | 100% |
| 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% |
| Conditions | Yield |
|---|---|
| at 23℃; for 1h; | 99% |
| 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; |
| 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℃; |
| 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; | |
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A
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B
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| Conditions | Yield |
|---|---|
| at 70℃; for 5h; | A 88% B 88% |
| 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% |
| Conditions | Yield |
|---|---|
| at 20℃; Flow reactor; | 78% |
| 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; |
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Chemistry
Molecular Structure of Iodobenzene diacetate (CAS NO.3240-34-4):
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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: 
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
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- .