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305-85-1

Basic Information
CAS No.: 305-85-1
Name: 2,6-Diiodo-4-nitrophenol
Article Data: 39
Molecular Structure:
Molecular Structure of 305-85-1 (2,6-Diiodo-4-nitrophenol)
Formula: C6H3I2NO3
Molecular Weight: 390.904
Synonyms: 4-Nitro-2,6-diiodophenol;Ancylol;Disofen;Disophenol;Iodofen;Iodophen;Syngamix;
EINECS: 206-170-4
Density: 2.717 g/cm3
Melting Point: 152-154 °C(lit.)
Boiling Point: 310.6 °C at 760 mmHg
Flash Point: 141.6 °C
Solubility: very sparingly soluble in water
Appearance: yellow crystalline solid
Hazard Symbols: HarmfulXn, ToxicT
Risk Codes: 20/21/22-36/37/38-25
Safety: 26-28-36/37/39-45-28A
Transport Information: UN 2811 6.1/PG 3
PSA: 66.05000
LogP: 3.03280
Synthetic route
100-02-7

4-nitro-phenol

305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With hydrogenchloride; potassium iodate; potassium iodide In methanol; water at 20℃;99%
With sodium periodate; sulfuric acid; iodine; potassium iodide; sodium sulfite In water; acetic acid at 25℃; for 4h;98%
With N-iodo-S-methyl-S-phenyl sulfoximine; acetic acid at 22℃; for 3h; Sealed tube;98%
100-02-7

4-nitro-phenol

A

305-85-1

2,6-diiodo-4-nitrophenol

B

89487-91-2

2-iodo-4-nitrophenol

Conditions
ConditionsYield
With iodine; silver sulfate In ethanol at 20℃; for 0.5h;A 22%
B 50%
With sulfuric acid; dihydrogen peroxide; potassium iodide In methanol at 60℃; for 2h;A 18%
B 42%
With iodine; silver nitrate In acetonitrile for 2h; Ambient temperature;A 5%
B 12%
636-98-6

p-nitrobenzene iodide

A

100-25-4

para-dinitrobenzene

B

305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With sodium nitrite
609-23-4

2,4,6-Triiodophenol

A

305-85-1

2,6-diiodo-4-nitrophenol

B

20294-48-8

diiodo-4,6 nitro-2 phenol

Conditions
ConditionsYield
With acetic acid; sodium nitrite; benzene Trennung durch fraktionierte Krystallisation der Kaliumsalze;
With acetic acid; sodium nitrite; benzene
616-59-1

2-hydroxyl-5-nitrobenzenesulfonic acid

A

305-85-1

2,6-diiodo-4-nitrophenol

B

2-hydroxy-3-iodo-5-nitro-benzenesulfonic acid

Conditions
ConditionsYield
With ethanol; iodine; mercury(II) oxide
96-97-9

5-nitrosalicylic acid

305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With iodine; mercury(II) oxide
96-97-9

5-nitrosalicylic acid

A

305-85-1

2,6-diiodo-4-nitrophenol

B

861565-06-2

2-hydroxy-3-iodo-5-nitro-benzoic acid

Conditions
ConditionsYield
With ethanol; iodine; mercury(II) oxide
28177-54-0

2,6-diiodo-phenol

305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
durch Nitrierung;
28177-54-0

2,6-diiodo-phenol

A

305-85-1

2,6-diiodo-4-nitrophenol

B

13073-26-2

2-iodo-6-nitro-phenol

Conditions
ConditionsYield
With nitric acid
16825-79-9

1-iodyl-4-nitrobenzene

305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With sodium nitrite
With sodium azide
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Chemistry

Empirical Formula: C6H3I2NO3
Molecular Weight: 390.9019 
IUPAC Name: 2,6-Diiodo-4-nitrophenol
Synonyms: Phenol, 2,6-diiodo-4-nitro- ; Disofen ; Diisophenol ; Ancylol
Melting Point: 152-154 °C(lit.)
Flash Point: 141.6 °
Boiling Point: 310.6 °C at 760 mmHg
Density of 2,6-Diiodo-4-nitrophenol (305-85-1): 2.717 g/cm
Vapour Pressure: 0.000325 mmHg at 25°C
Index of Refraction: 1.782 
Water Solubility: 2,6-Diiodo-4-nitrophenol (305-85-1) is very sparingly soluble
Sensitive: Light Sensitive
Stability: 2,6-Diiodo-4-nitrophenol (305-85-1) is stable.
Appearance: 2,6-Diiodo-4-nitrophenol (305-85-1) is a yellow crystalline solid

Uses

 2,6-Diiodo-4-nitrophenol (305-85-1) is used against hookworm.

Toxicity Data With Reference

1.    

orl-rat LD50:170 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
2.    

ipr-rat LD50:105 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
3.    

scu-rat LD50:122 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
4.    

ivn-rat LD50:105 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
5.    

orl-mus LD50:212 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
6.    

ipr-mus LD50:107 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
7.    

scu-mus LD50:110 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
8.    

ivn-mus LD50:88 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 6 (1964),232.
9.    

par-uns LDLo:36 mg/kg

    FAZMAE    Fortschritte der Arzneimittelforschung. 17 (1973),108.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, intravenous, and parenteral routes. An anthelmintic. When heated to decomposition it emits very toxic fumes of I and NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Safety: DANGER: POISON, causes cyanosis; skin, eye, lung irritation. Safety glasses, good ventilation.
Hazard Codes: Xn: Harmful ,
T: Toxic
Risk Statements: 20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
25: Toxic if swallowed 
Safety Statements: 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR  UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: SL0750000
HazardClass: 6.1
PackingGroup: III

Specification

 2,6-Diiodo-4-nitrophenol (305-85-1) is a yellow crystalline solid used against hookworm. It is a halogenated and nitrated phenol. Reacts as a weak acid. It is stable and very sparingly soluble in water.