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2,6-Diiodo-4-nitrophenol

HCID 9370
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
305-85-1
Standard SMILES
O=[N+]([O-])c1cc(I)c(O)c(I)c1
InChIKey
UVGTXNPVQOQFQW-UHFFFAOYSA-N
Molecular formula
C6H3I2NO3
Average molar mass
390.9 g/mol
Monoisotopic mass
390.82023896

Overview

Disophenol appears as light yellow feathery crystals (from glacial acetic acid) or yellow crystalline solid (NTP, 1992) Used against hookworm.

Names & identifiers

Preferred name
2,6-Diiodo-4-nitrophenol
IUPAC
2,6-diiodo-4-nitrophenol
English name
2,6-Diiodo-4-nitrophenol
Molecular formula
C6H3I2NO3
Molecular weight
390.9

Names & synonyms

2,6-Diiodo-4-nitrophenol305-85-1DISOPHENOLPhenol, 2,6-diiodo-4-nitro-DiisophenolDisofenIodofenIodophen2,6-diiod-4-nitrophenolDTXSID404657339S5ZJ6SYNDISOPHEN
Show more names
LABOTEST-BB LT008480712,6-diiodo-4-nitro-pheno4-nitro-2,6-diiodophenol
NSC-94733DTXCID2026573RefChem:589564206-170-4SyngamixAncylol2,6-diiodo-4-nitro-phenolMFCD00007335

Database identifiers

CAS
305-85-1
PubChem CID
9370
DTXSID
DTXSID4046573
ChEMBL
CHEMBL1361334
ChEBI
CHEBI:81727
UNII
39S5ZJ6SYN
EC Number
206-170-4
Nikkaji
J154.151J

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
66.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
12
Formal charge
0
Complexity
172

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Solubilityless than 1 mg/mL at 61 °F (NTP, 1992)
Melting Point306 to 309 °F (NTP, 1992)
Physical DescriptionDisophenol appears as light yellow feathery crystals (from glacial acetic acid) or yellow crystalline solid (NTP, 1992) Used against hookworm.

Physicochemical properties

Melting point
152 · 152-154 °C(lit.)
Boiling point
310.6 · 310.6±42.0 °C(Predicted)
Density
2.563 · 2.5630 (estimate)
storage temp.
2 · 2-8°C(protect from light)
solubility
DMSO (Slightly), Methanol (Slightly)
form
Solid
pka
3.85 · 3.85±0.44(Predicted)
color

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Other Safety InformationIMAP assessments - Phenol, 2,6-diiodo-4-nitro-: Human health tier I assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits very toxic fumes. (NTP, 1992)
Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity Profile · 1 item

DISOPHENOL is a halogenated and nitrated phenol. Reacts as a weak acid. Incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. May generate heat with bases.

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPhenol, 2,6-diiodo-4-nitro-: INACTIVE

Applications

Uses2,6-Diiodo-4-nitrophenol is useful for statistical methods for developing QSARs to predict toxicity of phenols to Tetrahymena pyriformis.

General DescriptionLight yellow feathery crystals (from glacial acetic acid) or yellow crystalline solid Used against hookworm.

Upstream & downstream products

Upstream raw materials

2-hydroxy-5-nitrobenzenesulphonic acidPhenol, 2,4-diiodo-6-nitro-2-IODO-4-NITROPHENOL2,4,6-Triiodophenol2-Iodo-6-nitro-phenol2,6-diiodophenol(WX191341)Phenol5-Nitrosalicylic acidSodium benzenolate4-NitrophenolAmmonia

Downstream products

1,4-DINITROBENZENE

Additional notes

Suppliers

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Related reactions

3 records
New reaction record
HRID 518574 reaction equation
HRID 518574As reactantuspto-grants-2015_08
HRID 575840 reaction equation
HRID 575840As reactantuspto-grants-2015_05
HRID 1255378 reaction equation
HRID 1255378As reactantuspto-grants-2013_06

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Pale Yellow
Water Solubility
very sparingly soluble
Sensitive
Light Sensitive
Merck
14 · 14,3359
BRN
2052233 · 2052233
Stability
Stable.
InChI
InChI=1S/C6H3I2NO3/c7-4-1-3(9(11)12)2-5(8)6(4)10/h1-2,10H
InChIKey
UVGTXNPVQOQFQW-UHFFFAOYSA-N
SMILES
C1(O)=C(I)C=C([N+]([O-])=O)C=C1I
CAS DataBase Reference
305 · 305-85-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
39 S5ZJ6SYN · 39S5ZJ6SYN
NIST Chemistry Reference
2 · 2,6-Diiodo-4-nitrophenol(305-85-1)
EPA Substance Registry System
2 · 2,6-Diiodo-4-nitrophenol (305-85-1)
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
301 · H301-H312-H315-H319-H332-H335
Precautionary statements
261 · P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Hazard Codes
Xn,T
Risk Statements
20 · 20/21/22-36/37/38-25
Safety Statements
26 · 26-28-36/37/39-45-28A
RIDADR
2811 · UN 2811 6.1/PG 3
WGK Germany
3 · 3
RTECS
750000 · SL0750000
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
III
Toxicity
50 in · LD50 in rats, mice (mg/kg): 170, 212 orally; 105, 88 i.v.; 105, 107 i.p.; 122, 110 s.c. (Kaiser)
Acute Tox. 3 (100%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Safety data

wgk
3
tsca
TSCA listed
rtecs
SL0750000
ridadr
UN 2811 6.1/PG 3
Toxicity
LD50 in rats, mice (mg/kg): 170, 212 orally; 105, 88 i.v.; 105, 107 i.p.; 122, 110 s.c. (Kaiser)
risk_code
20/21/22-36/37/38-25
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
Xn,T
safety_code
26-28-36/37/39-45-28A
hazard_class
6.1
packing_group
III
Hazard statements
H301-H312-H315-H319-H332-H335
Precautionary statements
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

DefinitionChEBI: Disophenol is a member of 4-nitrophenols.