2,3-Dinitrophenol

HCID 6191CAS 66-56-8

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Basic information

Standard SMILES: O=[N+]([O-])c1cccc(O)c1[N+](=O)[O-]
InChIKey: MHKBMNACOMRIAW-UHFFFAOYSA-N
Molecular formula: C6H4N2O5
Average molar mass: 184.11 g/mol
Monoisotopic mass: 184.01202123

Names & identifiers

Preferred name: 2,3-Dinitrophenol
IUPAC: 2,3-dinitrophenol
English name: 2,3-DINITROPHENOL
Molecular formula: C6H4N2O5
Molecular weight: 184.11

Names & synonyms

2,3-DINITROPHENOL66-56-8Phenol, 2,3-dinitro-2,3-DNPDTXSID2075261NSC-156083735M30625HCHEBI:39354RefChem:81872DTXCID7044685200-628-725550-58-7

Show more names

2,3-dinitro-phenoDinitrophenol, 2,3-2,3-dinitrophenolmoistenedwithwater(h2o~20%)2,3-Dinitrophenol moistened with water, >=98.0% (HPLC)

2,3-Dinitrofenol [Czech]2,3-DinitrofenolCCRIS 3101EINECS 200-628-7NSC 156083BRN 2213580Phenol,3-dinitro-NSC156083

Database identifiers

CAS: 66-56-8
PubChem CID: 6191
DTXSID: DTXSID2075261
ChEMBL: CHEMBL3347393
ChEBI: CHEBI:39354
UNII: 735M30625H
EC Number: 200-628-7
Nikkaji: J53.754C

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 112 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 0
Heavy atoms: 13
Formal charge: 0
Complexity: 220

Experimental & physicochemical properties

Density1.681 @ 20°C

Melting Point144.5 °C

Vapor Pressure0.000012 [mmHg]

Physical DescriptionYellow needles or crystals

Physicochemical properties

Melting point: 141 · 141-145 °C
Boiling point: 329 ℃ · 329℃
Density: 1.65 · 1.650
refractive index: 1.4738 · 1.4738 (estimate)
Flash point: 151 ℃ · 151℃
solubility: Solubility Sparingly soluble in water; soluble in ethanol, ether
pka: 4.86 · 4.86, 4.96(at 25℃)
color: Yellow needles
PH Range: Colorless (3.9) to yellow (5.9)
BRN: 2213580 · 2213580
Major Application: For biosensor design, drug delivery
InChI: 1S/C6H4N2O5/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3,9H
InChIKey: MHKBMNACOMRIAW-UHFFFAOYSA-N
SMILES: Oc1cccc(c1[N+]([O-])=O)[N+]([O-])=O
CAS DataBase Reference: 66 · 66-56-8
EWG's Food Scores: 1 · 1
FDA UNII: 735 M30625H · 735M30625H
EPA Substance Registry System: 2 · Phenol, 2,3-dinitro- (66-56-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 1 · GHS01,GHS06,GHS08,GHS09
Signal word: Danger
Hazard statements: 201 · H201-H301+H311+H331-H373-H411
Precautionary statements: 210 · P210-P230-P250-P280-P301+P310-P370+P372+P380+P373-P503
PPE: 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes: T,N
Risk Statements: 23 · 23/24/25-33-51/53
Safety Statements: 28 · 28-37-45-61
RIDADR: 1320 · UN 1320 4.1/PG 1
WGK Germany: 3 · 3
RTECS: 2700000 · SL2700000
HazardClass: 4.1 · 4.1
PackingGroup: I
Storage Class: 4.1 B · 4.1B - Flammable solid hazardous materials
Hazard Classifications: 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 2Expl. 1.1STOT RE 2

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]；H311: Toxic in contact with skin [Danger Acute toxicity, dermal]；H331: Toxic if inhaled [Danger Acute toxicity, inhalation]；H373 **: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]；H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Hazards SummaryMay cause irritation, disruption of oxidative phosphorylation, liver injury, and dermatitis; Highly toxic by inhalation; Toxic by ingestion and skin absorption; [Aldrich MSDS] See Dinitrophenol.

Hazard Classes and Categories · 3 items

Acute Tox. 3 (100%)；Acute Tox. 3 (100%)；Acute Tox. 3 (100%)；STOT RE 2 (100%)；Aquatic Chronic 2 (100%)

Acute toxicity - category 3；Acute toxicity - category 3；Acute toxicity - category 3；Specific target organ toxicity (repeated exposure) - category 2；Hazardous to the aquatic environment (chronic) - category 2

Acute Tox. 3 *；Acute Tox. 3 *；Acute Tox. 3 *；STOT RE 2 *；Aquatic Chronic 2

Safety & protection

Protective Action Criteria (PAC) · 3 items

1.5 [mg/m3]

13 [mg/m3]

75 [mg/m3]

Toxicology

Adverse Effects · 1 item

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.；Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect；Other Poison - Uncoupler

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk: 3
rtecs: SL2700000
ridadr: UN 1320 4.1/PG 1
risk_code: 23/24/25-33-51/53
Signal word: Danger
Symbol(GHS): GHS01,GHS06,GHS08,GHS09
hazard_code: T,N
safety_code: 28-37-45-61
hazard_class: 4.1
Storage Class: 4.1B - Flammable solid hazardous materials
packing_group: I
Hazard statements: H201-H301+H311+H331-H373-H411
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 2Expl. 1.1STOT RE 2
Precautionary statements: P210-P230-P250-P280-P301+P310-P370+P372+P380+P373-P503

Chemistry & industry

Uses & manufacturing

UsesA minor constituent of commercial dinitrophenol mixtures, which are used to make dyes, wood preservatives, photographic developers, explosives, insecticides, and other chemicals; [ATSDR ToxProfiles]

Applications

Uses2,3-Dinitrophenol may be employed as nitrogen supplement for the bacterial culture medium.

General Description2,3-Dinitrophenol is a nitroaromatic compound. It has been reported to exhibit high acute toxicity to Scenedesmus obliquus, with EC50 value of 2.5±0.8.