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2-Nitrofluoren

2-Nitrofluorene

HCID 11831
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Grundinformationen

CAS
607-57-8
Standard-SMILES
O=[N+]([O-])c1ccc2c(c1)Cc1ccccc1-2
InChIKey
XFOHWECQTFIEIX-UHFFFAOYSA-N
Summenformel
C13H9NO2
Durchschnittliche Molmasse
211,22 g/mol
Monoisotopische Masse
211,06332853

Überblick

2-Nitrofluorene can cause cancer according to The World Health Organization's International Agency for Research on Cancer (IARC).

Namen und Bezeichner

Bevorzugter Name
2-Nitrofluorene
IUPAC
2-nitro-9H-fluorene
Lokaler Name
2-Nitrofluoren
Englischer Name
2-Nitrofluorene
Summenformel
C13H9NO2
Molmasse
211.22

Namen und Synonyme

2-Nitrofluorene2-NITRO-9H-FLUORENE607-57-89H-Fluorene, 2-nitro-Fluorene, 2-nitro-DTXSID2020971191LL4U4GZNSC-5182DTXCID60971CHEBI:1224RefChem:477203210-138-5
Weitere Namen anzeigen
2-Nitrofatinum powder2-NITROFLUOROENE2-nitro-9h-fluoren2-Nitrofluorene >2-Nitrofluorene,98%2-Nitrofluorene,99%
MFCD00001117CAS-607-57-8CCRIS 1189HSDB 2111NSC 5182EINECS 210-138-5BRN 1877983UNII-191LL4U4GZ

Datenbank-Bezeichner

CAS
607-57-8
PubChem CID
11831
DTXSID
DTXSID2020971
ChEMBL
CHEMBL351487
ChEBI
CHEBI:1224
UNII
191LL4U4GZ
EC Number
210-138-5
Nikkaji
J2.988B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,7
Polarare Oberfläche (TPSA)
45,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
16
Formalladung
0
Komplexität
286

Experimentelle und physikochemische Eigenschaften

Chemical ClassesCarcinogens
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Color/FormNEEDLES
Solubility · 3 Einträge

less than 1 mg/mL at 70 °F (NTP, 1992)

INSOL IN WATER

SOL IN ACETONE, BENZENE

DecompositionWhen heated to decomp it emits fumes of /nitrogen oxides/.
Melting Point · 2 Einträge

316 °F (NTP, 1992)

158 °C

Vapor Pressure0.00000954 [mmHg]
Physical Description · 2 Einträge

2-nitrofluorene is a cream-colored solid. (NTP, 1992)

Cream colored solid; [CAMEO] Light yellow solid; [Aldrich MSDS]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 9H-Fluorene, 2-nitro-

Hazard Traits - Carcinogenicity

2-Nitrofluorene: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - 9H-Fluorene, 2-nitro-: Environment tier I assessment
Health HazardsACUTE/CHRONIC HAZARDS: Toxic. Hazardous decomposition products. Carcinogen. (NTP, 1992)
Hazards SummaryEvidence of mutagenicity; [HSDB] Causes changes in liver weight and effects on inflammation in 14 day intermittent oral study of rats; [RTECS] May cause irritation; [Aldrich MSDS] See 1-Nitropyrene
Reactive GroupHydrocarbons, Aromatic
Reactivity Profile · 1 Eintrag

Aromatic nitro compounds, such as 2-NITROFLUORENE, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. Stable under normal conditions. Protect from bases. (NTP, 1992)

Chemie und Industrie

Pharmakologische Informationen

Mechanism of ActionTHE REDN OF AROMATIC NITRO CMPD TO THEIR CORRESPONDING HYDROXYLAMINO DERIVATIVES MAY ... EXPLAIN THE CARCINOGENIC ACTION OF SUCH AGENTS AS 2-NITROFLUORINE ...
Metabolism/MetabolitesBacteroides vulgatus readily reduces 2-nitrofluorene to 2-aminofluorene...
MeSH Pharmacological Classification · 2 Einträge

Any substance in the air which could, if present in high enough concentration, harm humans, animals, vegetation or materials. Substances include GASES; PARTICULATE MATTER; and volatile ORGANIC CHEMICALS.

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.

Verwendung und Herstellung

General Manufacturing Information9H-Fluorene, 2-nitro-: ACTIVE

Anwendungen

Verwenden2-Nitrofluorene is a genotoxic compound and also a biomaker that affects the DNA of living organisms. An environmental pollutant.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

FluorenSalpetersureEssigsure4-Nitrofluorene1,1'-Biphenyl, 2-(bromomethyl)-4-nitro-

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Collision Cross Section
141.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID2020971]

Physikochemische Eigenschaften

Schmelzpunkt
156 · 156-158 °C (lit.)
Siedepunkt
350.9 °C · 350.9°C (rough estimate)
Dichte
1.1868 · 1.1868 (rough estimate)
Brechungsindex
1.606 · 1.6060 (estimate)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand
Powder
Farbe
White to brown
Wasserlöslichkeit
Insoluble
Henry's Law Constant
3.4 · 3.4×101 mol/(m3Pa) at 25℃, HSDB (2015)
Stabilität
Stable. Incompatible with strong oxidizing agents.
InChI
InChI=1S/C13H9NO2/c15-14(16)11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7H2
InChIKey
XFOHWECQTFIEIX-UHFFFAOYSA-N
SMILES
C1C2=C(C=CC=C2)C2=C1C=C([N+]([O-])=O)C=C2
CAS Datenbank
607 · 607-57-8(CAS DataBase Reference)
NIST chemische Informationen
2 · Fluorene, 2-nitro-(607-57-8)
EPA chemische Informationen
2 · 2-Nitrofluorene (607-57-8)
Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 3 Einträge

Carc. 2 (100%)

Acute toxicity (Oral) - Category 4

Carcinogens

Sicherheit und Schutzausrüstung

Fire Fighting · 1 Eintrag

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

First Aid · 1 Eintrag

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 Eintrag

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.

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxikologische Informationen

Interactions · 1 Eintrag

MODULATION OF CHEMICAL CARCINOGENESIS BY REAGENTS HAS BEEN EXTENSIVELY STUDIED. THIS REPORT DEALS WITH MODULATORS OF MUTAGENESIS AMONG BIOLOGICAL SUBSTANCES. AN INHIBITORY EFFECT OF HEMIN ON MUTAGENICITIES OF A RANGE OF CARCINOGENS WAS FOUND BY ADDING HEMIN TO PREINCUBATION MIXTURE OF THE AMES' TEST. STRONG INHIBITIONS WAS OBSERVED FOR 2-NITROFLUORENE. GENERALLY, 50% INHIBITION WAS CAUSED BY AN AMOUNT OF HEMIN 1-2 EQUIVALENTS TO THE MUTAGEN. EXCESS OF HEMIN CAUSED COMPLETE INHIBITIONS.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Limited aqueous screening test data suggests the biodegradation of 2-nitro-9H-fluorene will be very slow(1,2). 2-Nitro-9H-fluorene is not expected to undergo hydrolysis in soils. A calculated Koc range of 3200 to 3450(3), indicates 2-nitro-9H-fluorene will be slightly mobile in soil(4). An estimated Henry's Law constant of 2.87X10-7 atm-cu m/mole at 25 °C(5), suggests the volatilization of 2-nitro-9H-fluorene from moist soils will not be important(3).

AQUATIC FATE: Limited aqueous screening test data suggests the biodegradation of 2-nitro-9H-fluorene in aquatic systems will be very slow. 2-Nitro-9H-fluorene is not expected to undergo hydrolysis in environmental waters. An estimated Koc ranging in the slightly mobile class for soil(1), indicates 2-nitro-9H-fluorene will partition from the water column to organic matter contained in sediments and suspended solids. 2-Nitro-9H-fluorene also has the potential to bioconcentrate in aquatic systems. A Henry's Law constant of 2.87X10-7 atm-cu m/mole at 25 °C(2) suggests volatilization of 2-nitro-9H-fluorene from environmental waters will be slow(3). Based on this Henry's Law constant, the volatilization half-life from a model river has been estimated to be 185 days(3,SRC). The volatilization half-life from an model pond, which considers the effect of adsorption, has been estimated to be over 65 years(4,SRC).

ATMOSPHERIC FATE: Based upon a calculated vapor pressure of 7.390X10-5 mm Hg at 25 °C(SRC), 2-nitro-9H-fluorene is expected to exist in both the particulate and gaseous phases in ambient air(1). The vapor phase reaction of 2-nitro-9H-fluorene with photochemically produced hydroxyl radicals is likely to be an important fate process. The rate constant for the vapor-phase reaction of 2-nitro-9H-fluorene with photochemically produced hydroxyl radicals has been estimated to be 3.7X10-12 cu cm/molecule-sec at 25 °C; which corresponds to an atmospheric half-life of about 4 days at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(2). Washout by precipitation and gravitational settling may be important atmospheric removal mechanisms for 2-nitro-9H-fluorene in particulate matter(SRC).

Adverse EffectsIARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Effluent Concentrations · 1 Eintrag

The combustion of a diesel fuel containing 2-nitro-9H-fluorene at a concn of 91.7 ng/mL emitted 2-nitro-9H-fluorene(1). 2-Nitro-9H-fluorene was emitted from a diesel fueled vehicle at concn of 0.63 and 8.8 ug/g for a high engine load of 100% at moderate speed of 1200 rpm and for a low engine load of 75% at high speed of 1800 rpm, respectively(2).

Soil Adsorption/Mobility · 1 Eintrag

Based on an estimated water solubility of 1.73 mg/L at 25 °C(1) and an estimated log Kow of 3.97(2), the Koc of 2-nitro-9H-fluorene has been calculated to range from 3200 to 3450 from various regression-derived equations(4,SRC). These Koc values indicate 2-nitro-9H-fluorene will be slightly mobile in soil(4).

Natural Pollution Sources · 1 Eintrag

2-Nitro-9H-fluorene is a natural component of crude oil(1). 2-Nitro-9H-fluorene is also a product of combustion(2) and can be released to the environment via natural fires associated with lightening, volcanic activity, and spontaneous combustion(SRC).

Atmospheric ConcentrationsURBAN: 2-Nitro-9H-fluorene was detected in the ambient air of Singapore, Singapore(1), at concns less than 0.1 mg/1000 cu m(2).
Artificial Pollution Sources · 1 Eintrag

2-Nitro-9H-fluorene may be emitted to the environment by effluents from petroleum refining and coal tar distillation(1). The combustion of peat, coal, oil, gasoline and diesel fuels may release 2-nitro-9H-fluorene to the atmosphere(2). 2-Nitro-9H-fluorene is not commercially produced in the USA(3); however, 2-nitro-9H-fluorene may be released to the environment through industrial effluents and waste incinerators where 2-nitro-9H-fluorene may be produced as a product of combustion(SRC).

Environmental Biodegradation · 1 Eintrag

Levels of oxygen uptake for 500 mg/l of 2-nitro-9H-fluorene oxidized in activated sewage sludge suspensions with suspended solid concn of 2,500 ng/l did not differ from the controls(1,2). After 144 hours, oxygen consumptions were about 1800, 1700 and 300 mg/L for Franklin, Nashville and Ashland sludge, respectively(1), whereas, corresponding controls accounted for losses of approximately 1650, 1500 and 450 mg of oxygen per liter(1).

Sediment/Soil ConcentrationsSediment from the Suimon River, Japan contained 2-nitro-9H-fluorene at an average concn of 1.5 ppb(1).
Carcinogen Classification · 5 Einträge

2-Nitrofluorene

Group 2B: Possibly carcinogenic to humans

Volume 46: (1989) Diesel and Gasoline Engine Exhausts and Some Nitroarenes

2014

2012

Environmental Bioconcentration · 1 Eintrag

Based on an estimated water solubility of 1.73 mg/L at 25 °C(1) and an estimated log Kow of 3.97(2), the log BCF of 2-nitro-9H-fluorene has been calculated to range from 2.66 to 2.79 from various regression-derived equations(3,SRC). These log BCF values suggest 2-nitro-9H-fluorene has the potential to bioconcentrate in aquatic systems(SRC).

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3077 9/PG 3
hs_code
29042000
RTECS-Nr.
LL8225000
risk_code
40-51/53-68
hazard_code
Xn,N
safety_code
36/37-61
hazard_class
9
packing_group
III
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
607-57-8(Hazardous Substances Data)
Hazard Classifications
Aquatic Chronic 2Carc. 2
2-Nitrofluorenone
3-Nitrofluorene
2-Brom-5-nitrotoluol

Nachgelagerte Produkte

Fluoren-2-ylaminAcetoxyacetylaminofluoreneDiazene, 1,2-di-9H-fluoren-2-yl-N-Hydroxy-2-aminofluorene2,7-DinitrofluorenFluoren-2,7-diyldiaminN-Fluoren-2-ylacetamid

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Ergänzende Hinweise

DefinitionChEBI: A nitroarene that is fluorene substituted by a nitro group at position 2.