| Identification | More | [Name]
Fluoranthene | [CAS]
206-44-0 | [Synonyms]
1,2-(1,8-naphthalenediyl)benzene
1，2-Benzacenaphthene
BENZO(J,K)FLUORENE
FLUORANTHENE
1,2-(1,8-Naphthalene)benzene
1,2-(1,8-naphthalenediyl)-benzen
1,2-(1,8-naphthylene)-benzen
1,2-(1,8-Naphthylene)benzene
Benzene, 1,2-(1,8-naphthalenediyl)-
Benzene, 1,2-(1,8-naphthylene)-
benzene,1,2-(1,8-naphthylene)-
Benzo[jk]fluorene, idryl
Fluoranthrene
Idryl
Rcra waste number U120
rcrawastenumberu120
Fluoranthene (purity)
Fluoroanthene
fluoanthrene
FLUORANTHENE, 1X1ML, CH2CL2, 200UG/ML | [EINECS(EC#)]
205-912-4 | [Molecular Formula]
C16H10 | [MDL Number]
MFCD00001184 | [Molecular Weight]
202.25 | [MOL File]
206-44-0.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
105-110 °C (lit.) | [Boiling point ]
384 °C (lit.) | [density ]
1.252 | [refractive index ]
1.0996 | [Fp ]
-18 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
Chloroform (Soluble), DMSO (Sparingly), Ethyl Acetate (Sparingly), Methanol (Spa | [form ]
Crystalline Powder, Crystals and/or Chunks | [color ]
Yellow or yellow-green to gray-beige | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
insoluble | [BRN ]
1907918 | [Henry's Law Constant]
5.53, 8.59, 13.0, 19.3, and 26.8(x 10-6 atm?m3/mol) at 4.1, 11.0, 18.0, 25.0, and 31.0 °C, respectively (Bamford et al.,
1998) | [CAS DataBase Reference]
206-44-0(CAS DataBase Reference) | [IARC]
3 (Vol. Sup 7, 92) 2010 | [NIST Chemistry Reference]
Fluoranthene(206-44-0) | [EPA Substance Registry System]
206-44-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N,F,T | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R38:Irritating to the skin.
R11:Highly Flammable.
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
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:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S60:This material and/or its container must be disposed of as hazardous waste .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking .
S7:Keep container tightly closed . | [RIDADR ]
UN 1593 6.1/PG 3 | [WGK Germany ]
2
| [RTECS ]
LL4025000
| [HS Code ]
29029090 | [Safety Profile]
Poison by intravenous
route. Moderately toxic by ingestion and
skin contact. Questionable carcinogen with
experimental tumorigenic data. Human
mutation data reported. Combustible when
exposed to heat or flame. When heated to
decomposition it emits acrid smoke and irritating fumes. | [Hazardous Substances Data]
206-44-0(Hazardous Substances Data) | [Toxicity]
LC50 (24-h) for Daphnia magna 1,300 mg/L (LeBlanc, 1980), Cyprinodon variegatus >560 ppm
(H
Acute oral LD50 for rats 2,000 mg/kg (quoted, RTECS, 1985). |
| Hazard Information | Back Directory | [General Description]
Light yellow fine crystals. | [Reactivity Profile]
Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as FLUORANTHENE(206-44-0), and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction. | [Air & Water Reactions]
Insoluble in water. | [Hazard]
Questionable carcinogen. | [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and fumes. | [Potential Exposure]
Fluoranthene, a PAH, is produced
from the pyrolytic processing of organic raw materials,
such as coal and petroleum at high temperatures. It is also
known to occur naturally as a product of plant biosynthesis.
Fluoranthene is ubiquitous in the environment and has been
detected in United States air; in foreign and domestic drink ing waters and in food-stuffs. It is also contained in ciga rette smoke. Individuals living in areas which are heavily
industrialized; and in which large amounts of fossil fuels
are burned, would be expected to have greatest exposure
from ambient sources of fluoranthene. In addition, certain
occupations e.g., coke oven workers, steelworkers, roofers,
automobile mechanics) would also be expected to have elevated levels of exposure relative to the general popula tion. Exposure to fluoranthene will be considerably
increased among tobacco smokers or those who are
exposed to smokers in closed environments (i.e., indoors). | [Fire Hazard]
Flash point data for this chemical are not available. FLUORANTHENE is probably combustible. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts
the skin, remove contaminated clothing and wash immedi ately with soap and water. Seek medical attention immedi ately. If this chemical has been inhaled, remove from
exposure, begin rescue breathing (using universal precau tions, including resuscitation mask) if breathing has
stopped and CPR if heart action has stopped. Transfer
promptly to a medical facility. When this chemical has
been swallowed, get medical attention. Give large quanti ties of water and induce vomiting. Do not make an uncon scious person vomit. | [Shipping]
UN1325 Flammable solids, organic, n.o.s.,
Hazard Class: 4.1; Labels: 4.1-Flammable solid.UN3077
Environmentally hazardous substances, solid, n.o.s., Hazard
class: 9; Labels: 9-Miscellaneous hazardous material,
Technical Name Required. | [Incompatibilities]
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explo sions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Compound can react exo thermically with bases and with diazo compounds.
Substitution at the benzene nucleus occurs by halogenation
(acid catalyst), nitration, sulfonation, and the Friedel Crafts reaction. | [Description]
Fluoranthene is a polycyclic hydrocarbon anda colorless crystalline solid. Molecular weight=202.26;Boiling point=about 375C; Freezing/Meltingpoint=111C. Hazard Identification (based on NFPA-704M Rating System): Health 0, Flammability 1, Reactivity 0.Virtually insoluble in water. | [Chemical Properties]
Fluoranthene is a polycyclic hydrocarbon and
a colorless crystalline solid. | [Waste Disposal]
Dissolve or mix the material
with a combustible solvent and burn in a chemical incinera tor equipped with an afterburner and scrubber. All federal,
state, and local environmental regulations must be
observed. Consult with environmental regulatory agencies
for guidance on acceptable disposal practices. Generators of
waste containing this contaminant (≥100 kg/mo) must con form with EPA regulations governing storage, transportation,
treatment, and waste disposal. | [Uses]
Fluoranthene can be used as a starting material in the synthesis of:
- Polyfluoranthene (PFA) based conducting polymer (PFA) by electrochemical anodic oxidation using Lewis acid catalyst.
- Substituted fluorenones.
- Fluorescence-emitting oligofluoranthene (OFA) nanorods by oxidative oligomerization.
| [Uses]
Fluoranthene is a component of polynuclear
aromatic hydrocarbons, also known
as polycyclic aromatic hydrocarbons, and is
usually bound to small particulate matter
present in urban air, industrial and natural
combustion emissions, and cigarette smoke. | [Definition]
ChEBI: An ortho- and peri-fused polycyclic arene consisting of a naphthalene and benzene unit connected by a five-membered ring. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 72, p. 4786, 1950 DOI: 10.1021/ja01166a124
Tetrahedron Letters, 33, p. 1675, 1992 DOI: 10.1016/S0040-4039(00)91703-9 | [Source]
Detected in 8 diesel fuels at concentrations ranging from 0.060 to 13 mg/L with a mean
value of 0.113 mg/L (Westerholm and Li, 1994); in a distilled water-soluble fraction of used
motor oil at a concentration range of 1.3 to 1.5 μg/L (Chen et al., 1994). Lee et al. (1992) reported
concentration ranges 1.50-125 mg/L and ND-0.5 μg/L in diesel fuel and the corresponding
aqueous phase (distilled water), respectively (Lee et al., 1992). Schauer et al. (1999) reported
fluoranthene in a diesel-powered medium-duty truck exhaust at an emission rate of 53.0 μg/km.
Identified in Kuwait and South Louisiana crude oils at concentrations of 2.9 and 5.0 ppm,
respectively (Pancirov and Brown, 1975).
California Phase II reformulated gasoline contained fluoranthene at a concentration of 1.15
g/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without
catalytic converters were approximately 4.25 and 160 μg/km, respectively (Schauer et al., 2002).
Detected in groundwater beneath a former coal gasification plant in Seattle, WA at a
concentration of 50 μg/L (ASTR, 1995). The concentration of fluoranthene in coal tar and the
maximum concentration reported in groundwater at a mid-Atlantic coal tar site were 6,500 and
0.015 mg/L, respectively (Mackay and Gschwend, 2001). Based on laboratory analysis of 7 coal
tar samples, fluoranthene concentrations ranged from 1,500 to 13,000 ppm (EPRI, 1990).Lehmann et al. (1984) reported fluoranthene concentrations of 64.7 mg/g in a commercial
anthracene oil and 17,400 to 30,900 mg/kg in three high-temperature coal tars. Identified in hightemperature
coal tar pitches used in roofing operations at concentrations ranging from 5,200 to
38,800 mg/kg (Arrendale and Rogers, 1981).
Fluoranthene was detected in soot generated from underventilated combustion of natural gas
doped with toluene (3 mole %) (Tolocka and Miller, 1995). Fluoranthene was also detected in 9
commercially available creosote samples at concentrations ranging from 55,000 to 120,000 mg/kg
(Kohler et al., 2000).
Detected in asphalt fumes at an average concentration of 20.48 ng/m3 (Wang et al., 2001).
An impurity in commercial available pyrene (Marciniak, 2002).
Schauer et al. (2001) measured organic compound emission rates for volatile organic
compounds, gas-phase semi-volatile organic compounds, and particle-phase organic compounds
from the residential (fireplace) combustion of pine, oak, and eucalyptus. The respective gas-phase
and particle-phase emission rates of fluoranthene were 3.05 and 3.95 mg/kg of pine burned, 3.61
and 1.20 mg/kg of oak burned, and 3.75 and 0.509 mg/kg of eucalyptus burned. | [Solubility in organics]
In benzene expressed as mole fraction: 0.2174 at 44.8 °C, 0.3011 at 56.0 °C, 0.3826 at 64.4 °C,
0.5331 at 77.2 °C (shake flask-gravimetric, McLaughlin and Zainal, 1959)
In millimole fraction at 25 °C: 14.76 in n-hexane, 18.70 in n-heptane, 22.60 in n-octane, 26.42 in
n-nonane, 30.15 in n-decane, 50.46 in n-hexadecane, 18.07 in cyclohexane, 21.79 in methylcyclohexane,
30.11 in cyclooctane, 11.62 in 2,2,4-trimethylpentane, 24.82 in tert-butyl-cyclohexane,
51.77 in dibutyl ether, 47.55 in methyl tert-butyl ether, 2.67 in methanol, 5.44 in
ethanol, 6.70 in 1-propanol, 4.75 in 2-propanol, 9.96 in 1-butanol, 7.02 in 2-butanol, 4.95 in 2-
methyl-1-propanol, 14.46 in 1-pentanol, 19.86 1-hexanol, 25.24 in 1-heptanol, 31.25 in 1-
octanol, 10.21 in 2-pentanol, 8.62 in 3-methyl-1-butanol, 9.70 in 2-methyl-2-butanol, 17.72 in
cyclopentanol, 17.82 in 2-ethyl-1-hexanol, 11.72 in 2-methyl-1-pentanol, 0.948 in 4-methyl-2-
pentanol (Hernández and Acree, 1998) | [storage]
Color Code—Green: General storage may be used.Prior to working with this chemical you should be trainedon its proper handling and storage. Store in tightly closedcontainers in a cool, well-ventilated area away from oxidizers. Where possible, automatically transfer material fromother storage containers to process containers. | [Purification Methods]
Fluoranthene (benzo[j,k]fluorene) M 202.3, m 110-111o, b 384o/760mm. Purify it by chromatography of CCl4 solutions on alumina, with *benzene as eluent. Crystallise it from EtOH, MeOH or *benzene. Also purify it by zone melting. [Gorman et al. J Am Chem Soc 107 4404 1985, Beilstein 5 I 344, 5 IV 2463.] |
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