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Chrysene

Basic information Description Sources Safety Related Supplier

Chrysene Basic information

Product Name:
Chrysene
CAS:
218-01-9
MF:
C18H12
MW:
228.29
EINECS:
205-923-4
Mol File:
218-01-9.mol
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Chrysene Chemical Properties

Melting point:
252-254 °C(lit.)
Boiling point:
448 °C(lit.)
Density 
1.274
vapor pressure 
4.3 at 25 °C (de Kruif, 1980)
refractive index 
1.7480 (estimate)
Flash point:
-17℃
storage temp. 
2-8°C
solubility 
<0.0001g/l
form 
neat
Water Solubility 
insoluble
Merck 
14,2255
BRN 
1909297
Henry's Law Constant
1.97, 6.91, 18.8, 52.3, and 118 at 4.1, 11.0, 18.0, 25.0, and 31.0 °C, respectively (Bamford et al., 1998)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
WDECIBYCCFPHNR-UHFFFAOYSA-N
CAS DataBase Reference
218-01-9(CAS DataBase Reference)
NIST Chemistry Reference
Chrysene(218-01-9)
EPA Substance Registry System
Chrysene (218-01-9)
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Safety Information

Hazard Codes 
T,N,Xn,F
Risk Statements 
45-50/53-68-40-67-66-36-11-52/53-36/37/38
Safety Statements 
53-45-60-61-36/37-26-16-24/25-23
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
GC0700000
HazardClass 
9
PackingGroup 
III
HS Code 
29029090
Hazardous Substances Data
218-01-9(Hazardous Substances Data)
Toxicity
Acute LC50 for Neanthes arenaceodentata >50 μg/L (Rossi and Neff, 1978).

MSDS

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Chrysene Usage And Synthesis

Description

Chrysene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings. Some of its derivatives such as electroluminescent 3, 6, 9, 12-tetrasubstituted chrysenes are useful in electroluminescent applications such as being used in the organic light emitting dioxide (OLED). They are also relates to electronic devices in which the active layer includes such a chrysene composition. Chrysene is a potential carcinogen.

Sources

Tokito, Shizuo, et al. Applied Physics Letters 77.2(2000):160-162.
Gao, Weiying, D. T. Deibler, and V. Rostovtsev. "Chrysene derivative host materials." US, US8932733. 2015.
Ionkin, Alex Sergey. "Tetra-substituted chrysenes for luminescent applications." US, US8115378. 2012.
https://en.wikipedia.org/wiki/Chrysene

Chemical Properties

crystalline powder

Chemical Properties

Chrysene is a combustible, white (when pure), red, or blue, fluorescent crystalline solid. Odorless. Chrysene 859 Polycyclic aromatic hydrocarbons (PAHs) are compounds containing multiple benzene rings and are also called polynuclear aromatic hydrocarbons

Physical properties

Orthorhombic, bipyramidal plates from benzene exhibiting strong reddish-blue fluorescence under UV light

Uses

Organic synthesis.

General Description

A crystalline solid. Denser than water and insoluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Toxic by ingestion. Used to make other chemicals.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as Chrysene, 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.

Hazard

Possible carcinogen.

Health Hazard

There is very little information published onthe acute toxicity of chrysene. The oral toxicity is expected to be low. Animal studies showsufficient evidence of carcinogenicity. It produced skin cancer in animals. Subcutaneousadministration of chrysene in mice causedtumors at the site of application. Cancer-causing evidence in humans is not known. Ahistidine reversion–Ames test for mutagenicity showed positive.

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic.

Fire Hazard

Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data by skin contact. Human mutation data reported. When heated to decomposition it emits acrid smoke and fumes.

Potential Exposure

Almost never found by itself, chrysene is found in gasoline and diesel exhaust as well as in cigarette smoke; and in coal tar; coal tar pitch; creosote. It is used in organic synthesis.

Source

Identified in Kuwait and South Louisiana crude oils at concentrations of 6.9 and 17.5 ppm, respectively (Pancirov and Brown, 1975). Also present in high octane gasoline (6.7 mg/kg), bitumen (1.64–5.14 ppm), gasoline exhaust (27–318 μg/m3), cigarette smoke (60 μg/1,000 cigarettes), and South Louisiana crude oil (17.5 ppm) (quoted, Verschueren, 1983). Also detected in fresh motor oil (56 mg/L), used motor oil (10.17 mg/L) (Pasquini and Monarca, 1093).
Detected in groundwater beneath a former coal gasification plant in Seattle, WA at a concentration of 10 μg/L (ASTR, 1995). The concentration of chrysene in coal tar and the maximum concentration reported in groundwater at a mid-Atlantic coal tar site were 3,600 and 0.0063 mg/L, respectively (Mackay and Gschwend, 2001). Based on laboratory analysis of 7 coal tar samples, chrysene concentrations ranged from 620 to 5,100 ppm (EPRI, 1990). Chrysene was also detected in 9 commercially available creosote samples at concentrations ranging from 19 to 620 mg/kg (Kohler et al., 2000).
Identified in high-temperature coal tar pitches used in roofing operations at concentrations ranging from 2,600 to 88,000 mg/kg (Arrendale and Rogers, 1981; Malaiyandi et al., 1982).
Chrysene was detected in asphalt fumes at an average concentration of 115.67 ng/m3 (Wang et al., 2001).
Under atmospheric conditions, a low rank coal (0.5–1 mm particle size) from Spain was burned in a fluidized bed reactor at seven different temperatures (50 °C increments) beginning at 650 °C. The combustion experiment was also conducted at different amounts of excess oxygen (5 to 40%) and different flow rates (700 to 1,100 L/h). At 20% excess oxygen and a flow rate of 860 L/h, the amount of chrysene emitted ranged from 127.9 ng/kg at 950 °C to 1,186.0 ng/kg at 750 °C. The greatest amount of PAHs emitted were observed at 750 °C (Mastral et al., 1999).

Environmental Fate

Biological. When chrysene was statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater inoculum, significant biodegradation with varied adaptation rates was observed. At concentrations of 5 and 10 mg/L, 59 and 38% biodegradation, respectively, were observed after 28 d (Tabak et al., 1981).
Soil. The reported half-lives for chrysene in a Kidman sandy loam and McLaurin sandy loam are 371 and 387 d, respectively (Park et al., 1990).
Surface Water. In a 5-m deep surface water body, the calculated half-lives for direct photochemical transformation at 40 °N latitude, in the midsummer during midday were 13 h and 68 d with and without sediment-water partitioning, respectively (Zepp and Schlotzhauer, 1979).
Photolytic. Based on structurally related compounds, chrysene may undergo photolysis to yield quinones (U.S. EPA, 1985) and/or hydroxy derivatives (Nielsen et al., 1983). The atmospheric half-life was estimated to range from 0.802 to 8.02 h (Atkinson, 1987). Behymer and Hites (1985) determined the effect of different substrates on the rate of photooxidation of chrysene using a rotary photoreactor. The photolytic half-lives of chrysene using silica gel, alumina, and fly ash were 100, 78, and 38 h, respectively.

Shipping

UN3077 Environmentally Hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Purify chrysene by chromatography on alumina from pet ether in a darkened room. Its solution in *C6H6 is passed through a column of decolorising charcoal, then crystallised by concentrating the eluate. It has also been purified by crystallising from *C6H6 or *C6H6/pet ether, and by zone refining. [Gorman et al. J Am Chem Soc 107 4404 1985]. It is freed from 5H-benzo[b]carbazole by dissolving it in N,N-dimethylformamide and successively adding small portions of alkali and iodomethane until the fluorescent colour of the carbazole anion no longer appears when alkali is added. The chrysene (and alkylated 5H-benzo[b]carbazole) separate on addition of water. Final purification is by crystallisation from ethylcyclohexane and/or from 2-methoxyethanol [Bender et al. Anal Chem 36 1011 1964]. It can be sublimed in a vacuum. [Beilstein 5 IV 2554.]

Incompatibilities

Contact with strong oxidizers may cause fire and explosion hazard

Waste Disposal

Chrysene may be destroyed by permanganate oxidation, by high-temperature incinerator with scrubbing equipment; or by microwave plasma treatment.

Chrysene Preparation Products And Raw materials

Raw materials

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ChryseneSupplierMore

Anqing Chemical (Luoyang) Co., Ltd. Gold
Tel:
13592012365
Email:
171008495@qq.com
Xi’an ODER photoelectric materials Co., Ltd Gold
Tel:
18629677545 029-81125951-
Email:
Market@xaoder.com
J & K SCIENTIFIC LTD.
Tel:
400-666-7788 010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
400-660-8290 21-61259100-
Email:
sh@meryer.com
INTATRADE GmbH
Tel:
+49 3493/605464
Email:
sales@intatrade.de
Basic information Description Sources Safety Related Supplier