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Anthracene
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| Names | |
|---|---|
| IUPAC name
Anthracene
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| Identifiers | |
3D model (JSmol)
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| 1905429 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.003.974 |
| EC Number |
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| 67837 | |
| KEGG | |
PubChem CID
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| RTECS number |
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C14H10 | |
| Molar mass | 178.234 g·mol−1 |
| Appearance | Colorless |
| Odor | Weak aromatic |
| Density | 1.28 g/cm3 (25 °C)[1] 0.969 g/cm3 (220 °C) |
| Melting point | 216 °C (421 °F; 489 K)[1] at 760 mmHg |
| Boiling point | 341.3 °C (646.3 °F; 614.5 K)[1] at 760 mmHg |
| 0.022 mg/L (0 °C) 0.044 mg/L (25 °C) 0.29 mg/L (50 °C) 0.00045% w/w (100 °C, 3.9 MPa)[2] | |
| Solubility | Soluble in alcohol, (C2H5)2O, acetone, C6H6, CHCl3,[1] CS2[3] |
| Solubility in ethanol | 0.76 g/kg (16 °C) 19 g/kg (19.5 °C) 3.28 g/kg (25 °C)[3] |
| Solubility in methanol | 18 g/kg (19.5 °C)[3] |
| Solubility in hexane | 3.7 g/kg[3] |
| Solubility in toluene | 9.2 g/kg (16.5 °C) 129.4 g/kg (100 °C)[3] |
| Solubility in carbon tetrachloride | 7.32 g/kg[3] |
| log P | 4.56 |
| Vapor pressure | 0.01 kPa (125.9 °C) 0.1 kPa (151.5 °C)[4] 13.4 kPa (250 °C)[5] |
Henry's law
constant (kH) |
0.0396 L·atm/mol[6] |
| UV-vis (λmax) | 345.6 nm, 363.2 nm[5] |
| −129.8×10−6 cm3/mol[7] | |
| Thermal conductivity | 0.1416 W/(m·K) (240 °C) 0.1334 W/(m·K) (270 °C) 0.1259 W/(m·K) (300 °C)[8] |
| Viscosity | 0.602 cP (240 °C) 0.498 cP (270 °C) 0.429 cP (300 °C)[8] |
| Structure | |
| Monoclinic (290 K)[9] | |
| P21/b[9] | |
| D5 2h[9] | |
a = 8.562 Å, b = 6.038 Å, c = 11.184 Å[9] α = 90°, β = 124.7°, γ = 90°
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| Thermochemistry[10] | |
Heat capacity (C)
|
210.5 J/(mol·K) |
Std molar
entropy (S⦵298) |
207.5 J/(mol·K) |
Std enthalpy of
formation (ΔfH⦵298) |
129.2 kJ/mol |
Std enthalpy of
combustion (ΔcH⦵298) |
7061 kJ/mol[5] |
| Hazards | |
| GHS labelling: | |
  [11]
| |
| Warning | |
| H302, H305, H315, H319, H335, H410[11] | |
| P261, P273, P305+P351+P338, P501[11] | |
| NFPA 704 (fire diamond) | |
| Flash point | 121 °C (250 °F; 394 K)[11] |
| 540 °C (1,004 °F; 813 K)[11] | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
100-149 mg/kg (rats, oral) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, consisting of three fused benzene rings. It is a component of coal tar. Anthracene is used in the production of the red dye alizarin and other dyes. Anthracene is colorless but exhibits a blue (400–500 nm peak) fluorescence under ultraviolet radiation.[13]
- ^ a b c d Haynes, p. 3.28
- ^ Haynes, p. 5.157
- ^ a b c d e f Seidell, Atherton; Linke, William F. (1919). Solubilities of Inorganic and Organic Compounds (2nd ed.). New York: D. Van Nostrand Company. pp. 81.
- ^ Haynes, p. 6.116
- ^ a b c Anthracene in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD)
- ^ Haynes, p. 5.157
- ^ Haynes, p. 3.579
- ^ a b "Properties of Anthracene". www.infotherm.com. Wiley Information Services GmbH. Archived from the original on 2014-11-01. Retrieved 2014-06-22.
- ^ a b c d Douglas, Bodie E.; Ho, Shih-Ming (2007). Structure and Chemistry of Crystalline Solids. New York: Springer Science+Business Media, Inc. p. 289. ISBN 978-0-387-26147-8.
- ^ Haynes, p. 5.41
- ^ a b c d e Sigma-Aldrich Co., Anthracene.
- ^ "MSDS of Anthracene". www.fishersci.ca. Fisher Scientific. Retrieved 2014-06-22.
- ^ Lindsey, Jonathan; et al. "Anthracene". PhotochemCAD. Retrieved 20 February 2014.
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