Catalog Number
ACM129000-2
Category
Carbon Nanomaterials; Electroluminescence Materials; Other Electronic Materials; Sublimed Materials; Other Materials
Synonyms
Benzo[def]phenanthrene
Description
Pyrene is a colorless solid, solid and solutions have a slight blue fluorescence. Used in biochemical research. (EPA, 1998);Liquid;Solid;PALE YELLOW OR COLOURLESS SOLID IN VARIOUS FORMS.;Colorless solid, solid and solutions have a slight blue fluorescence.
Canonical SMILES
C1=CC2=C3C(=C1)C=CC4=CC=CC(=C43)C=C2
InChI
InChI=1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H
InChI Key
BBEAQIROQSPTKN-UHFFFAOYSA-N
Boiling Point
759 °F at 760 mm Hg (EPA, 1998);404.0 °C;394 °C;404 °C;759°F
Melting Point
313 °F (EPA, 1998);151.2 °C;150.62 °C;151.2°C;151 °C;313°F
Flash Point
>200.0 °C (>392.0 °F)
Density
1.27 at 73.4 °F (EPA, 1998);1.271 g/cu cm at 23 °C;1.27 g/cm³;1.27 at 73.4°F
Solubility
less than 1 mg/mL at 72° F (NTP, 1992);6.67e-07 M;In water, 0.135 mg/L at 25 °C;In water, median of 19 measured values from literature: 0.135 mg/L at 24-25 °C (average: 0.128 mg/L);Soluble in ethanol, ethyl ether, benzene, toluene; slightly soluble in carbon tetrachloride;Soluble in carbon disulfide, ligroin;Partially soluble in organic solvents;0.000135 mg/mL at 25 °C;Solubility in water, mg/l at 25 °C: 0.135
Application
Pyrene is a versatile organic compound with the chemical formula C16H10, characterized by its light yellow appearance in monoclinic crystal form, though pure pyrene is colorless. Known for its aromatic and combustible properties, it is insoluble in water but dissolves in ethanol and ether. With its ability to undergo electrophilic substitution reactions, such as halogenation, nitration, and sulfonation, pyrene serves as a crucial synthetic raw material in various industries. It is primarily sourced from coal tar distillates and can be oxidized to produce 1,4,5,8-naphthalene tetracarboxylic acid, a key component in the manufacture of dyes, synthetic resins, engineering plastics, and plasticizers. Furthermore, pyrene plays a role in the production of vat dye brilliant orange GR and other dyes through acylation. Despite its valuable applications, it is important to note that pyrene has been listed as a type 3 carcinogen by the International Agency for Research on Cancer, indicating the need for careful handling and consideration of its potential genotoxic effects, particularly its impact on estrogenic and androgenic activity.
Color/Form
Monoclinic prismatic tablets from alcohol or by sublimation; pure pyrene is colorless;Pale yellow plates (from toluene, sublimes);Colorless solid (tetracene impurities give yellow color)
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
Heat of Vaporization
3.21X10+5 J/kg
Hydrogen Bond Acceptor Count
0
Hydrogen Bond Donor Count
0
Log P
4.88 (LogP);log Kow = 4.88;4.88;4.88
Monoisotopic Mass
202.0782
Other Experimental
Absorption coefficient for thermal electrons: 6.0; ionization potential: 7.58; coefficient of highest filled or lowest empty molecular orbital: 0.445; K-region: bond= 4,5, bond order= 1.777, (CLE) min carbon localization energy plus (BLE) bond localization energy= 3.33;Solid and solution have slight blue fluorescence;Henry's Law constant = 1.19X10-5 atm-cu m/mole at 25 °C;Hydroxyl radical reaction rate constant = 5.0X10-11 cu cm/molecule-sec at 25 °C
Stability
Stable under recommended storage conditions.
Topological Polar Surface Area
0 Ų
Vapor Pressure
2.6 mm Hg at 392.7 °F ; 6.90 mm Hg at 429.4° F (NTP, 1992);4.50e-06 mmHg;4.5X10-6 mm Hg at 25 °C;Vapor pressure, Pa at ? °C: 0.08;2.6 mmHg at 392.7°F, 6.90 mmHg at 429.4°F