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Pyrene

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Identification
Molecular formula
C16H10
CAS number
129-00-0
IUPAC name
pyrene
State
State

At room temperature, pyrene is in a solid state. It is relatively stable and can be handled under normal laboratory conditions. Due to its crystalline nature, it is less volatile compared to some other aromatic compounds, which aligns with its higher molecular weight and solid-state presence at ambient conditions.

Melting point (Celsius)
151.00
Melting point (Kelvin)
424.15
Boiling point (Celsius)
404.00
Boiling point (Kelvin)
677.15
General information
Molecular weight
202.25g/mol
Molar mass
202.2480g/mol
Density
1.2710g/cm3
Appearence

Pyrene is a polycyclic aromatic hydrocarbon (PAH) characterized by its crystalline form. In its pure state, pyrene appears as colorless to pale yellow crystalline plates. It is known for its strong and distinct aromatic odor.

This compound fluoresces brightly under ultraviolet (UV) light, often exhibiting a blue or violet glow, which is a distinctive characteristic of polycyclic aromatic hydrocarbons.

Comment on solubility

Solubility of Pyrene

Pyrene, with the chemical formula C16H10, is a polycyclic aromatic hydrocarbon known for its interesting solubility characteristics. Here are some key points regarding the solubility of pyrene:

  • Solvent Compatibility: Pyrene is generally considered insoluble in water, exhibiting minimal interaction due to its hydrophobic nature.
  • Organic Solvents: It is readily soluble in a variety of organic solvents such as:
    • Acetone
    • Benzene
    • Toluene
    • Chloroform
  • Structural Influence: The large, planar structure of pyrene contributes to its low solubility in polar solvents.
  • Environmental Considerations: Because of its hydrophobic properties, pyrene tends to accumulate in lipid-rich biological tissues, impacting its bioavailability and toxicity.

In summary, while pyrene is insoluble in water, it demonstrates a strong affinity for numerous organic solvents, making it a compound of interest in both research and industrial applications. Its unique solubility profile significantly influences its behavior in environmental and biological contexts.

Interesting facts

Interesting Facts about Pyrene

Pyrene is a fascinating organic compound that belongs to the class of polycyclic aromatic hydrocarbons.

  • Chemical Structure: Pyrene features a large, planar structure composed of four fused benzene rings. This characteristic makes it a classic molecule for studying the properties of aromatic systems.
  • Natural Occurrence: Pyrene is commonly found in coal tar and is produced during the incomplete combustion of organic matter. It can also be detected in the environment, particularly in urban pollution.
  • Fluorescence: One of the notable properties of pyrene is its ability to fluoresce under ultraviolet light. This property is utilized in various analytical techniques, including fluorescence spectroscopy, which can be applied in environmental monitoring and biochemical studies.
  • Applications: Due to its distinctive characteristics, pyrene is used in a range of applications including:
    • As a fluorophore in research to study molecular interactions.
    • In the manufacturing of dyes and plastics.
    • As a component in some analytical laboratory tests.
  • Toxicity: It is essential to note that pyrene, being a polycyclic aromatic hydrocarbon, can exhibit toxic and carcinogenic effects upon exposure. This highlights the importance of handling it safely in laboratory and industrial settings.

In summary, pyrene is not just a simple organic compound; it is a compound that plays a significant role in both environmental science and industrial applications. Its unique properties and potential hazards make it an important subject of study in the field of chemistry.

Synonyms
PYRENE
129-00-0
Benzo[def]phenanthrene
Pyren
beta-Pyrene
Benzo(def)phenanthrene
CHEBI:39106
NSC 17534
9E0T7WFW93
DTXSID3024289
AI3-23977
NSC-17534
NSC-66449
DTXCID804289
NSC17534
RefChem:6184
benzo(d,e,f)phenanthrene
204-927-3
.beta.-Pyrene
MFCD00004136
Pyrene-13C6
1346601-04-4
CHEMBL279564
Coal tar pitch volatiles:pyrene
Pyrene sublimed grade
NCGC00090910-03
Pyren [German]
41496-25-7
CCRIS 1256
HSDB 4023
Pyrene[def]phenanthrene
EINECS 204-927-3
Pyrene; Benzo[def]phenanthrene; NSC 17534; NSC 66449
UNII-9E0T7WFW93
Pyrene, Powder
Coal tar pitch volatiles: pyrene
Pyrene 10 microg/mL in Cyclohexane
Pyren(GERMAN)
Pyrene 10 microg/mL in Acetonitrile
Pyrene 100 microg/mL in Acetonitrile
Pyrene, 98%
PYRENE [HSDB]
PYRENE [IARC]
{Benzo[def]phenanthrene}
PYRENE [MI]
Epitope ID:119715
EC 204-927-3
Pyrene, analytical standard
Pyrene, crystalline, 95%
SCHEMBL9130
Pyrene (ACD/Name 4.0)
SCHEMBL23972
SCHEMBL24630
SCHEMBL25424
SCHEMBL70075
BIDD:ER0347
SCHEMBL152947
SCHEMBL510450
SCHEMBL578387
SCHEMBL617289
Pyrene, sublimed grade, 99%
orb2664845
SCHEMBL1046484
SCHEMBL2408200
SCHEMBL2408326
SCHEMBL2409845
SCHEMBL2410135
SCHEMBL2410149
SCHEMBL2411872
SCHEMBL2413958
SCHEMBL2414059
SCHEMBL20678502
SCHEMBL20678505
SCHEMBL29429699
Pyrene (purified by sublimation)
HMS3749I11
CS-B1735
NSC66449
WDC60104
WLN: L666 B6 2AB PJ
Tox21_400063
BDBM50214608
SBB041054
STL570454
AKOS000269680
FP09978
NCGC00090910-01
NCGC00090910-02
NCGC00090910-04
AS-13613
CAS-129-00-0
HY-103609
NS00010701
P1104
P2072
Pyrene, BCR(R) certified Reference Material
ST50214713
EN300-174930
AB-131/40897138
F449367
Pyrene, purum, for fluorescence, >=97.0% (GC)
Q415723
Pyrene, certified reference material, TraceCERT(R)
Z57901968
Pyrene, puriss. p.a., for fluorescence, >=99.0% (GC)
8P0
InChI=1/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10