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Benzo[c]phenanthrene

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Identification
Molecular formula
C18H12
CAS number
195-19-7
IUPAC name
benzo[c]phenanthrene
State
State

Benzo[c]phenanthrene is a solid at room temperature.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
438.00
Boiling point (Kelvin)
711.15
General information
Molecular weight
228.29g/mol
Molar mass
228.2860g/mol
Density
1.2290g/cm3
Appearence

Benzo[c]phenanthrene is a polycyclic aromatic hydrocarbon, usually appearing as a pale yellow crystalline powder. Like many other PAHs, it is hydrophobic and nonpolar, making it relatively insoluble in water but soluble in organic solvents such as benzene and toluene.

Comment on solubility

Solubility of benzo[c]phenanthrene

Benzo[c]phenanthrene, with its complex polycyclic structure, exhibits interesting solubility properties that reflect its unique chemical nature. This compound is classified as a member of the polycyclic aromatic hydrocarbons (PAHs), which are known for their hydrophobic characteristics. Key aspects of its solubility include:

  • Low Solubility in Water: Benzo[c]phenanthrene is virtually insoluble in water due to its large aromatic structure, which results in high hydrophobicity. The unrestricted pi-electron cloud together with the bulk of the overall structure hinders interaction with polar water molecules.
  • Solubility in Organic Solvents: It shows considerable solubility in various organic solvents. Common solvents include:
    • Benzene
    • Toluene
    • Hexane
  • Temperature Dependence: The solubility of benzo[c]phenanthrene tends to increase with rising temperatures in organic solvents. This indicates that thermal energy enhances its solubility due to increased molecular motion.

Due to its low water solubility and higher affinity for organic solvents, benzo[c]phenanthrene often poses challenges in environmental and biological contexts. It is essential to consider these solubility characteristics when handling this compound in both research and industrial applications.

Interesting facts

Interesting Facts about Benzo[c]phenanthrene

Benzo[c]phenanthrene is a fascinating polycyclic aromatic hydrocarbon (PAH) known for its intricate structure and significant implications in various fields. Here are some noteworthy aspects:

  • Structure and Isomerism: Benzo[c]phenanthrene has a complex arrangement of fused benzene rings, showcasing an isomeric relationship with other structures in the phenanthrene family. This structural uniqueness contributes to its distinctive chemical properties.
  • Environmental Concerns: As a member of the PAH group, benzo[c]phenanthrene is often found in fossil fuels and is a byproduct of incomplete combustion. It is a subject of environmental study due to its potential carcinogenicity, particularly concerning its interactions within living organisms.
  • Biological Activity: Research indicates that benzo[c]phenanthrene may induce genotoxic effects, leading to DNA damage. This characteristic is of particular interest in toxicology and can have implications in cancer research.
  • Diverse Applications: Despite its notoriety, benzo[c]phenanthrene also shows promise in fields like material science and nanotechnology. Its electrical and optical properties can be beneficial in developing advanced materials.
  • Historical Background: Like many PAHs, benzo[c]phenanthrene has been a compound of interest in scientific studies since the early 20th century. Its observations helped shape the study of carcinogenic compounds and raise awareness about environmental pollution.

In conclusion, benzo[c]phenanthrene is not just a chemical compound but a catalyst for inquiry into fundamental questions about health, safety, and innovative material science. The more we understand its properties, the better equipped we are to mitigate risks associated with its presence in our environment.

Synonyms
Benzo[c]phenanthrene
195-19-7
BENZO(C)PHENANTHRENE
Tetrahelicene
3,4-Benzophenanthrene
3,4-Benzphenanthrene
Benzo-3,4-phenanthrene
EINECS 205-896-9
H22XVR3V8A
BRN 1909296
MFCD00019126
DTXSID4075459
CHEBI:82292
3,4-BENZPHENANTHRENE [MI]
BENZO(C)PHENANTHRENE [IARC]
BENZO(C)PHENANTHRENE (IARC)
UNII-H22XVR3V8A
BcPh
3,4Benzphenanthrene
3,4benzophenanthrene
B(c)P
Benzo[c]phenanthrene 10 microg/mL in Cyclohexane
DTXCID3036109
TUAHORSUHVUKBD-UHFFFAOYSA-
AKOS004902356
CS-W012993
FB18203
AS-57393
SY283669
DB-044889
NS00041480
C19197
F16776
AB-131/42300972
Q2896793
3,4-Benzophenanthrene;Benzo[e]phenanthrene;Tetrahelicene
Benzo(c)phenanthrene, vial of 25 mg, analytical standard
Benzo[c]phenanthrene, BCR(R) certified Reference Material
205-896-9
InChI=1/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H