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Quinacridone

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Identification
Molecular formula
C20H12N2O2
CAS number
1047-16-1
IUPAC name
27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione
State
State

At room temperature, quinacridone is typically found as a solid due to its stable molecular structure and high melting point, making it favored for use as a durable pigment. It is not soluble in water, which aids in its applicability across various mediums as a pigment.

Melting point (Celsius)
350.00
Melting point (Kelvin)
623.15
Boiling point (Celsius)
725.00
Boiling point (Kelvin)
998.15
General information
Molecular weight
312.33g/mol
Molar mass
338.3630g/mol
Density
1.5390g/cm3
Appearence

Quinacridone is a bright, colorful compound primarily known for its vibrant red-violet color. It is extensively used in the production of pigments for paints, inks, and plastics. The compound usually appears as a crystalline powder.

Comment on solubility

Solubility of 27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione

The solubility of 27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione can be quite complex due to its intricate molecular structure. This compound is characterized by multiple rings and functional groups, which often leads to variable solubility in different solvents. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl groups enhances its potential for solubility in polar solvents, yet the overall large and rigid structure may reduce this solubility.
  • Solvent Compatibility: It may show increased solubility in dimethyl sulfoxide (DMSO) and ethanol, while being less soluble in non-polar solvents like hexane.
  • Temperature Influence: Elevating the temperature can often enhance the solubility of complex compounds, allowing for better dissolution rates.
  • Concentration Dependency: At higher concentrations, compounds with similar structures can exhibit saturation effects, diminishing further solubility.

In sum, while there are factors that may enhance the solubility of this compound, its complex structure and the influences of environmental factors necessitate careful evaluation for specific applications.

Interesting facts

Interesting Facts About 27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione

This complex synthetic compound stands out for its unique structural characteristics and remarkable potential applications. Here are some intriguing points to consider:

  • Structure Diversity: The compound features a highly intricate framework known as octacyclo-, indicating it contains multiple interconnected rings. This structural complexity is vital in understanding its chemical properties and behavior.
  • Functional Groups: The presence of hydroxyl (–OH) and carbonyl (C=O) groups in the compound significantly affects its reactivity and interaction with biological systems. Hydroxyl groups are often involved in hydrogen bonding, enhancing solubility and interaction with various substrates.
  • Potential Pharmacological Applications: Due to its structural complexity, the compound could lead to interesting pharmacological investigations. Compounds with similar frameworks are often evaluated for their antitumor, antimicrobial, and anti-inflammatory properties.
  • Synthesis Challenges: The synthesis of such a complex compound poses significant challenges. The multi-step synthesis requires precise control of reaction conditions and often innovative methodologies to achieve the desired structure.
  • Exploration of Aza Compounds: As an aza compound, this molecule introduces nitrogen into its structure, which can enhance various properties, including stability and reactivity, compared to its carbon-only analogs.

In summary, 27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione is a fascinating compound that embodies the intersection of structural chemistry and potential biological application. With ongoing research and advancements in synthetic methodologies, the compound holds promise for future discoveries in both chemistry and pharmacology.

Synonyms
Vat Green 3
3271-76-9
Anthra[2,1,9-mna]naphth[2,3-h]acridine-5,10,15(16H)-trione
DTXSID3062944
Anthra(2,1,9-mna)naphth(2,3-h)acridine-5,10,15(16H)-trione
27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione
27-hydroxy-16-azaoctacyclo(18.10.2.02,15.05,14.07,12.017,31.021,26.028,32)dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione
DTXCID8038560
1328-45-6
Anthra2,1,9-mnanaphth2,3-hacridine-5,10,15(16H)-trione
221-897-7
603-679-7
Cibanone Olive B
Tinon Olive B
Cibanone Olive FB
Ponsol Green 2BL
Cibanone Olive 2B
Ponsol Green 2BLD
Cibanone Olive 2BD
Mayvat Olive Green B
Caledon Olive Green B
C.I. Vat Green 3
Ahcoval Olive Green BL
Benzadone Olive Green B
Sandothrene Olive N 2B
Ahcoval Olive Green BLD
Atic Vat Olive Green B
Tyrian Olive Green I-B
Amanthrene Olive Green B
Fenanthren Olive Green B
Indanthren Olive Green B
Mikethrene Olive Green B
Nyanthrene Olive Green B
Ostanthren Olive Green B
Solanthrene Dark Green J
Calcoloid Olive Green BD
Calcoloid Olive Green BN
Zelen kypova 3 [Czech]
Arlanthrene Olive Green B
Belanthrene Olive Green B
Helanthrene Olive Green B
Indanthrene Olive Green B
Nihonthrene Olive Green B
Palanthrene Olive Green B
Pernithrene Olive Green B
Ahcoval Olive Green BL-F
Calcoloid Olive Green BDC
Calcoloid Olive Green BDL
Calcoloid Olive Green BNC
Carbanthrene Olive Green B
Indanthrene Olive Green BA
Romanthrene Olive Green FB
Zelen kypova 3
Solanthrene Dark Green F-J
Amanthrene Supra Olive Green B
Caledon Printing Olive Green B
Ahcoval Printing Olive Green BL
EINECS 221-897-7
Zelen olivova ostanthrenova B [Czech]
BRN 0060973
Zelen olivova ostanthrenova B
C.I. 69500
C.I. 70311
0-21-00-00571 (Beilstein Handbook Reference)
SCHEMBL458628
HHKPGQSPFVLKMV-UHFFFAOYSA-N
NS00020638