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Acridine Orange

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Identification
Molecular formula
C17H19N3
CAS number
494-38-2
IUPAC name
N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine
State
State

At room temperature, acridine orange is typically found as a solid.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.15
Boiling point (Celsius)
462.00
Boiling point (Kelvin)
735.15
General information
Molecular weight
265.35g/mol
Molar mass
265.3530g/mol
Density
1.0400g/cm3
Appearence

Acridine Orange is a powder that can range in coloration from yellow to orange. It is often seen as a crystalline solid with a vibrant color.

Comment on solubility

Solubility of N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine

The solubility of N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine can be quite complex and is influenced by various factors that are paramount in determining its behavior in solution.

Key Points on Solubility:

  • Polarity: Generally, compounds with significant non-polar characteristics tend to be less soluble in polar solvents, whereas polar or ionic compounds exhibit enhanced solubility in polar environments.
  • Functional Groups: The presence of bulky groups and nitrogen atoms may affect solubility. While tertiary amines can sometimes improve solubility, the overall bulky structure may hinder interaction with typical solvents.
  • Solvent Choice: This compound may exhibit better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO) due to their ability to solvate large organic molecules. Conversely, it may show reduced solubility in water.
  • Hydrogen Bonding: The potential for hydrogen bonding with solvents can greatly influence solubility. This compound's nitrogen atoms could engage in hydrogen bonds, potentially enhancing its solubility in certain environments.

In conclusion, while definitive quantitative solubility data may not be readily available, understanding the interplay of these factors helps predict that N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine likely exhibits preferential solubility in non-polar to moderately polar organic solvents rather than in aqueous solutions.

Interesting facts

Interesting Facts about N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine

N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine, often referred to for its unique structure and properties, showcases the fascinating intersection of organic chemistry and dye chemistry. Here are some intriguing aspects of this compound:

  • Versatile Applications: This compound serves significant roles in various scientific fields, particularly in fluorescent probes and as a biological stain. Its ability to emit fluorescence can be critical in imaging applications.
  • Structural Features: The presence of both bulky groups, like the sec-butyl and multiple methyl groups, enhances its solubility and stability. This is particularly interesting because bulky groups can affect the compound's reactivity and physicochemical properties.
  • Synthesis Challenges: The synthesis of this compound can be quite challenging and requires specialized techniques to ensure that the functional groups are introduced without side reactions. Careful consideration of the reaction conditions is necessary to obtain the desired product yield and purity.
  • Research Opportunities: As a relatively complex organic molecule, it invites further research into its properties. Aiding in the understanding of electron transfer mechanisms, its role as a potential catalyst has also been noted in recent studies.
  • Safety and Handling: Like many organic compounds, it must be handled with care. Proper safety measures should always be observed, as certain derivatives can exhibit varying levels of toxicity.

In summary, N3,N3,N6,N6-tetramethyl-9-sec-butyl-acridine-3,6-diamine is not just a chemical compound; it embodies the challenges and triumphs of modern synthetic chemistry. Its complex structure holds the key to numerous applications, making it a captivating subject for chemists and researchers alike.

Synonyms
3,6-Bis(dimethylamino)-9-sec-butylacridine
16292-13-0
ACRIDINE, 3,6-BIS(DIMETHYLAMINO)-9-sec-BUTYL-
DTXSID30936762
9-(Butan-2-yl)-N~3~,N~3~,N~6~,N~6~-tetramethylacridine-3,6-diamine