Skip to main content

2,6-bis(chloromethyl)-4-methylphenol

ADVERTISEMENT
Identification
Molecular formula
C9H10Cl2O
CAS number
53874-67-4
IUPAC name
2,6-bis(chloromethyl)-4-methyl-phenol
State
State

Solid: 2,6-bis(chloromethyl)-4-methylphenol is a solid at room temperature, typically appearing as a crystalline powder. The solid state contributes to its stability and ease of handling in industrial and laboratory settings.

Melting point (Celsius)
75.00
Melting point (Kelvin)
348.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
203.08g/mol
Molar mass
203.0810g/mol
Density
1.3120g/cm3
Appearence

The compound 2,6-bis(chloromethyl)-4-methylphenol appears as a white to off-white solid. It generally forms crystalline structures that may appear powdery. This phenolic derivative is typically stable under normal conditions but should be handled with care to avoid moisture since it may affect its stability and physical state.

Comment on solubility

Solubility of 2,6-bis(chloromethyl)-4-methyl-phenol

The solubility of 2,6-bis(chloromethyl)-4-methyl-phenol exhibits some intriguing characteristics due to its chemical structure. As a chlorinated compound with a phenolic structure, the solubility can be influenced by various factors including polarity, hydrogen bonding, and steric hindrance.

Here are some key points regarding its solubility:

  • Polarity: The presence of chloromethyl groups increases the polarity of the compound, which can enhance solubility in polar solvents such as water or alcohols.
  • Hydrogen Bonding: The hydroxyl (-OH) functional group can engage in hydrogen bonding, contributing to its solubility in water but potentially limiting solubility in nonpolar solvents.
  • Shelf Stability: The chloromethyl substituents may also affect how the compound behaves in solution, potentially leading to degradation or transformation under certain conditions.
  • General Solubility Trends: While phenolic compounds often have reasonable solubility in organic solvents, the presence of multiple halogen atoms could lead to more complex solubility behavior.

In summary, 2,6-bis(chloromethyl)-4-methyl-phenol may demonstrate moderate solubility in polar solvents, although practical applications and experiments would be necessary to fully understand its solubility in various media. As always, consulting solubility data under specific conditions is recommended for precise applications.

Interesting facts

Interesting Facts about 2,6-bis(chloromethyl)-4-methyl-phenol

2,6-bis(chloromethyl)-4-methyl-phenol, also known by its trade names, is a significant compound in the realm of organic chemistry. Here are some fascinating insights into this versatile chemical:

  • Versatile Intermediate: This compound serves as an important intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique chloromethyl groups make it a valuable precursor for functionalizing aromatic structures.
  • Biological Activity: The structural features of 2,6-bis(chloromethyl)-4-methyl-phenol suggest potential biological activity. Researchers often investigate its effects on biological systems, leading to studies in fields such as medicinal chemistry.
  • Safety Concerns: Due to the presence of chlorine in its structure, this compound should be handled with caution. Chlorinated compounds can exhibit toxicity and environmental persistence, making proper safety protocols essential during handling and usage.
  • Research Applications: Scientists utilize this compound to explore reaction mechanisms and synthetic methodologies. It serves as a fascinating subject in advanced organic chemistry courses, allowing students to learn about electrophilic aromatic substitution and related topics.
  • Environmental Impact: Understanding the fate of chlorinated compounds in the environment is crucial. Researchers continue to explore degradation pathways and the potential for bioaccumulation to mitigate adverse effects on ecosystems.

In conclusion, 2,6-bis(chloromethyl)-4-methyl-phenol stands out as a prime example of how a simple modification in molecular structure can significantly alter a compound's reactivity and potential applications. As a chemistry student or scientist, studying this compound opens doors to a myriad of scientific inquiries, fostering both innovation and understanding in chemical synthesis.

Synonyms
2,6-Bis(chloromethyl)-4-methylphenol
627-733-4
5862-32-8
2,6-Bis(chloromethyl)-p-cresol
Phenol, 2,6-bis(chloromethyl)-4-methyl-
MESITOL, alpha(sup 2),alpha(sup 6)-DICHLORO-
NSC 85480
BRN 2091891
alpha(sup 2),alpha(sup 6)-Dichloromesitol
NSC85480
3-06-00-01838 (Beilstein Handbook Reference)
SCHEMBL4408009
WLN: G1R BQ E1 C1G
DTXSID20207332
2,6-bischloromethyl4-methylphenol
NUSAOAJCGJSAIU-UHFFFAOYSA-N
Mesitol,.alpha.(sup 6)-dichloro-
NSC-85480
Phenol,6-bis(chloromethyl)-4-methyl-
AS-87493
DB-260416
2,6-Bis(chloromethyl)-4-methylphenol, 97%
G77741
.alpha.(sup 2),.alpha.(sup 6)-Dichloromesitol
2,6-BIS(CHLOROMETHYL)-4-METHYLPHENOL, 97