Skip to main content

Terephthaloyl chloride

ADVERTISEMENT
Identification
Molecular formula
C8H4Cl2O2
CAS number
100-20-9
IUPAC name
benzene-1,4-dicarbonyl chloride
State
State

At room temperature, terephthaloyl chloride exists as a solid.

Melting point (Celsius)
81.00
Melting point (Kelvin)
354.00
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.00
General information
Molecular weight
203.03g/mol
Molar mass
203.0330g/mol
Density
1.4820g/cm3
Appearence

Terephthaloyl chloride is a white to light-yellow crystalline solid.

Comment on solubility

Solubility of Benzene-1,4-dicarbonyl Chloride

Benzene-1,4-dicarbonyl chloride, an aromatic compound, exhibits some unique solubility characteristics which are important to consider. Its solubility is generally influenced by a few key factors:

  • Polarity: Being a chlorinated derivative of a diketone, benzene-1,4-dicarbonyl chloride possesses a certain degree of polarity due to the presence of carbonyl (C=O) groups and chlorine atoms. This polarity enables it to dissolve in polar organic solvents.
  • Solvent Interaction: The compound tends to dissolve well in solvents like acetone, ethanol, and chloroform due to favorable interactions between the solute and solvent molecules.
  • Water Solubility: As for water solubility, benzene-1,4-dicarbonyl chloride shows limited solubility. This is primarily because the large non-polar benzene ring decreases its overall solubility in highly polar solvents, such as water.
  • Temperature Effects: Solubility can also vary with temperature. Generally, as temperature increases, solubility in most organic solvents tends to increase as well.

In conclusion, while benzene-1,4-dicarbonyl chloride demonstrates solubility in various organic solvents, its limited solubility in water highlights the importance of considering solvent choice for practical applications. Understanding solubility is crucial for successful experimentation and synthesis.

Interesting facts

Interesting Facts about Benzene-1,4-Dicarbonyl Chloride

Benzene-1,4-dicarbonyl chloride, commonly referred to as terephthaloyl chloride, is a compound that serves as a vital building block in both organic synthesis and polymer chemistry. This compound is a derivative of terephthalic acid and plays a significant role in the production of various polymeric materials.

Key Highlights:

  • Intermediate in Synthesis: Terephthaloyl chloride is primarily used as an intermediate for synthesizing polyesters, notably polyethylene terephthalate (PET), which is extensively used in textiles and packaging materials.
  • Reactivity: The compound exhibits strong reactivity due to the presence of acyl chloride functional groups. This property allows it to readily participate in reactions with amines and alcohols, facilitating the formation of various derivative compounds.
  • Industrial Significance: The production of fibers and plastics from this compound underscores its importance in the textile and polymer industries, indicating its wide-ranging utility.
  • Environmental Considerations: While it is highly useful, it is essential to handle benzene-1,4-dicarbonyl chloride with care due to its potential hazards. Appropriate safety measures are necessary to mitigate risks associated with its use.

The versatility of benzene-1,4-dicarbonyl chloride as a precursor in synthetic reactions highlights the intricate relationship between chemical compounds and their applications in everyday materials. As a chemistry student or scientist, understanding such compounds provides insights into the mechanisms of industrial processes and materials science.

Synonyms
Terephthaloyl chloride
100-20-9
Terephthaloyl dichloride
1,4-BENZENEDICARBONYL DICHLORIDE
p-Phthaloyl chloride
Terephthalic acid dichloride
Terephthalic dichloride
p-Phthaloyl dichloride
Terephthalic acid chloride
p-Phthalyl dichloride
Terephthalyl dichloride
p-Phenylenedicarbonyl dichloride
1,4-Benzenedicarbonyl chloride
benzene-1,4-dicarbonyl chloride
NSC 41885
HSDB 5332
EINECS 202-829-5
BRN 0607796
CCRIS 8626
DTXSID7026653
MFCD00000693
NSC-41885
G247CO9608
DTXCID506653
EC 202-829-5
4-09-00-03318 (Beilstein Handbook Reference)
BENZENE 1,4-DICARBOXYLIC ACID DICHLORIDE
CAS-100-20-9
terephthaloylchloride
UNII-G247CO9608
benzene-1,4-dicarbonyl dichloride
pPhthaloyl chloride
pphthaloyl dichloride
terephthalic chloride
1,4-phthaloyl dichloride
SCHEMBL68148
1,4Benzenedicarbonyl chloride
pPhenylenedicarbonyl dichloride
CHEMBL1893301
1.4-benzenedicarbonyl dichloride
BCP27385
NSC41885
STR02815
Tox21_201899
Tox21_303166
AKOS015890038
FT05562
Terephthaloyl chloride, >=99%, flakes
NCGC00164045-01
NCGC00164045-02
NCGC00257127-01
NCGC00259448-01
NS00008912
T0017
Q7702072
202-829-5