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Isophthaloyl chloride

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Identification
Molecular formula
C8H4Cl2O2
CAS number
99-63-8
IUPAC name
benzene-1,3-dicarbonyl chloride
State
State

Isophthaloyl chloride is typically a liquid at room temperature, although it may solidify if cooled slightly due to its relatively high melting point compared to room temperature.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.00
Boiling point (Celsius)
273.00
Boiling point (Kelvin)
546.00
General information
Molecular weight
203.03g/mol
Molar mass
203.0280g/mol
Density
1.4560g/cm3
Appearence

Isophthaloyl chloride appears as a colorless to pale yellow liquid. It may have a pungent odor, characteristic of acyl chlorides.

Comment on solubility

Solubility of Benzene-1,3-dicarbonyl Chloride

Benzene-1,3-dicarbonyl chloride, with the chemical formula C8H6Cl2O2, exhibits unique solubility characteristics influenced by its chemical structure. Here are some key points regarding its solubility:

  • Solvent Preference: This compound is primarily soluble in organic solvents such as acetone, chloroform, and ethanol.
  • Insolubility in Water: Due to its hydrophobic benzene ring structure, benzene-1,3-dicarbonyl chloride is generally insoluble in water.
  • Influence of Chlorine Atoms: The presence of chlorine atoms enhances the polarity of the molecule, allowing it to interact well with polar organic solvents.
  • Temperature Dependence: Like many organic compounds, the solubility may increase with temperature as it reduces intermolecular forces.

The solubility profile can be summarized: It is highly soluble in non-polar and slightly polar solvents, whereas it remains insoluble in polar solvents like water. This behavior showcases the importance of understanding solvent interactions in organic chemistry.

Interesting facts

Interesting Facts about Benzene-1,3-dicarbonyl Chloride

Benzene-1,3-dicarbonyl chloride, also known as 1,3-benzenedicarbonyl chloride, is a remarkable compound that plays a significant role in organic synthesis. Here are some intriguing insights into this versatile chemical:

  • Versatile Intermediate: This compound serves as an important intermediate in the synthesis of various chemicals, including pharmaceuticals and agrochemicals. Its reactivity makes it a key player in the creation of complex organic molecules.
  • Functional Groups: With two carbonyl groups adjacent to each other, benzene-1,3-dicarbonyl chloride showcases the fascinating chemistry of carbonyl compounds. These functional groups contribute to its reactivity, particularly in condensation and acylation reactions, leading to diverse products.
  • Use in Synthesis: The incorporation of benzene-1,3-dicarbonyl chloride in synthetic pathways often leads to the formation of amides and esters. This versatility allows chemists to develop a wide range of products tailored for specific applications.
  • Reactivity with Amines: This compound readily reacts with amines, forming amides—a vital class of organic compounds widely used in pharmaceuticals and as building blocks in organic chemistry.
  • Safety Precautions: As with many chlorinated compounds, working with benzene-1,3-dicarbonyl chloride requires caution. It's essential to handle this compound in a well-ventilated area and to use appropriate safety gear to avoid inhalation or skin contact.

In conclusion, benzene-1,3-dicarbonyl chloride is more than just a simple chemical. Its unique structural features and reactivity make it an invaluable tool for chemists, contributing to advancements in numerous fields. As scientists continue to explore its potential, this compound undoubtedly holds exciting possibilities for future research and application.

Synonyms
Isophthaloyl chloride
Isophthaloyl dichloride
99-63-8
1,3-Benzenedicarbonyl dichloride
1,3-BENZENEDICARBONYL CHLORIDE
Isophthalic acid chloride
Isophthalic acid dichloride
Isophthalic chloride
m-Phthaloyl chloride
m-Phthalic dichloride
Isophthalyl dichloride
Isothaloyl chloride
Isophthalyl chloride
m-Phthalyl dichloride
benzene-1,3-dicarbonyl chloride
m-Benzenedicarbonyl chloride
meta-Phthalyl dichloride
benzene-1,3-dicarbonyl dichloride
Dichlorid kyseliny isoftalove
1,3-Bis(chlorocarbonyl)benzene
HSDB 5326
UNII-6A3LDJ6CL3
EINECS 202-774-7
NSC 41884
m-Phthalyl chloride
BRN 0638342
1,3-Benzenedicarboxylic acid, dichloride
DTXSID3026641
m-Phthaloyl dichloride
NSC-41884
6A3LDJ6CL3
DTXCID406641
EC 202-774-7
M-BENZENEDICARBONYL CHLORID
1,3-DI(CHLOROCARBONYL)BENZENE
1,3-BENZENEDICARBONYL CHLORIDE [HSDB]
CAS-99-63-8
Dichlorid kyseliny isoftalove [Czech]
isophthaloylchloride
mPhthaloyl chloride
mPhthalic dichloride
mPhthalyl dichloride
MFCD00000678
isophthalic dichloride
iso-phthaloyl chloride
metaPhthalyl dichloride
WLN: GVR CVG
1,3-phthaloyl dichloride
mBenzenedicarbonyl chloride
SCHEMBL27510
1,3Benzenedicarbonyl chloride
1,3Benzenedicarbonyl dichloride
Isophthaloyl chloride, >=99%
CHEMBL1885739
AAA09963
NSC41884
STR04660
Tox21_201596
Tox21_303056
AKOS004904996
1,3Benzenedicarboxylic acid, dichloride
NCGC00164011-01
NCGC00164011-02
NCGC00257157-01
NCGC00259145-01
I0159
NS00004098
EN300-19830
F87312
Isophthaloyl chloride, purum, >=98.0% (AT)
A846057
Q27264395
3-(2-morpholinoethylamino)-6-phenyl-pyridazine-4-carbonitrile