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Phthalic acid

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Identification
Molecular formula
C8H6O4
CAS number
88-99-3
IUPAC name
phthalic acid
State
State

At room temperature, phthalic acid is in a solid state. Its crystalline form may vary in size from powdery to more distinct needle-like shapes, but it remains solid and stable under standard conditions.

Melting point (Celsius)
207.00
Melting point (Kelvin)
480.00
Boiling point (Celsius)
395.00
Boiling point (Kelvin)
668.00
General information
Molecular weight
166.13g/mol
Molar mass
166.1310g/mol
Density
1.5930g/cm3
Appearence

Phthalic acid appears as a white solid with a crystalline structure. It is often seen in a powder form, though it can also come as elongated crystalline needles. It lacks significant color and tends to reflect light, making it appear somewhat glossy when in crystalline needle form.

Comment on solubility

Solubility of Phthalic Acid (C8H6O4)

Phthalic acid is a fascinating compound when it comes to its solubility characteristics. Understanding its behavior in various solvents is essential for its application in chemical processes. Here are some key points regarding the solubility of phthalic acid:

  • Solubility in Water: Phthalic acid is moderately soluble in water, with a solubility of approximately 0.18 g per 100 mL at 25 °C. This limited solubility can be attributed to its molecular structure, which contains both hydrophobic and hydrophilic groups.
  • Solubility in Organic Solvents: This compound demonstrates much higher solubility in organic solvents, including:
    • Alcohols (e.g., ethanol and methanol)
    • Acetone
    • Chloroform
    • Benzene
  • Effect of Temperature: Like many other organic compounds, the solubility of phthalic acid in water increases with temperature. This means that heating the solution can enhance the dissolution of phthalic acid, making it more effective in various applications.
  • pH Dependence: The solubility can also be affected by the pH of the solution. In higher pH conditions, phthalic acid can ionize and become more soluble due to the formation of its anionic form.

To summarize, the solubility of phthalic acid is a balance of its molecular structure and the nature of the solvent. This compound's versatility in dissolution opens up intriguing possibilities for its use in different chemical contexts.

Interesting facts

Discovering Phthalic Acid

Phthalic acid, also known as 1,2-benzenedicarboxylic acid, is a fascinating compound that plays a crucial role in various chemical applications. Here are some interesting facts about this compound:

  • Versatile Intermediate: Phthalic acid is an important building block in the synthesis of dyes, plastics, and resins. It serves as a precursor to several high-performance polyketones and is used extensively in the production of plasticizers.
  • Environmental Considerations: As a product of the combustion of organic materials, phthalic acid is also monitored for its environmental impact. While essential in manufacturing, awareness of its breakdown products is crucial for assessing ecological safety.
  • Applications in Medicine: Beyond industrial use, phthalic acid derivatives have found their way into the pharmaceutical industry, where they are utilized in certain drug formulations.
  • Distinct Isomeric Forms: Phthalic acid exists in three isomeric forms: ortho-,(meta-), and para-phthalic acid. The ortho-form is the most commercially significant due to its efficacy in producing plasticizers.
  • Historical Significance: Its discovery can be traced back to the mid-19th century, showcasing the evolution of organic chemistry. The ability to synthesize phthalic acid opened doors to innovations in the chemical industry.

In conclusion, phthalic acid is not just another organic compound; its wide-ranging applications and implications in both industrial and environmental contexts make it a noteworthy subject of study. As we continue to explore its potential, we should also be mindful of its environmental footprint and strive for sustainable practices in its utilization.

Synonyms
phthalic acid
88-99-3
1,2-benzenedicarboxylic acid
o-phthalic acid
benzene-1,2-dicarboxylic acid
Pathalic acid
o-dicarboxybenzene
o-benzenedicarboxylic acid
Acide phtalique
Kyselina ftalova
ortho-phthalic acid
Sunftal 20
MFCD00002467
CCRIS 1446
HSDB 1339
Orthophthalic acid
NSC 5348
EINECS 201-873-2
UNII-6O7F7IX66E
BRN 0608199
PhthalicAcid-13C2
6O7F7IX66E
o-Carboxybenzoic acid
DTXSID8021484
CHEBI:29069
AI3-02409
NSC-5348
CHEMBL1045
DTXCID901484
EC 201-873-2
4-09-00-03167 (Beilstein Handbook Reference)
Phthalic-13C Acid
PHTHALICACID
254110-94-6
Copper(ii)phthalate
Phthalic Acid-13C2
Benzene-1,2-dicarboxylic Acid (Phthalic Acid)
PHTHALIC ACID (USP-RS)
PHTHALIC ACID [USP-RS]
Acide phtalique [French]
Kyselina ftalova [Czech]
Phthalic Acid (Phenyl-13C6, D4)
PHTHALIC ACID (USP IMPURITY)
PHTHALIC ACID [USP IMPURITY]
FLUORESCEIN IMPURITY B (EP IMPURITY)
FLUORESCEIN IMPURITY B [EP IMPURITY]
FLUORESCEIN SODIUM IMPURITY B (EP IMPURITY)
FLUORESCEIN SODIUM IMPURITY B [EP IMPURITY]
Alizarinate
Naphthalinate
Phthalinate
Alizarinic acid
Phthalinic acid
Naphthalinic acid
o-Carboxybenzoate
4kww
folpet TP2
phthalsäure
Benzene-1,2-dicarboxylic Acid; Phthalic acid; Fluorescein Sodium Imp. B (EP); Fluorescein Imp. B (EP); Fluorescein Sodium Impurity B; Fluorescein Impurity B
o-Benzenedicarboxylate
Phthalic acid, ~99%
WLN: QVR BVQ
Phthalic acid (Standard)
Phthalate standard for IC
Phthalic acid, 99.5%
benzoic acid, 2-carboxy-
bmse000391
PHTHALIC ACID [MI]
Picoxystrobin metabolite 15
SCHEMBL1808
1,2-benzendicarboxylic acid
PHTHALIC ACID [HSDB]
MLS002152931
HY-I0508R
NSC5348
HMS3039E17
HMS3604J03
Phthalic acid, analytical standard
BCP15370
EKA11094
HY-I0508
STR06656
VCA83883
Phthalic acid, reagent grade, 98%
Tox21_200915
BDBM50080272
MSK000852
s6215
STL168879
AKOS000118898
DB02746
FP27023
CAS-88-99-3
NCGC00090869-01
NCGC00090869-02
NCGC00258469-01
Phthalic acid, ACS reagent, >=99.5%
AC-14464
BP-21159
DA-48993
DA-76837
SMR001224528
1ST000852
CS-0009407
NS00008610
P0287
Phthalic acid, SAJ first grade, >=99.0%
1,2-Benzenedicarboxylic acid;M 2;NSC 5348
EN300-17992
Phthalic acid, SAJ special grade, >=99.0%
C01606
Phthalic acid, Vetec(TM) reagent grade, 98%
Phthalic acid, puriss. p.a., >=99.5% (T)
AB-131/40237186
Q423876
Z57127456
F3110-2832
Phthalic acid, European Pharmacopoeia (EP) Reference Standard
Phthalic acid, United States Pharmacopeia (USP) Reference Standard
201-873-2
InChI=1/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12