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Sigma-Aldrich

Phthalic acid

puriss. p.a., ≥99.5% (T)

Synonym(s):

1,2-Benzenedicarboxylic acid

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About This Item

Linear Formula:
C6H4-1,2-(CO2H)2
CAS Number:
88-99-3
Molecular Weight:
166.13
Beilstein:
608199
EC Number:
201-873-2
MDL number:
MFCD00002467
UNSPSC Code:
12352100
PubChem Substance ID:
57652822
NACRES:
NA.21

grade

puriss. p.a.

Quality Level

200

Assay

≥99.5% (T)

form

powder or crystals

ign. residue

≤0.02% (as SO4)

mp

210-211 °C (dec.) (lit.)

solubility

water: soluble(lit.)

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

OC(C1=C(C(O)=O)C=CC=C1)=O

InChI

1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)

InChI key

XNGIFLGASWRNHJ-UHFFFAOYSA-N

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General description

Phthalic acid (1,2-benzenedicarboxylic acid) is an aromatic dicarboxylic acid. On heating, it undergoes dehydration to afford cyclic anhydride. It can be synthesized from phthalic anhydride.

Application

Phthalic acid may be used in the synthesis of benzoic acid. It may be used to constitute the mobile phase during hydrophilic interaction liquid chromatography (HILIC) coupled with electrospray ionization tandem mass spectrometric (ESI-MS/MS) analysis of free amino acids (AAs) in human thyroid tissues.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 1

Flash Point(F)

334.4 °F

Flash Point(C)

168 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Wanshu Qi et al.
Analytica chimica acta, 870, 75-82 (2015-03-31)
In this work, 0.08 mmol L(-1) of phthalic acid was introduced as a mobile phase additive to quantify free amino acids (AAs) by hydrophilic interaction liquid chromatography (HILIC) coupled with electrospray ionization tandem mass spectrometry (ESI-MS/MS). The addition of phthalic
Christopher H Hurst et al.
Toxicological sciences : an official journal of the Society of Toxicology, 74(2), 297-308 (2003-06-14)
Phthalate esters are widely used as plasticizers in the manufacture of products made of polyvinyl chloride. Mono-(2-ethylhexyl)-phthalate (MEHP) induces rodent hepatocarcinogenesis by a mechanism that involves activation of the nuclear transcription factor peroxisome proliferator-activated receptor-alpha (PPARalpha). MEHP also activates PPAR-gamma
Russ Hauser
Seminars in reproductive medicine, 24(3), 156-167 (2006-06-29)
Scientific and public concern about the potential risk of environmental chemicals to male reproductive health has been heightened by reports of downward trends in semen quality, as well as increased rates of developmental urogenital tract anomalies and testicular cancer. Of
Paula J Lapinskas et al.
Toxicology, 207(1), 149-163 (2004-12-14)
Phthalate esters belong to a large class of compounds known as peroxisome proliferators (PP). PP include chemicals that activate different subtypes of the peroxisome proliferator-activated receptor (PPAR) family. The ability of phthalate esters and their metabolites to activate responses through
Maria Cristina Fossi et al.
Marine pollution bulletin, 64(11), 2374-2379 (2012-09-12)
Baleen whales are potentially exposed to micro-litter ingestion as a result of their filter-feeding activity. However, the impacts of microplastics on baleen whales are largely unknown. In this case study of the Mediterranean fin whale (Balaenoptera physalus), we explore the
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