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Merck

402915

Sigma-Aldrich

Phthalic acid

ACS reagent, ≥99.5%

Sinónimos:

1,2-Benzenedicarboxylic acid

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About This Item

Fórmula lineal:
C6H4-1,2-(CO2H)2
Número de CAS:
Peso molecular:
166.13
Beilstein/REAXYS Number:
608199
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

assay

≥99.5%

form

powder or crystals

impurities

≤0.05% insolubles
≤0.5% water

ign. residue

≤0.02%

mp

210-211 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤0.001%
nitrate (NO3-): ≤0.005%
sulfate (SO42-): ≤0.005%

cation traces

Fe: ≤0.001%
heavy metals: ≤0.001%

functional group

carboxylic acid

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 (PA, PTA), also called as 1,2-benzenedicarboxylic acid is an aromatic carboxylic acid. It is the ortho form of the three phthalic acid isomers, the other two being isophthalic acid (meta form) and terephthalic acid (para form). PA is the starting material in the synthesis of plasticizers. A study on toxicity reveals that PA shows in vitro and in vivo toxicity. Its mineralization by photocatalysis using TiO2/UV system has been studied. It also is used as a potential tyrosinase inhibitor.

Application

Phthalic acid may be used as a catalyst for the thiocyanation of aromatics and heteroaromatics and as an interfacial protector for the preparation of ordered mesoporous γ-alumina. It may be used as a model compound in understanding the adsorption of aromatic carboxylic acids on gold surfaces.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

334.4 °F

flash_point_c

168 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Phthalic acid as a di-functional organocatalyst for the regioselective thiocyanation of aromatic compounds.
Sajjadifar S, et al.
Scientia Iranica. Transaction C, Chemistry, Chemical Engineering, 21(6), 2005-2005 (2014)
Modeling of photocatalytic mineralization of phthalic acid in TiO2 suspension using response surface methodology (RSM).
Abaamrane A, et al.
Desalination and Water Treatment, 53(1), 249-256 (2015)
A new synthetic procedure for ordered mesoporous γ-alumina using phthalic acid as an interfacial protector.
Huang F, et al.
Materials Letters, 65(2), 244-246 (2011)
Shang-Jun Yin et al.
Enzyme research, 2011, 294724-294724 (2011-06-04)
Tyrosinase inhibition studies are needed due to the medicinal applications such as hyperpigmentation. For probing effective inhibitors of tyrosinase, a combination of computational prediction and enzymatic assay via kinetics was important. We predicted the 3D structure of tyrosinase, used a
Du Yeon Bang et al.
Toxicological research, 27(4), 191-203 (2011-12-01)
There has been growing concern about the toxicity of phthalate esters. Phthalate esters are being used widely for the production of perfume, nail varnish, hairsprays and other personal/cosmetic uses. Recently, exposure to phthalates has been assessed by analyzing urine for

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