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402915

Sigma-Aldrich

Phthalic acid

ACS reagent, ≥99.5%

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:
24865138
NACRES:
NA.21
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grade

ACS reagent

Quality Level

200

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[1] is an aromatic carboxylic acid.[2] 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.[1] Its mineralization by photocatalysis using TiO2/UV system has been studied.[3] It also is used as a potential tyrosinase inhibitor.[4]

Application

Phthalic acid may be used as a catalyst for the thiocyanation of aromatics and heteroaromatics[5] and as an interfacial protector for the preparation of ordered mesoporous γ-alumina.[6] It may be used as a model compound in understanding the adsorption of aromatic carboxylic acids on gold surfaces.[2]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2395V
BCCL2348
WXBF3775V
BCCL0057
BCCJ6485

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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
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)
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
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)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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