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00681

Sigma-Aldrich

Phthaldialdehyde

puriss. p.a., ≥98.5% (HPLC)

Synonym(s):

o-Phthalaldehyde, o-Phthalic dicarboxaldehyde, Benzene-1,2-dicarboxaldehyde, OPA

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About This Item

Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
643-79-8
Molecular Weight:
134.13
Beilstein/REAXYS Number:
878317
EC Number:
211-402-2
MDL number:
MFCD00003335
UNSPSC Code:
12352100
PubChem Substance ID:
24844938

grade

puriss. p.a.

assay

≥98.5% (HPLC)

impurities

≤0.5% phthalic acid

ign. residue

≤0.1% (as SO4)

mp

54-56 °C

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

storage temp.

2-8°C

SMILES string

O=Cc1ccccc1C=O

InChI

1S/C8H6O2/c9-5-7-3-1-2-4-8(7)6-10/h1-6H

InChI key

ZWLUXSQADUDCSB-UHFFFAOYSA-N

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Biochem/physiol Actions

Phthaldialdehyde can be used for the pre-column derivatization of amino acids for high-performance liquid chromatography (HPLC) separation. It may also be used for flow cytometric measurements of protein thiol groups.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

269.6 °F - closed cup

flash_point_c

132 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBF6914V
BCBB6772V
BCBD2437V
BCBB6772
1447885

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Jin-Aa Oh et al.
Journal of chromatography. A, 1247, 99-103 (2012-06-12)
A simple high performance liquid chromatographic (HPLC) method and a highly sensitive gas chromatography mass spectrometric (GC-MS) method have been established for the determination of ortho-phthalaldehyde (OPA) in water. These methods are based on the derivatization of OPA with hydrazine
Tomáš Roušar et al.
Analytical biochemistry, 423(2), 236-240 (2012-03-06)
Glutathione is an important tripeptide involved in a variety of cellular processes. Thus, precise knowledge of its levels is essential. Glutathione exists in two free forms-reduced and oxidized-and a number of methods exist to measure its levels. The aim of
Katsuhiro Suzuki et al.
Biomedical chromatography : BMC, 27(4), 535-538 (2012-09-29)
Monomethylarginine, asymmetric dimethylarginine and symmetric dimethylarginine were separated on a Wakopak Combi ODS with an acetonitrile-100 mm potassium phosphate buffer (pH 7.0; 1:1, v/v). Dimethylarginines were derived from o-phthalaldehyde for the fluorescence detector and from 6-ferrocenyl-1-hexanethiol for the electrochemical detector. The
Quansong Li et al.
Physical chemistry chemical physics : PCCP, 14(18), 6561-6568 (2012-03-30)
The potential energy surface for the intramolecular excited state hydrogen transfer (IESHT) in ortho-phthalaldehyde (OPA), which generates an enol ketene, has been studied with ab initio calculations (MS-CASPT2//CASSCF). The goal of our study is to establish the mechanistic factors that
Vishnu Menon et al.
Journal of fluorescence, 23(2), 311-321 (2012-12-06)
This is the first report of inactivation of xyloglucanase from Thermomonospora sp by pepstatin A, a specific inhibitor towards aspartic proteases. The steady state kinetics revealed a reversible, competitive, two-step inhibition mechanism with IC 50 and K i values of
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