o-Phthalaldehyde

Base Information

• Chemical Name: o-Phthalaldehyde
• CAS No.: 643-79-8
• Molecular Formula: C8H6O2
• Molecular Weight: 134.134
• Hs Code.: 29122900
• European Community (EC) Number: 211-402-2
• ICSC Number: 1784
• NSC Number: 13394
• UN Number: 2923
• UNII: 4P8QP9768A
• DSSTox Substance ID: DTXSID6032514
• Nikkaji Number: J293.920G,J293.921E,J45.641A
• Wikipedia: Phthalaldehyde
• Wikidata: Q5933776
• Metabolomics Workbench ID: 65302
• ChEMBL ID: CHEMBL160145
• Mol file: 643-79-8.mol

Synonyms:Aldehyde, ortho-Phthalic;o Phthalaldehyde;o Phthaldialdehyde;o-Phthalaldehyde;o-Phthaldialdehyde;ortho Phthalaldehyde;ortho Phthalic Aldehyde;ortho-Phthalaldehyde;ortho-Phthalic Aldehyde;Orthophthaldialdehyde

Chemical Property of o-Phthalaldehyde

Chemical Property:

• Appearance/Colour: Light yellow powder
• Vapor Pressure: 0.0088mmHg at 25°C
• Melting Point: 55-58 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 266.1 °C at 760 mmHg
• Flash Point: 98.5 °C
• PSA: 34.14000
• Density: 1.189 g/cm³
• LogP: 1.31160
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: 53g/l
• Water Solubility.: soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 134.036779430
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

o-Phthalaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi, N
• Hazard Codes: Xi,T,N,C
• Statements: 36/37/38-43-34-25-50-52/53
• Safety Statements: 26-28-36-45-36/37/39-61-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1=CC=C(C(=C1)C=O)C=O
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes and skin. The substance is irritating to the respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
• Uses: o-Phthalaldehyde can be widely used for precolumn derivatization of amino acids in HPLC separation or Capillary electrophoresis. For flow cytometric measurements of protein thiol groups. o-Phthalaldehyde can be used for precolumn derivatization of amino acids for HPLC separation and for flow cytometric measurements of protein thiol groups. Precolumn derivatization reagent for primary amines and amino acids. The fluorescent derivative can be detected by reverse-phase HPLC. The reaction requires OPA, primary amine and a sulfhydryl. In the presence of excess sulfhydryl, amines can be quantitated. In the presence of excess amine, sulfhydryls can be quantitated. Disinfectant. Reagent in fluorometric determination of primary amines and thiols.

Technology Process of o-Phthalaldehyde

There total 107 articles about o-Phthalaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

phthalyl alcohol (612-14-6) → o-phthalic dicarboxaldehyde (643-79-8)

Guidance literature:

With bis(pyridine)silver(I) permanganate; In benzene; for 1h;

DOI:10.1016/S0040-4039(00)86758-1

Reference yield: 90.0%

1,2-bis-diacetoxymethyl-benzene (6500-54-5) → o-phthalic dicarboxaldehyde (643-79-8)

Guidance literature:

With ethanol; at 50 - 60 ℃; for 0.0833333h;

DOI:10.1016/S1872-2067(12)60750-5

Reference yield: 84.0%

α,α'-dibromo-o-xylene (91-13-4) → o-phthalic dicarboxaldehyde (643-79-8)

Guidance literature:

With bis-{4-methoxy-phenyl}-selenoxyde; sodium hydrogencarbonate; In acetonitrile; at 75 ℃; for 5h;

DOI:10.1246/cl.1984.891

upstream raw materials:

ethanol

1,2-bis(dibromomethyl)benzene

potassium oxalate

N,N'-dimethyl-N,N'-diphenyl-phthalamide

Downstream raw materials:

2-Formylcinnamic acid

1,2-bis-diacetoxymethyl-benzene

2-[3-(4-dimethylamino-phenyl)-1-oxo-inden-2-yl]-benzaldehyde

2,7-Nonamethylen-4,5-benzotropon

Refernces

Analyte-induced aggregation of conjugated polyelectrolytes: Role of the charged moieties and its sensing application

10.1039/c002188a

The study investigates the role of charged moieties in the aggregation of cationic conjugated polyelectrolytes (CPEs) and their application in colorimetric sensing of taurine, a sulfur-containing semiessential amino acid. The researchers utilized a cationic polythiophene derivative, poly(3-(4-methyl-30-thienyloxy)propyltrimethylammonium) (PMTPA), which is sensitive to external stimuli and can act as a colorimetric probe for detecting various bioanalytes. The study focused on the interaction between PMTPA and model analytes such as 2-naphthalenesulfonic acid (NSA), 2-naphthalenecarboxylic acid (NCA), and 2-naphthylphosphoric acid (NPA) to understand how these chemicals influence the aggregation of PMTPA. The purpose of these chemicals was to examine the hard-soft acid-base principle in the context of electrostatic interactions and to develop a method for detecting taurine. The researchers also used o-phthalaldehyde (OPA) to premodify taurine, converting it into a sulfonate-containing derivative (PI-taurine), which enhances its interaction with PMTPA and allows for colorimetric detection. The study demonstrated that PMTPA could selectively respond to taurine in aqueous solutions, leading to a color change and providing a simple means for visual detection, which has potential applications in sensing small bioanions.