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%min ^*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

• 1、 He, Wei-Long,Yang, Xiu-Li,Zhao, Min,Wu, Chuan-De. "Suspending ionic single-atom catalysts in porphyrinic frameworks for highly efficient aerobic oxidation at room temperature". . p. 43 - 49. Retrieved 2018.
• 2、 You, Shengyong,Zhang, Rongli,Cai, Mingzhong. "A Magnetically Recyclable Palladium-Catalyzed Formylation of Aryl Iodides with Formic Acid as CO Source: A Practical Access to Aromatic Aldehydes". supporting information. p. 1962 - 1970. Retrieved 2021/01/25.
• 3、 Liu, Bin,Zhou, Xigeng. "Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane". supporting information. p. 725 - 728. Retrieved 2018/12/11.