PRODUCTS

O-PHTHALDEHYDE

CAS NO:643-79-8
EC NO:211-402-2

o-Phthaldehyde is a dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.
o-Phthaldehyde has a role as an epitope.
o-Phthaldehyde is a dialdehyde and a member of benzaldehydes.

A reagent that forms fluorescent conjugation products with primary amines.
o-Phthaldehyde is used for the detection of many biogenic amines, peptides, and proteins in nanogram quantities in body fluids.

o-Phthaldehyde (sometimes also o-phthalaldehyde or ortho-phthalaldehyde, OPA) is the chemical compound with the formula C6H4(CHO)2.
o-Phthaldehyde is one of three isomers of benzene dicarbaldehyde, related to phthalic acid. This pale yellow solid is a building block in the synthesis of heterocyclic compounds and a reagent in the analysis of amino acids.
o-Phthaldehyde dissolves in water solution at pH < 11.5.
o-Phthaldehydes solutions degrade upon UV illumination and exposure to air.

Properties of o-Phthaldehyde
Chemical formula   C8H6O2
Molar mass   134.134 g·mol−1
Appearance   Yellow solid
Density   1.19 g/mL
Melting point   55.5 to 56 °C (131.9 to 132.8 °F; 328.6 to 329.1 K)
Boiling point   266.1 °C (511.0 °F; 539.2 K)
Solubility in water   Low

o-Phthaldehyde (OPA) has been approved for high-level sterilization of heat-sensitive medical instruments and is increasingly being used as a replacement in the healthcare industry for glutaraldehyde, a known sensitizer.

Formula: C6H4(CHO)2 / C8H6O2
Molecular mass: 134.1
Boiling point: see Notes
Melting point: 55.8°C
Density (at 20°C): 1.13 g/cm³
Solubility in water, g/100ml at 20°C: 3.8 (soluble)
Vapour pressure, Pa at 25°C: 0.6
Relative vapour density (air = 1): 4.6
Flash point: 132°C c.c.
Octanol/water partition coefficient as log Pow: 0.99 (30°C)

o-Phthaldehyde, benzotriazole, buffers, antioxidant and stabilising agents. Does not contain quaternary ammonium salts, chlorine, phenol.

o-Phthaldehyde is a convenient, ready-to-use, high-level disinfectant that provides a broad spectrum microbiological activity.
o-Phthaldehyde can disinfect a wide range of instruments used in dental clinics.
o-Phthaldehyde is ideal both for automated and manuel instrument reprocessing.
o-Phthaldehyde is designed for use in central processing, gastrointestinal departments, surgery centers and other areas where high-level disinfection is required.

o-Phthaldehyde is used as a fluorescent reagent for checking the assay of amines present in proteins, peptides by capillary electrophoresis and chromatography.
o-Phthaldehyde is also used for cholesterol assay in the picomole range as well as for fluorometric determination of histamine, histidine and other amino acids.
o-Phthaldehyde is obtained by the polymerization reaction which is used to make a photoresist. The nitrogen by o-phthaldialdehyde assay (NOPA) is a method used in winemaking process to measure the completion of fermentation.

o-Phthaldehyde is used in precolumn derivatization of amino acids for HPLC separation.
o-Phthaldehyde is also used for flow cytometric measurements of protein thiol groups.

o-Phthaldehyde is a compound that reacts with primary amines to produce a product that emits a highly fluorescent blue colour.
o-Phthaldehyde is used for the quick visualization of histamine, characterized by the appearance of a yellow stain.

Application:
o-Phthaldehyde has been used:
• in the preparation of O-phthaldialdehyde reagent for analysing gentamycin content
• in the preparation of reagent for determining the degree of hydrolysis of milk proteins
• in the measurement of free amino acids of milk samples by O-phthaldialdehyde/N-acetyl-L-cysteine (OPA/NAC) assay
• in the derivatization of putrescine samples

o-Phthaldehyde is mainly used as a high-level disinfectant (a low-temperature chemical method) for heat-sensitive medical and dental equipment such as endoscopes and thermometers; in recent years, it has gained popularity as a safe and better alternative to glutaraldehyde.

About o-Phthaldehyde
Helpful information
o-Phthaldehyde is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 to < 100 tonnes per annum.

o-Phthaldehyde is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which o-Phthaldehyde is most likely to be released to the environment.

Article service life
ECHA has no public registered data on the routes by which o-Phthaldehyde is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers
o-Phthaldehyde is used in the following products: biocides (e.g. disinfectants, pest control products).
o-Phthaldehyde is used in the following areas: health services.
Other release to the environment of o-Phthaldehyde is likely to occur from: indoor use as processing aid and indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters).

Formulation or re-packing
o-Phthaldehyde is used in the following products: biocides (e.g. disinfectants, pest control products), laboratory chemicals and washing & cleaning products. Release to the environment of o-Phthaldehyde can occur from industrial use: formulation of mixtures.

Uses at industrial sites
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. o-Phthaldehyde is used for the manufacture of: chemicals.
ECHA has no public registered data on the routes by which o-Phthaldehyde is most likely to be released to the environment.

Manufacture
Release to the environment of o-Phthaldehyde can occur from industrial use: manufacturing of the substance.

General description
o-Phthaldehyde, also known as o-o-Phthaldehyde or OPA, is a pre-column (HPLC) derivatization reagent. OPA reacts with primary amino acids (AA) except cystine to form highly fluorescent adducts. The fluorescence of the derivatives is monitored at excitation and emission wavelengths of 345nm and 455nm, respectively. The HPLC technique efficiently separates the OPA-AA derivatives.

Application
o-Phthaldehyde or OPA determines amino acids in proteins from animal tissue and food samples. Quantification of amino acids adducts of tyramine and phenylethylamine produced by lactic acid bacteria used OPA as the pre-column derivative reagent for HPLC. Intracellular forms of glutathione (GSH/GSSG) are investigated using o-o-Phthaldehyde as the pre-column fluorescent agent.

Uses

1. o-Phthaldehyde is a pharmaceutical intermediate.
o-Phthaldehyde is the latest external efficient and safe antibacterial disinfectant.
o-Phthaldehyde is used as a disinfection and sterilization of endoscopic surgical instruments in hospitals.
o-Phthaldehyde can be used to synthesize a new anti-platelet aggregation drug indolebofen.
o-Phthaldehyde is also an analytical reagent in the chemical field.

3, yellow needle crystal, mainly used in medicine, dyes, etc. Amino acid derivative reagent, fluorescence detection, the reaction can be completed in one minute, but the product is unstable and needs to be detected immediately.

4, mainly used in medicine, dyes, amino acid derivative reagents, etc.

5, amine alkaloid reagents, used for fluorescence determination of primary amines and peptide bond decomposition products. Organic synthesis.?

6. Reagents for amine alkaloids, used for fluorescence determination of primary amines and peptide bond decomposers; suitable for pre-column derivatization of amino acids in high performance liquid chromatography separation; used for measurement of protein sulfhydryl by flow cytometry

7, 1 chemical field analysis reagent: as an amine alkaloid reagent, used for fluorescence determination of primary amines and peptide bond decomposition products. 2. Organic synthesis: It is also a pharmaceutical intermediate 3. Fluorescent reagent, used for pre-column HPLC separation of amino acid derivatives, flow cytometry to measure the thiol groups of proteins.

8, for medical inspection

Chemical Properties
o-Phthaldehyde is a pale yellow crystalline solid.
o-Phthaldehyde is mainly used as a high-level disinfectant (a low-temperature chemical method) for heat-sensitive medical and dental equipment such as endoscopes and thermometers; in recent years, it has gained popularity as a safe and better alternative to glutaraldehyde.
There are some researches show, pH7.5 contains the sterilizing agent of o-phthalaldehyde 0.5%, and its sterilizing power, sterilization speed, stability and toxicity all are better than glutaraldehyde, can kill mycobacterium in the 5min, the bacterium number reduces by 5 logarithmic value, and o-phthalaldehyde is very stable, tasteless in pH3～9 scopes, non-stimulated to human nose, eye mucosa, and need not activate before using, various materials are had good consistency, have tangible microbiocidal activity.

Uses
o-Phthaldehyde can be widely used for precolumn derivatization of amino acids in HPLC separation or Capillary electrophoresis. For flow cytometric measurements of protein thiol groups.

Uses
o-Phthaldehyde can be used for precolumn derivatization of amino acids for HPLC separation and for flow cytometric measurements of protein thiol groups.

Uses
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.

Uses
Disinfectant. Reagent in fluorometric determination of primary amines and thiols.

Preparation
o-Phthaldehyde is a high-level chemical disinfectant that is commonly used for disinfection of dental and medical instruments as an alternative to glutaraldehyde, which is a known skin and respiratory sensitizer.
A variety of processes for manufacturing o-phthalaldehyde have been reported in the literature.
o-Phthaldehyde is produced by heating pure benzaldehyde and chloroform with potassium hydroxide solution. The resulting solution is further acidified with hydrochloric acid and cooled to yield a colorless powder of o-phthalaldehyde.
o-Phthaldehyde is also produced by ozonization of naphthalene in alcohol followed by catalytic hydrogenation.
Catalytic oxidation of various chemicals is also used in manufacturing o-phthalaldehyde. o-o-Phthaldehyde can be manufactured by oxidation of phthalan by nitrogen monoxide in acetonitrile with N-hydroxyphthalimide as the catalyst to yield 80% to 90%.

Definition
ChEBI: A dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.

IUPAC names
1,2-Benzenedicarboxaldehyde
benzene-1,2-dicarbaldehyde
o-o-Phthaldehyde
o-o-Phthaldehyde [for HPLC Labeling]
o-Phthaldehyde
phthalaldehyde
Phthaldialdehyd

SYNONYMS:
ortho-o-Phthaldehyde
1,2-Benzenedicarboxaldehyde [ACD/Index Name]
211-402-2 [EINECS]
4-07-00-02138 (Beilstein Handbook Reference) [Beilstein]
643-79-8 [RN]
Benzene-1,2-dicarbaldehyde [ACD/IUPAC Name]
Benzene-1,2-dicarboxaldehyde [ACD/IUPAC Name]
Benzol-1,2-dicarbaldehyd [German]
o-o-Phthaldehyde
o-o-Phthaldehyde
Phtalaldéhyde [French] [ACD/IUPAC Name]
Phthalaldehyd [German] [ACD/IUPAC Name]
o-Phthaldehyde [ACD/IUPAC Name]
o-Phthaldehyde
VHR BVH [WLN]
[643-79-8]
o-phthalaldehyde
o-phthaldialdehyde
o-phthalicdicarboxaldehyde
1, 2-Phthalic dicarboxaldehyde
1,2-Diformylbenzene
4P8QP9768A
68234-47-9 [RN]
BR-44048
CHEBI 70851
D03470
Deuterio-(2,3,4,5-tetradeuterio-6-deuteriocarbonylphenyl)methanone
Disopa
Disopa (TN)