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Phthaldialdehyde = OPA = Ortho Phthalaldehyde
CAS NO:643-79-8
EC NO:211-402-2
Molecular Formula: C8H6O2
Ortho Phthalaldehyde is a dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.
Ortho Phthalaldehyde has a role as an epitope.
Ortho Phthalaldehyde is a dialdehyde and a member of benzaldehydes.
A reagent that forms fluorescent conjugation products with primary amines.
Ortho Phthalaldehyde is used for the detection of many biogenic amines, peptides, and proteins in nanogram quantities in body fluids.
Phthalaldehyde (sometimes also o-phthalaldehyde or ortho-phthalaldehyde, OPA) is the chemical compound with the formula C6H4(CHO)2.
Ortho Phthalaldehyde 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.
Ortho Phthalaldehyde dissolves in water solution at pH < 11.5. Its solutions degrade upon UV illumination and exposure to air.
Synthesis and reactions
The compound was first described in 1887 when it was prepared from α,α,α’,α’-tetrachloro-ortho-xylene. A more modern synthesis is similar: the hydrolysis of the related tetrabromo-o-xylene using potassium oxalate, followed by purification by steam distillation.
The reactivity of Ortho Phthalaldehyde is complicated by the fact that in water it forms both a mono- and dihydrate, C6H4(CHO)(CH(OH)2) and C6H4(CH(OH))2O, respectively.
Ortho Phthalaldehyde is reactions with nucleophiles often involves the reaction of both carbonyl groups.
Biochemistry
Ortho Phthalaldehyde is used in a very sensitive fluorescent reagent for assaying amines or sulfhydryls in solution, notably contained in proteins, peptides, and amino acids, by capillary electrophoresis and chromatography.
Ortho Phthalaldehyde reacts specifically with primary amines above their isoelectric point Pi in presence of thiols.
Ortho Phthalaldehyde reacts also with thiols in presence of an amine such as n-propylamine or 2-aminoethanol. The method is spectrometric (fluorescent emission at 436-475 nm (max 455 nm) with excitation at 330-390 nm (max. 340 nm)).
Disinfection
Ortho Phthalaldehyde is commonly used as a high-level disinfectant for medical instruments, commonly sold under the brand names of Cidex OPA or TD-8.
Disinfection with Ortho Phthalaldehyde is indicated for semi-critical instruments that come into contact with mucous membranes or broken skin, such as specula, laryngeal mirrors, and internal ultrasound probes.
Ortho Phthalaldehyde can be polymerized. In the polymer, one of the oxygen atoms forms a bridge to the other non-ring carbon of the same phthalaldehyde unit, while the other bridges to a non-ring carbon of another phthalaldehyde unit.
Ortho Phthalaldehyde is used in making a photoresist.
In winemaking
The Nitrogen by O-Phthaldialdehyde Assay (NOPA) is one of the methods used in winemaking to measure yeast assimilable nitrogen (or YAN) needed by wine yeast in order to successfully complete fermentation.
Ortho Phthalaldehyde (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.
Ortho Phthalaldehyde solution is a convenient, ready-to-use, high-level disinfectant that provides a broad spectrum microbiological activity.
Ortho Phthalaldehyde can disinfect a wide range of instruments used in dental clinics.
Ortho Phthalaldehyde solution is ideal both for automated and manuel instrument reprocessing.
Ortho Phthalaldehyde is designed for use in central processing, gastrointestinal departments, surgery centers and other areas where high-level disinfection is required.
Ortho Phthalaldehyde (OPA) has been around since the early 1990s as a safer disinfectant active for treating instruments and devices, in comparison to glutaraldehyde.
Ortho Phthalaldehyde is found to be very compatible with most materials used to manufacturer medical instruments.
Contrary to common belief, Ortho Phthalaldehyde is one of the members of the aldehyde family that does not have the characteristic pungent odor associated with formaldehyde etc.
Ortho Phthalaldehyde is known to maintain its biocidal activity in a wide range of pH, while being compatible with various materials and equipment.
Ortho Phthalaldehyde is also a known desinfectant and 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.
Ortho Phthalaldehyde has also been approved for use as an indoor antimicrobial pesticide; an intermediate for the synthesis of pharmaceuticals, medicines, and other organic compounds.
The necessity for appropriate disinfection procedures has been emphasized by professionals and workers in dentistry clinic.
Ortho Phthalaldehyde is the most commonly used high-level disinfectant for reprocessing dental instrument because of its favorable materials compatibility.
Ortho Phthalaldehyde An effective material for disinfecting medical instruments, instruments
and endoscopes.
2% glutaraldehyde in its solubility provides a high degree of disinfection.
Ortho Phthalaldehyde can be applied wherever hot sterilization is not possible.
Ortho Phthalaldehyde is a very effective and fast preparation.
Ortho Phthalaldehyde dries bacteria, fungi and viruses (HBV, HIV) from its root within 10 minutes. After 60 minutes, it ends the effectiveness of tuberculosis microbes. Chemical sterilization in the solubility of Ortho Phthalaldehyde is medical It keeps the tool wet for 10 hours.
Ortho Phthalaldehyde solution maintains its effectiveness for 14 days from the moment it is activated.
Ortho Phthalaldehyde is possible to disinfect endoscopes and other medical equipment many times during this period.
Ortho Phthalaldehyde is a very easy preparation to use.
Ortho Phthalaldehyde is enough to pour the activator it contains into the bottle containing Ortho Phthalaldehyde and then shake it. The solution turns green and becomes ready to use.
The excellent compatibility of the Ortho Phthalaldehyde solution with the materials used in the manufacture of endoscopes is very important for the safety of these precision instruments. Same time;
Metals
plastics
elastomer
Pine
adhesives
Ortho Phthalaldehyde can be used in dental materials.
Ortho Phthalaldehyde maintains its disinfecting effect for 14 days. To check the effectiveness of the solution, color tests must be applied. The color of the indicator changes to a raspberry color, indicating that the preparation is active.
Ortho Phthalaldehyde Solution is a high-level disinfectant for reprocessing reusable heat-sensitive semi-critical medical devices such as endoscopic, respiratory therapy, and anesthesia equipment.
Effective: achieves high-level disinfection in 12 minutes at 20 °C (68 °F)
Fast-acting: fast turnaround of reprocessed instruments
Long-lasting efficacy: reusable for up to 14 days when monitored with Ortho Phthalaldehyde Solution Test Strips
Easy-to-use: no activation or mixing required
Ortho Phthalaldehyde instrument, instruments and an effective material for endoscopy.
Glutaraldehyde at the rate of 2% in its solubility provides a high degree of disinfection.
Ortho Phthalaldehyde can be applied wherever hot sterilization is not possible.
Ortho Phthalaldehyde is an effective and fast preparation sterilization. A medically effective and fast preparation sterilization ensures that the medical device remains wet for 10 hours.
Ortho Phthalaldehyde is a High Level Disinfectant (HLD) for use in re-processing heat sensitive medical devices.
Ortho Phthalaldehyde is the first new HLD available in the last thirty years with the broad materials compatibility of glutaraldehyde.
Ortho Phthalaldehyde will provide rapid High Level Disinfection in 5 minutes at a minimum of 250 C in a legally marketed automatic endoscope reprocessor or 12 minutes at room temperature (200 C) for manual processing.
Ortho Phthalaldehyde is particularly active against mycobacteria, including glutaraldehyde-resistant strains of M.chelonae.
Ortho Phthalaldehyde is "ready-to-use", requiring no activation and has minimal odor.
Ortho Phthalaldehyde is a clear, pale blue liquid with a pH of 7.5.
Ortho Phthalaldehyde contains 0.55% ortho-phthalaldehyde in an aqueous base containing buffers,chelating agents and a corrosion inhibitor.
Ortho Phthalaldehyde is stable at 15 - 30°C (59 - 86°F) for two years.
Ortho Phthalaldehyde is a quick and effective high-level disinfectant used on a wide variety of semi-critical, heat-sensitive medical devices in medical facilities all over the world. Ortho Phthalaldehyde is very effective against a wide range of microorganisms has a near neutral pH level.
Ortho Phthalaldehyde provides a quick five-minute advanced sterilization for disinfection in an automatic endoscope reprocessor at 25º C or more, or in 12 minutes at 20º C processed manually. No other new high-level disinfectant with such broad material compatibility like a glutaraldehyde solution has been made available in the last 30 years. Specifically targeting a wide range of mycobacteria, like strains of glutaraldehyde solution resistant M.chelonae.
Ortho Phthalaldehyde is ready to use right from the bottle and does not require activation or mixing.
Ortho Phthalaldehyde products are a vital link in the chain of modern medical facility disinfection for medical and surgical facilities.
While Ortho Phthalaldehyde is used extensively in medical facilities, it is also used for items such as SCUBA (self-contained breathing apparatus) gear by non-medical personnel.
How to Use Ortho Phthalaldehyde to Disinfect Medical Equipment
The steps to use Ortho Phthalaldehyde activated dialdehyde disinfectant solution as a high-level disinfectant in a medical setting are:
Wear Your Personal Protective Equipment
Clean the medical instruments prior to Ortho Phthalaldehyde
Testing the Ortho Phthalaldehyde
How to Use Ortho Phthalaldehyde
Disinfection Procedure
Rinsing the Instruments
Drying the Instruments
Disposal of used Ortho Phthalaldehyde
Wear Your Personal Protective Equipment
Ortho Phthalaldehyde is vital that personnel always wear their personal protective equipment as they handle the contaminated medical devices, sterilization products and instruments that require decontaminating. Wear a fluid-repellent gown, gloves and eye protection during the entire decontamination procedure.
Discolored skin, mucous membranes and stained clothing or other surfaces are to be expected if they come into contact with the Ortho Phthalaldehyde.
If skin contact is made, wash the area with soap and water for several minutes. Any discoloration will disappear within a couple of days. Avoid contact with floors, walls, and counters. Specific trays are manufactured to use in the disinfection process to avoid skin contact, spilling, splatter and contact with other surfaces.
Ortho Phthalaldehyde disinfectant is often preferred since it is virtually odorless.
Ortho Phthalaldehyde does not require any special ventilation since it does not cause irritation to the eyes or nasal passages, but it is best to use in a well-ventilated area.
Avoid contact with eyes, skin, and clothing. Always be sure to wear a fluid-repellent gown, gloves and protective eyewear when handling the fluid and equipment, as Ortho Phthalaldehyde does stain.
Ortho Phthalaldehyde is a fast and effective high-level disinfectant solution to disinfect a wide range of medical instruments and endoscopes.
Ortho Phthalaldehyde is Glutaraldehyde-free.
Ortho Phthalaldehyde, effective at room temperature and has excellent tuberculocidal and high-level disinfection capabilities.
Ortho Phthalaldehyde has a rapid 5-minute soak time at 25°C in an automated endoscope reprocessor and provides high-level disinfection in 12 minutes with manual reprocessing.
Ortho Phthalaldehyde offers excellent materials compatibility and can therefore be used to disinfect a wide range of medical instruments made of aluminum, brass, copper, stainless steel, plastics, elastomers, and dental materials.
Ortho Phthalaldehyde provides a broad-spectrum activity against bacteria, mycobacteria, viruses and fungi.
Ortho Phthalaldehyde offers excellent materials compatibility and can therefore be used to disinfect a wide range of medical instruments made of aluminum, brass, copper, stainless steel, plastics, elastomers and dental materials.
Ortho Phthalaldehyde is used in precolumn derivatization of amino acids for HPLC separation.
Ortho Phthalaldehyde is also used for flow cytometric measurements of protein thiol groups.
Molecular Formula : C8H6O2
Molecular Weight : 134.13
Part B
Storage : 2 to 8°C (Refrigerate)
Specifications
Appearance (Colour) Pale yellow
Appearance (Form) Crystalline powder
Solubility (Turbidity) 10% solution in methanol Clear
Solubility (Colour) 10% solution in methanol Yellow
Assay min. 99%
Melting Point 54 - 56°C
Sulphated Ash max. 0.1%
Acidity max. 1% (Phthalic acid)
Widespread uses by professional workers
Ortho Phthalaldehyde is used in the following products: biocides (e.g. disinfectants, pest control products).
Ortho Phthalaldehyde is used in the following areas: health services.
Other release to the environment of Ortho Phthalaldehyde 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
Ortho Phthalaldehyde is used in the following products: biocides (e.g. disinfectants, pest control products), laboratory chemicals and washing & cleaning products.
Release to the environment of Ortho Phthalaldehyde can occur from industrial use: formulation of mixtures.
Application:
Ortho Phthalaldehyde has been used:
• in the preparation of Ortho Phthalaldehyde 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
For precolumn derivatization of amino acids for HPLC separation. For flow cytometric measurements of protein thiol groups.
Ortho Phthalaldehyde is a compound that reacts with primary amines to produce a product that emits a highly fluorescent blue colour.
Ortho Phthalaldehyde is used for the quick visualization of histamine, characterized by the appearance of a yellow stain.
Ortho Phthalaldehyde or ortho-phthalaldehyde (OPA) are those with the formula C6H4 (CHO)2.
Often abbreviated as Ortho Phthalaldehyde, it is a dialdehyde composed of two formyl (CHO) bonds attached to a reference originating from a benzene body.
Ortho Phthalaldehyde is a pale solid, yellow heterocyclic a structure in between and a creator in the analysis of amino acids.
Water with Ortho Phthalaldehyde and pH <11.5.
Ortho Phthalaldehyde is mainly used as a high-level disinfectant (a low-school chemical method) for heat-sensitive and dental equipment such as endoscopes and thermometers;
Ortho Phthalaldehyde can be widely used for pre derivatization of amino acid columns in o-F preference or Capillary electrophoresis.
Ortho Phthalaldehyde can be widely used for expansion of protein columns. Precursor for primary amines and amino acids.
Ortho Phthalaldehyde, sulfhydryl required. Excess sulfhydryl amines can be quantified. Excess amine sulfhydryls can be quantified.
Mainly used in medicine, dyestuff and so on.
Ortho Phthalaldehyde is a pharmaceutical intermediates, the latest topical efficient and safe anti-bacterial disinfectant, as an endoscopic surgical instruments used in hospital sterilization, can be used for the synthesis of new anti-platelet aggregation drugs indole Bofen, but also the field of chemistry analysis reagents.
Ortho Phthalaldehyde is used as a fluorescent reagent for checking the assay of amines present in proteins, peptides by capillary electrophoresis and chromatography.
Ortho Phthalaldehyde is also used for cholesterol assay in the picomole range as well as for fluorometric determination of histamine, histidine and other amino acids.
Ortho Phthalaldehyde is obtained by the polymerization reaction which is used to make a photoresist.
The nitrogen by Ortho Phthalaldehyde is a method used in winemaking process to measure the completion of fermentation.
Flash Point 132°C (269°F)
Melting Point 53°C to 57°C
Sensitivity Air Sensitive
Quantity 10g
Assay Percent Range 98%
UN Number UN2923
Beilstein 878317
Solubility Information Soluble in acetic acid and methanol. Slightly soluble in water.
Formula Weight 134.14
Percent Purity 98%
IUPAC names
1,2-Benzenedicarboxaldehyde
Aldehyde, ortho-Phthalico Phthalaldehydeo Phthaldialdehydeo-Phthalaldehydeo-Phthaldialdehydeortho Phthalaldehydeortho Phthalic Aldehydeortho-Phthalaldehydeortho-Phthalic AldehydeOrthophthaldialdehyde
benzene-1,2-dicarbaldehyde
o-Phthalaldehyde
o-Phthalaldehyde [for HPLC Labeling]
Phthalaldehyde
phthalaldehyde
Phthaldialdehyd
SYNONYMS:
ortho-Phthalaldehyde
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-Phthalaldehyde
o-Phthaldialdehyde
Phtalaldéhyde [French] [ACD/IUPAC Name]
Phthalaldehyd [German] [ACD/IUPAC Name]
Phthalaldehyde [ACD/IUPAC Name]
Phthaldialdehyde
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)
Other names: Phthalic dicarboxaldehyde; o-Phthalaldehyde; o-Phthalicdicarboxaldehyde; Phthaldialdehyde; Phthalaldialdehyde; o-Phthaldehyde; o-Phthaldialdehyde; Phthalaldehyde; Phthalic aldehyde; Phthalic dialdehyde; Phthalyldicarboxaldehyde; 1,2-Diformylbenzene; NSC 13394
