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CAS NUMBER: 643-79-8
MOLECULAR FORMULA: C6H4-1,2-(CHO)2
MOLECULAR WEIGHT: 134.13
Phthalic dialdehyde is the chemical compound with the formula C6H4(CHO)2.
Phthalic dialdehyde is one of three isomers of benzene dicarbaldehyde, related to phthalic acid.
Phthalic dialdehyde is a building block in the synthesis of heterocyclic compounds and a reagent in the analysis of amino acids.
Phthalic dialdehyde dissolves in water solution at pH < 11.5.
Phthalic dialdehydes solutions degrade upon UV illumination and exposure to air.
Phthalic dialdehyde 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 Phthalic dialdehyde 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.
Phthalic dialdehydes reactions with nucleophiles often involves the reaction of both carbonyl groups.
Phthalic dialdehyde 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.
Phthalic dialdehyde reacts specifically with primary amines above their isoelectric point Pi in presence of thiols.
Phthalic dialdehyde 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)).
Phthalic dialdehyde 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 Phthalic dialdehyde 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.
Phthalic dialdehyde 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.
Phthalic dialdehyde is used in making a photoresist.
The Nitrogen by Phthalic dialdehyde is one of the methods used in winemaking to measure yeast assimilable nitrogen needed by wine yeast in order to successfully complete fermentation.
Phthalic dialdehyde is a dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.
Phthalic dialdehyde has a role as an epitope.
Phthalic dialdehyde is a dialdehyde and a member of benzaldehydes.
A reagent that forms fluorescent conjugation products with primary amines.
Phthalic dialdehyde is used for the detection of many biogenic amines, peptides, and proteins in nanogram quantities in body fluids.
Phthalic dialdehyde is a compound that reacts with primary amines to produce a product that emits a highly fluorescent blue colour.
Phthalic dialdehyde is used for the quick visualization of histamine, characterized by the appearance of a yellow stain.
Phthalic dialdehydee is the aldehyde analogue of pthalic acid and is commonly used as a reagent in amino caid analysis.
Phthalic dialdehyde is a dialdehyde used in the synthesis of heterocyclic compounds and a reagent in the analysis of amino acids.
Phthalic dialdehyde is commonly used as a medical disinfectant in hospitals and as a surgical instrument sterilization solution for patient care.
Phthalic dialdehyde can help disinfect a wide range of endoscopes and other heat sensitive semi-critical medical devices.
Phthalic dialdehyde is used to make anthraquinone and to make esters of phthalic acid, which are used widely to plasticize polymers.
The double-bond character of the 9,10 bond in phenanthrene is particularly evident in ozonization.
Phthalic dialdehyde 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 Phthalic dialdehyde 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.
Phthalic dialdehyde can be widely used for precolumn derivatization of amino acids in HPLC separation or Capillary electrophoresis.
For flow cytometric measurements of protein thiol groups.
Phthalic dialdehyde 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 Phthalic dialdehyde, 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.
Phthalic dialdehyde 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 Phthalic dialdehyde have been reported in the literature.
Phthalic dialdehyde 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.
Phthalic dialdehyde is also produced by ozonization of naphthalene in alcohol followed by catalytic hydrogenation.
Catalytic oxidation of various chemicals is also used in manufacturing Phthalic dialdehyde.
Phthalic dialdehyde can be manufactured by oxidation of phthalan by nitrogen monoxide in acetonitrile with N-hydroxyphthalimide as the catalyst to yield 80% to 90%.
Phthalic dialdehyde is used in precolumn derivatization of amino acids for HPLC separation.
Phthalic dialdehyde is also used for flow cytometric measurements of protein thiol groups.
Phthalic dialdehyde is a chemical reagent that forms fluorescent conjugation products with primary amines.
Phthalic dialdehyde is used for the detection of many biogenic amines, peptides, and proteins in nanogram quantities in body fluids.
Phthalic dialdehyde is approved by FDA for use in test systems to detect blood urea nitrogen (BUN) for the diagnosis and treatment of certain renal and metabolic diseases.
Phthalic dialdehyde 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.
Phthalic dialdehyde has also been approved for use as an indoor antimicrobial pesticide; an intermediate for the synthesis of pharmaceuticals, medicines, and other organic compounds.
USES:
Phthalic dialdehyde is mainly used in medicine and dyestuff
Phthalic dialdehyde 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.
-Used as a disinfectant and in the fluorometric determination of primary amines and thiols
-Used to sterilize medical and dental equipment
-as an enzyme inhibitor
-indicator
-chemical intermediate
-diagnostic agent
-tanning agent for leather
-in water treatment
-pulp and paper manufacturing
-oil field water flooding
-hair colorings
-wood treatment
-antifouling paints
APPLICATION:
Phthalic dialdehyde is used for precolumn derivatization of amino acids for HPLC separation and for flow cytometric measurements of protein thiol groups.
Phthalic dialdehyde is used for fluorometric determination of histamine, histidine and other amino acids.
Phthalic dialdehyde is used for cholesterol assay in the picomole range.
Phthaldialdehyde 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
CHARACTERISTICS:
-Appearance: yellow powder
-Density: 1.2±0.1 g/cm3
-Melting Point: 55-56 °C
-Boiling Point: 83-84 °C (0.7501 mmHg)
-Flash Point: >230 °F
-Refractive Index: 1.623
SPECIFICATION:
-Appearance: Yellow or light yellow crystalline
-Water: ≤0.05%
-Melting: 54-56℃
-Assay: 99.0 %≥ （GC）
SOLUBILITY:
The solubility of Phthalic dialdehyde is 3g/100 mL diisopropyl ether, 5g/100mL deionized water, 20g/100mL chloroform, or 20g/100mL acetone at 20°C.
STORAGE:
Keep in a well-closed,light-resistant, dry and cool place.
SYNONYM:
1,2-Benzenedicarboxaldehyde
Benzene-1,2-dicarboxaldehyde
Phthaldialdehyde
Phthalic aldehyde
Phthalic dialdehyde
Phthalyldicarboxaldehyde
ortho-Phthalaldehyde
Phthalic dicarboxaldehyde
o-Phthaldehyde
benzene-1,2-dicarbaldehyde
Phthalaldialdehyde
o-Phthalicdicarboxaldehyde
1,2-Diformylbenzene
2-PHTHALALDEHYDE
v1,2-Phthalic dicarboxaldehyde
ortho Phthalaldehyde
o-Phthalic dicarboxaldehyde
OPA
1,2-BENZENEDICARBALDEHYDE
OPTA
NSC 13394
UNII-4P8QP9768A
CHEBI:70851
