o-フタルアルデヒド 化学特性,用途語,生産方法
外観
うすい黄色〜黄色, 結晶〜結晶性粉末
溶解性
水に難溶。エタノール, エーテル, ヘキサンに可溶。水, エタノール, エーテルに可溶、石油エーテルに難溶。アセトンに溶けやすく、エタノールにやや溶けやすく、水に極めて溶けにくい。
解説
1,2-benzonedicarboxaldehyde．C8H6O2(134.13)．o-キシレンの光ハロゲン化により，または，α,α,α′,α′-テトラブロモあるいはテトラクロロ-o-キシレンの加水分解によっても得られる．淡黄色の結晶．融点55～57 ℃，沸点83～84 ℃(106 Pa)．
フタルアルデヒドは，水，エタノール，エーテル，ヘキサンに可溶，石油エーテルに難溶．水蒸気蒸留できる．有機合成原料および蛍光ラベル化剤として，第一級アミン，アミノ酸，アミノ糖の分析に用いられる．森北出版「化学辞典（第2版）
用途
蛍光修飾試薬、二価性試薬。
用途
OPAは、紫外線や空気酸化に弱い。 1級アミノ基のプレ?ポストラベル化試薬（高感度蛍光試薬）として、フルオレサミン（英語版）と共に広く使用される。 N-アセチルシステインと共に使用すると、蛍光物質が生成する。
効能
殺菌消毒薬
商品名
ディスオーパ (ジョンソン・エンド・ジョンソン); フタラール (中北薬品); フタラール (中北薬品); フタラール (中北薬品); フタラール (中北薬品); フタラール (健栄製薬); フタラール (吉田製薬); フタラール (東洋製薬化成); フタラール (東洋製薬化成); フタラール (東洋製薬化成)
化学的特性
o-Phthalaldehyde is a pale yellow crystalline solid.
o-Phthalaldehyde 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.
使用
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.
製造方法
o-Phthalaldehyde 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-Phthalaldehyde 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.
It 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-Phthalaldehyde can be manufactured by oxidation of phthalan by nitrogen monoxide in acetonitrile with N-hydroxyphthalimide as the catalyst to yield 80% to 90%.
定義
ChEBI: A dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.
定義
Using o-phthalaldehyde (OPA) in combination with a thiol reagent is a standard method for detecting primary amines in amino acids, peptides, and proteins. O-phthalaldehyde, in the presence of 2-mercaptoethanol, reacts with primary amines to form highly fluorescent products. Picomole quantities of amino acids, peptides, and proteins can be detected easily. o-Phthalaldehyde is five to ten times more sensitive than fluorescamine and is soluble and stable in aqueous buffers. Despite its widespread use, the exact reaction mechanism has been debated since the 1980s. Rovelli's results support the mechanism originally proposed by Sternson and Wong, in which the primary amine first reacts with OPA, followed by a reaction with the thiol to form the fluorescent isoindole product[1-2].
生物学的応用
O-phthalaldehyde(OPA) is used for precolumn derivatization of amino acids for HPLC separation and for flow cytometric measurements of protein thiol groups. Used for fluorometric determination of histamine, histidine and other amino acids. Also 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.
職業ばく露
The primary routes of human exposure to o-phthalaldehyde are by inhalation and through the skin, which may occur through accidental or occupational exposures. Along with its increasing popularity as a chemical sterilizer, o-phthalaldehyde has many applications in analytical methods and in diagnostic kits. o-Phthalaldehyde is also used as an intermediate in the synthesis of pharmaceuticals and as a reagent in the tanning industry, hair colorings, wood treatment, and antifouling paints. o-Phthalaldehyde was approved for use as an indoor antimicrobial pesticide in 1997; however, it is no longer registered with the United States Environmental Protection Agency (USEPA) for this use.
発がん性
No information on the carcinogenicity of o-phthalaldehyde in experimental animals or humans was found in a review of the literature.
o-フタルアルデヒド 上流と下流の製品情報
原材料
準備製品