物质信息
ID:737608
名称和标识
IUPAC传统名
dess-martin periodinane
别名
Dess-Martin periodinane1,1,1-Triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-oneDMP戴斯-马丁试剂
IUPAC标准名
1,1-bis(acetyloxy)-3-oxo-3H-1λ5,2-benziodaoxol-1-yl acetate
化合物性质
安全信息
危险公开号
8-36/37/38-44
TSCA收录
否
联合国危险货物等级
5.1
联合国危险货物编号
UN1479
欧盟危险性物质标志
刺激性 (Xi)
氧化性 (O)GHS危险品标识
急性毒性（口服，皮肤接触，吸入），类别4
皮肤刺激，类别2
眼刺激，类别2
皮肤过敏，类别1
特定目标器官毒性 -一次接触，类别3
氧化性气体，1类
氧化性液体，类别1,2,3
保存注意事项
Moisture & Light Sensitive
GHS危险声明
H272-H315-H319-H335
安全公开号
17-26-37
联合国危险货物包装类别(PG)
III
GHS警示性声明
P221-P210-P305+P351+P338-P302+P352-P405-P501A
理化性质
熔点
130-132°C dec.
描述信息
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分子图谱
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参考文献
• Hydroxamic acids are oxidized to acyl nitroso compounds which can undergo cycloaddition to dienes: Synth. Commun., 30, 47 (2000).
• Deprotection of thioacetals can be accomplished under extremely mild conditions: Org. Lett., 5, 575 (2003).
• For a detailed discussion of the scope and advantages of this reagent, see: Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley, Chichester (1995), vol. 7, p. 4982.
• For use in the synthesis of imides, N-acyl vinylogous carbamates and ureas, and nitriles, by oxidation of amides and amines, see: Angew. Chem. Int. Ed., 44, 5992 (2005).
• ɑ,?-Unsaturated carboxylic acids undergo Hunsdiecker-type decaboxylative bromination with tetraethylammonium bromide in the presence of the reagent: Synlett, 2495 (2005).
• One of the mildest reagents for the selective oxidation of primary and secondary alcohols to aldehydes and ketones. High yields can be obtained at ambient temperatures, under neutral conditions, in chloroform, dichloromethane or acetonitrile: J. Org. Chem., 48, 4155 (1983); J. Am. Chem. Soc., 113, 7277 (1991); (reviews): J. Prakt. Chem./Chem. Ztg., 338, 588 (1996); Synlett, 278 (2000). Has been employed for the oxidation of a wide variety of sensitive substrates and is particularly valuable in multi-step syntheses of polyfunctional molecules with complex stereochemistry. For an example involving exclusive oxidation of one of four possible secondary OH groups in a synthesis of erythromycin B, see: J. Am. Chem. Soc., 119, 3193 (1997). Allylic and benzylic alcohols can be oxidized selectively in the presence of saturated alcohols, and give the carbonyl compounds cleanly without over-oxidation or cis-trans isomerization: Tetrahedron Lett., 29, 995 (1988); J. Org. Chem., 55, 1636 (1990).
• CAUTION! In the presence of moisture, may form iodoxybenzoic acid which has been reported to be explosive under excessive heating or impact: Chem. Eng. News, 68(29), 3 (1990).
• Has also been used for deoximation of ketoximes to ketones under mild conditions: Tetrahedron Lett., 39, 3209 (1998); Synthesis, 760 (1999).