2-Hydroxyisoindoline-1,3-dione N-羟基邻苯二甲酰亚胺

CAS 524-38-9 MFCD00005891

化学结构图

524-38-9
SMILES: O=C1c2ccccc2C(=O)N1O

化学属性

Mol. FormulaC8H5NO3
Mol. Weight163.13
Density1.638
Melting Point233°C
TSCAYes
Boiling Point370.3°C at 760 mmHg

别名和识别编码

Chemical Name2-Hydroxyisoindoline-1,3-dione
CAS Number524-38-9
Alfabeta NameHYDROXYISOINDOLEDIONE HH21132()-----,
MDL NumberMFCD00005891
Synonym N-Hydroxyphthalimide {LY} N-Hydroxyphthalimide {} {LY} N-Hydroxyphthalimide {} {} {LY} N-Hydroxyphthalimide {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Hydroxyphthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
EC Number208-358-1
Beilstein Registry Number131208
PubChem Substance ID10665
Merck Number14,4838
Reaxys-RN131208
Chemical Name TranslationN-羟基邻苯二甲酰亚胺
Wiswesser Line NotationT56 BVNVJ CQ
LabNetwork Molecule IDLN00159434
InChIInChI=1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)8(11)9(7)12/h1-4,12H
Canonical SMILESO=C(N1O)C2=CC=CC=C2C1=O
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分类

  • {uni_hamburg} no charge; nitrogen heterocycle; carbocycle; aromatic; large ring; fused rings; 5ring; 6ring; 9ring; amide; lactame; 1fragment
  • {SNA} Active Esters/Additives, Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry, Peptide Coupling, Synthetic Reagents

产品应用

  • 用作阿米卡星等药物中间体。

相关文献及参考

  • O-Alkylation followed by hydrazinolysis gives O-alkylhydroxylamines: Bull. Soc. Chim. Fr., 833 (1976). Copper-promoted coupling with arylboronic acids, followed by hydrazinolysis, affords O-arylhydroxylamines: Org. Lett., 3, 139 (2001).
  • Merck: 14,4838
  • O-Alkylation followed by hydrazinolysis gives O-alkylhydroxylamines: Bull. Soc. Chim. Fr., 833 (1976). Copper-promoted coupling with arylboronic acids, followed by hydrazinolysis, affords O-arylhydroxylamines: Org. Lett., 3,
  • Short: EINECS
  • Short: III/31a
  • Merck: 14,4838 Beilstein:21,500
  • Efficient electron carrier for electrochemical oxidation of alcohols: J. Chem. Soc., Chem. Commun., 479 (1983). Has also been found to be an efficient catalyst for non-electrochemical oxidation of benzylic groups in benzonitrile solution with atmospheric pressure oxygen: J. Org. Chem., 60, 3934 (1995). The method can be extended to alkanes by the use of a catalyst such as 0.5-1 mol% Co(acac)2. Thus cyclohexane is oxidized to cyclohexanone and adipic acid; adamantane gives mainly 1-adamantanol with minor amounts of 2-adamantanone and 1,3-adamantanediol: J. Org. Chem., 61, 4520 (1996). Under similar conditions alkynes can be oxygenated to ɑß-acetylenic ketones in good yields: Chem. Commun., 2037 (1998).
  • Additive in the carbodiimide method of peptide coupling, leading to decreased racemization: J. Am. Chem. Soc., 89, 7151 (1967). For alternative reagents, see N,N'-Dicyclohexyl­carbodiimide, A10973, and Appendix 6.

安全信息

Warnings IRRITANT
Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSTI5200000
Hazard Codes Xi
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 178 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#00747

其他信息

  • 下游产品:邻-(2,3,4,5,6-全氟苯基)羟基氨,盐酸盐 --> 1,3-金刚烷二醇 --> 1-金刚烷醇 --> 合成鞣剂HV --> 合成鞣剂742号 --> 5-羟基对萘醌
  • Acros Organics:N-羟基邻苯二甲酰亚胺 N-Hydroxyphthalimide, 98%(524-38-9)
  • TCI Shanghai:N-羟基苯邻二甲酰亚胺 N-Hydroxyphthalimide,>;99.0%(T)(524-38-9)
  • 海关编码:29251995
  • Sigma Aldrich:524-38-9(sigmaaldrich)
  • 用途一:用作阿米卡星等药物中间体,也用作烷基氧化剂、催化剂、选矿捕收剂
  • 外观性质:白色至淡黄色针状结晶粉末。熔点:233-235 °C
  • N-羟基邻苯二甲酰亚胺价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010092 N-羟基邻苯二甲酰亚胺(NOP) 100g 220元 2011/04/16 H0395 N-羟基苯邻二甲酰亚胺 N-Hydroxyphthalimide 500G 1460元 2011/04/16 H0395 N-羟基苯邻二甲酰亚胺 N-Hydroxyphthalimide 25G 182元
  • Alfa Aesar:N-羟基邻苯二甲酰亚胺,98+% N-Hydroxyphthalimide, 98+%(524-38-9)
  • 用途二:用作阿米卡星等药物中间体。
  • 图谱信息:N-羟基邻苯二甲酰亚胺(524-38-9)红外图谱(IR1) N-羟基邻苯二甲酰亚胺(524-38-9)质谱(MS) N-羟基邻苯二甲酰亚胺(524-38-9)红外图谱(IR2)
  • 检测方法:HPLC,NMR
  • MOL 文件:524-38-9.mol
  • MSDS 信息:N-Hydroxyphthalimide(524-38-9).msds

系列性分类


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