Potassium Phthalimide 邻苯二甲酰亚胺钾

CAS 1074-82-4 MFCD00005887

化学结构图

1074-82-4
SMILES: O=C1c2ccccc2C(=O)N1[K]

化学属性

Mol. FormulaC8H4KNO2
Mol. Weight185.22
Melting Point>300°C
Density1.367
TSCAYes
Stability对湿度敏感
Boiling Point366 °C at 760 mmHg

别名和识别编码

Chemical NamePotassium Phthalimide
MDL NumberMFCD00005887
CAS Number1074-82-4
Synonym Potassium 1,3-dioxoisoindolin-2-ide {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoindolin-2-ide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Potassium 1,3-dioxoisoi
PubChem Substance ID3356745
Beilstein Registry Number3598719
EC Number214-046-6
Chemical Name Translation邻苯二甲酰亚胺钾
Reaxys-RN473209
LabNetwork Molecule IDLN00190121
InChIInChI=1S/C8H5NO2.K/c10-7-5-3-1-2-4-6(5)8(11)9-7;/h1-4H,(H,9,10,11);/q;+1/p-1
Canonical SMILESO=C1[N-]C(C2=C1C=CC=C2)=O.[K+]
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分类

  • {SNA} Building Blocks, Carbonyl Compounds, Chemical Synthesis, Cyclic Imides, Organic Building Blocks

产品应用

  • Usually used as organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions,and also used as reagent for the transformation of allyl- and alkyl halides into protected primary amines.

相关文献及参考

  • Beilstein: 21,V,10,270
  • For an alternative approach to the formation of primary amines, see Dibenzyl­amine, A11554.
  • For an example of the classical Gabriel synthesis of primary amines from an alkyl halide by alkylation of potassium phthalimide followed by hydrolysis, see: Org. Synth. Coll., 2, 25 (1943). For use of the Gabriel reaction on Merrifield resin as the first step of a synthesis of a polymer-supported carbodiimide, see: Org. Synth. Coll., 6, 951 (1988). The phthalimide alkylation is often carried out in DMF. A liquid-liquid phase-transfer method using (n-Hexadecyl)­tri-n-butyl­phosphonium bromide, L01335, as catalyst also gives excellent results: Synthesis, 389 (1976).
  • The standard method for cleavage of the N-substituted phthalimide is with hydrazine hydrate, effective under milder conditions than acid or base hydrolysis. Other hydrazines and primary amines have also been successful, e.g. methylhydrazine or N,N-dimethylpropanediamine: Org. Synth. Coll., 9, 13, 16 (1998). Another technique involves borohydride reduction to the hydroxy amide, and liberation of the amine with acetic acid, with cyclization to phthalide: Tetrahedron Lett., 25, 2093 (1984). For suggested improvements to the cleavage conditions in the Gabriel synthesis, see: J. Org. Chem., 61, 8063 (1996). Review of the Gabriel reaction: Angew. Chem. Int. Ed., 7, 919 (1968).

安全信息

WGK Germany3
GHS Symbol
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+P350
  • P302+P352
  • 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.....
  • P501a
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
Signal word Warning
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • 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;
  • S37 Wear suitable gloves 戴适当手套;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
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
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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Hazard Codes Xi

其他信息

  • 图谱信息:酞酰亚胺钾(1074-82-4)Raman光谱 酞酰亚胺钾(1074-82-4)红外图谱(IR1) 酞酰亚胺钾(1074-82-4)红外图谱(IR2)
  • 用途二:酞酰亚胺钾(1074-82-4)用于合成伯胺类化合物
  • 溶于水。
  • 用途一:广泛用于生产医药、农药、染料等
  • Acros Organics:邻苯二甲酰亚胺钾盐 Phthalimide, potassium derivative, 99%(1074-82-4)
  • 下游产品:3-N-叔丁氧羰基胺基环丁胺 --> 5-(氨甲基)-1-甲基吡咯烷-2-酮 --> 1-叔丁氧羰基-3-胺基环丁胺 --> 2-苯氧基乙胺 --> N,N-二甲基乙二胺 --> 2-氨基乙基膦酸 --> 4-(4-氯苯基)-1,2,3-硫二唑-5-胺 --> 4-吡咯烷丁胺 --> 4-苯基-5-氨基-1,2,3-噻重氮 --> 四癸基溴化铵 --> 3-氨基-5-甲基异唑 --> 1,4-二[2-(4-甲基-5-苯基恶唑)]苯 --> 三甲基-1,3-丙二胺 --> 4-氨基-1-丁醇 --> 4-4-(三氟甲基)苯基-1,2,3-噻二唑-5-胺 --> 4-(4-甲氧基苯基)-1,2,3-噻重氮-5-胺 --> 三月桂胺 --> 4-氯-2-甲基苄胺 --> 4-氨甲基吡啶-2-氨基甲酸叔丁酯 --> 3-溴丙胺氢溴酸盐 --> 2-叔丁氧基甲酰氨基吡啶-4-基)甲基 甲磺酸酯 --> 1-(3-氨基丙基)哌啶 --> 6-氨基甲基吡啶-2-甲酸 --> N-苄氧羰基-3-氨基丙醛 --> 2,2'-氧双(乙胺)盐酸盐 --> 6-氨基乙基吡啶-2-碳酰肼 --> 2-(1-甲基-2-氧代丙基)-1H-异吲哚-1,3-(2H)-二酮
  • 存储注意事项:湿度敏感
  • 检测方法:T,NMR
  • Alfa Aesar:苯邻二甲酰亚胺钾,98+% Potassium phthalimide, 98+%(1074-82-4)
  • 用途三:广泛用于生产医药、农药、染料、合成伯胺类化合物等
  • MOL 文件:1074-82-4.mol
  • 1074-82-4技术指标:等级 工业级 医药级 外观: 白色到淡黄色结晶 白色结晶 纯度 (%): ≥ 98 ≥ 99 水份 (%): ≤ 1.5 ≤ 1 熔点 (ºC): 300 300
  • Sigma Aldrich:1074-82-4(sigmaaldrich)
  • A reagent which transforms allyl- and alkyl halides into protected primary amines.
  • 外观:白色或黄色结晶,溶于水。
  • MSDS 信息:N-Potassium phthalimide(1074-82-4).msds
  • 酞酰亚胺钾价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010355 邻苯二甲酰亚胺钾 100g 80元 2011/04/16 P0403 邻苯二甲酰亚胺钾盐 Phthalimide Potassium Salt 25G 175元 2011/04/16 P0403 邻苯二甲酰亚胺钾盐 Phthalimide Potassium Salt 500G 800元
  • 海关编码:29251995
  • 敏感性:Moisture Sensitive
  • TCI Shanghai:邻苯二甲酰亚胺钾盐 Phthalimide Potassium Salt,>;98.0%(LC)(T)(1074-82-4)

系列性分类