CAS: 91-56-5; 2,3-Indolinedione

• 英文名称2,3-Indolinedione
• 中文名称吲哚-2,3-二酮
• IUPAC名称indoline-2,3-dione
• 其它别名靛红; 吲哚-2,3-二酮; 靛蓝胭脂红; Indoline-2,3-Dione
• CAS编号91-56-5
• MFCD编号:MFCD00005718
• EINECS号:202-077-8
• FDA UNII编号:82X95S7M06
• 分子式:C8H5NO2
• 分子量:147.13
• 产品CID: 1952454
• 产品分类有机原料→分子砌块→芳杂环类化合物→吲哚啉类化合物

• 相似结构搜索
• InChIKey: JXDYKVIHCLTXOP-UHFFFAOYSA-N
• InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)…
• 计算化学: 氢键受体数2.0氢键供体数1.0可旋转键数0.0

物理性质

• 熔点193-195°C
• 沸点360.3°C at 760 mmHg
• 闪点220°C
• 密度1.4±0.1 g/cm3
• PH:7 (1.9g/l, H2O, 20°C)
• pKa:10.34±0.20(预测)
• PSA:46.17
• LogP:0.8214
• 折射率1.679
• 蒸汽压0.0±1.8 mmHg at 25°C
• 溶解性Soluble
• 敏感性1.溶于碱金属氢氧化物呈紫色，放置后变成黄色。与氨基酸类、胺类反应呈现各种颜色。
• 外观形态橙色粉末
• 储存条件存储低于 +30°C.
• 产品应用该品用作染料和医药的中间体,用于生产药物辛可芬,染料分散黄E-3G,在化学分析中,是测定亚铜离子,硫醇,噻吩,尿蓝母的试剂.
• 性质描述橙红色单余棱柱结晶.熔点203.5°C(部分升华).易溶于热乙醇,微溶于乙醚,溶于热水,苯,丙酮,溶于碱金属氢氧氧化物.溶液呈紫红色,放置后变成黄色,碱性极弱.有苦味.

MSDS等安全信息

• GHS象形图
• GHS符号GHS07;
  注释: Exclamation mark
• 危险类别皮肤致敏 类别1B
  皮肤腐蚀/刺激 类别2
  严重眼刺激 类别2
  特定目标器官毒性 - 单次接触 类别3
  急性毒性 类别4(经口)
  急性毒性 类别4(经皮)
  严重眼刺激 类别2A
  水生慢性毒性 类别3
• 警示词Warning(警告)
• 危险描述H317 |可能引起皮肤过敏反应.
  H315 |造成皮肤刺激.
  H319 |造成严重眼刺激.
  H335 |可能引起呼吸道刺激.
  H302 |吞咽有害.
  H312 |皮肤接触有害.
  H412 |对水生生物有害并具有长期持续影响.
• 防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
• 危险等级6.1(b)
• UN编号2811
• 危险品标志Xi,Xn
• 包装等级III
• 安全声明26-36-24/25
• 危险类别码36/37/38-20/21/22
• WGK Germany1

欧盟法规

上下游产品

合成工艺路线路线简述

• 合成目标产物 Isatin 主要起始原料 Oxindole
• 59-48-3 = 91-56-5
  反应条件:1.1 Reagents: Oxygen Catalysts: 2857965-23-0 Solvents: Dimethylformamide; 8 H,Rt -> 80 °C; 80 °C -> Rt1.2 Reagents: Sodium Chloride Solvents: Water; Rt
  标题:Tuning Band Structures Of Hf-Pcn-224(M) For β-Carbonyl C(Sp3)-H Bond Activation And Difunctionalization: Tandem C(Sp3) Radical Cross-Coupling Through Photoredox
  作者:Zhang,Lingjuan; Et Al
  参考文献:Applied Catalysis 日期:2023 卷标:321]
  
  482-89-3 = 91-56-5 [标题:Reaction Conditions
  标题:Contribution Of Singlet Oxygen To The Photofading Of Some Dyes
  作者:Kuramoto,Nobuhiro; Et Al
  参考文献:Journal Of The Society Of Dyers And Colourists 日期:1982 卷标:98(10) 页码:334-40]
  
  92635-28-4 = 91-56-5
  反应条件:1.1 Reagents: Water Solvents: Methanol; 2 H,Reflux
  标题:Electrochemical Rearrangement Of 3-Hydroxyoxindoles Into Benzoxazinones
  作者:Vayer,Marie; Et Al
  参考文献:Organic Letters 日期:2022 卷标:24(1) 页码:27-32]
  
  92635-28-4 = 91-56-5
  反应条件:1.1 Solvents: Methanol
  标题:A Convenient Conversion Of Indoles To 3,3-Dibromooxindoles And Then To Isatins
  作者:Parrick,John; Et Al
  参考文献:Tetrahedron Letters 日期:1984 卷标:25(29) 页码:3099-100]
  
  120-72-9 = 91-56-5
  反应条件:1.1 Reagents: Oxygen Catalysts: Eosin Solvents: Dimethylformamide,Water; 24 H,Rt
  标题:Visible-Light-Initiated Oxidative Coupling Of Indole And Active Methylene Compounds Using Eosin Y As A Photocatalyst
  作者:Kushwaha,Ambuj Kumar; Et Al
  参考文献:Synthesis 日期:2022 卷标:54(22) 页码:5099-5109]
  
  59-48-3 = 91-56-5
  反应条件:1.1 Reagents: Oxygen Catalysts: Cupric Acetate,Potassium Carbonate Solvents: Dimethylformamide; Rt -> 50 °C; 0.5 H,50 °C
  标题:Copper-Catalyzed Base-Accelerated Direct Oxidation Of C-H Bond To Synthesize Benzils,Isatins,And Quinoxalines With Molecular Oxygen As Terminal Oxidant
  作者:Yu,Jing-Wen; Et Al
  参考文献:Tetrahedron Letters 日期:2015 卷标:56(12) 页码:1575-1580]
  
  615-43-0 + 18414-58-9 = 91-56-5
  反应条件:1.1 Reagents: Hexylamine,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Catalysts: Bis(Dibenzylideneacetone)Palladium,Tri-Tert-Butylphosphonium Tetrafluoroborate Solvents: Tetrahydrofuran1.2 Reagents: Potassium Fluoride Solvents: Tetrahydrofuran1.3 16 H,Rt1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 31.5 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 5 H,Rt
  标题:A Palladium-Catalyzed Double Carbonylation Approach To Isatins From 2-Iodoanilines
  作者:Laursen,Simon R.; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2016 卷标:2016(10) 页码:1881-1885]
  
  551-93-9 = 91-56-5
  反应条件:1.1 Reagents: Dimethyl Sulfoxide,Iodine Catalysts: Sodium Perchlorate Solvents: Dimethyl Sulfoxide; 2 H,25 °C
  标题:Electro-Organic Synthesis Of Isatins And Hydrazones Through C-N Cross-Coupling And C(Sp2)-H/c(Sp3)-H Functionalization
  作者:Verma,Neetu; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2023 卷标:21(33) 页码:6707-6714]
  
  1769-41-1 = 91-56-5
  反应条件:1.1 Reagents: Sulfuric Acid; 50 - 55 °C; 1 H,55 °C; 55 °C -> Rt1.2 Reagents: Water; 30 Min,Cooled
  标题:Improvement Of Synthesis Of 3-Aminoindolin-2-One
  作者:Zheng,Chenglong; Et Al
  参考文献:Huaxue Tongbao 日期:2016 卷标:79(5) 页码:463-465]
  
  1891024-08-0 = 91-56-5
  反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 2 H,Rt
  标题:A Palladium-Catalyzed Double Carbonylation Approach To Isatins From 2-Iodoanilines
  作者:Laursen,Simon R.; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2016 卷标:2016(10) 页码:1881-1885]
  
  1477-50-5 = 91-56-5
  反应条件:1.1 Reagents: Water,Oxygen Catalysts: Rose Bengal Solvents: Dimethylformamide; 48 H
  标题:Visible-Light-Mediated Dearomatisation Of Indoles And Pyrroles To Pharmaceuticals And Pesticides
  作者:Schilling,Waldemar; Et Al
  参考文献:Chemistry - A European Journal 日期:2020 卷标:26(2) 页码:390-395]
  
  2058-74-4 = 91-56-5
  反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 5 - 10 Min,0 °C1.2 30 Min,0 °C1.3 Reagents: Water
  标题:Solvent Directed Diastereodivergent Synthesis Of Spiro-Oxindoles With Quaternary Carbon Center Forming
  作者:Zhang,Yang; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2023 卷标:26(38)]
  
  482-89-3 = 91-56-5
  反应条件:1.1 Reagents: Sulfuric Acid,Potassium Dichromate Solvents: Water; 1.5 H,40 °C; 1.5 H,45 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Acidified
  标题:Preparation,Photoluminescence,Semiconductor Properties,And Theoretical Calculations For A Novel Zinc Zero-Dimensional Structure Complex
  作者:Yi,Zhi-Qiang; Et Al
  参考文献:Journal Of Chemical Research 日期:2019 卷标:43(1-2) 页码:58-62]
  
  92635-28-4 = 91-56-5
  反应条件:1.1 Reagents: Water Solvents: Methanol,Water
  标题:Convenient Preparation Of 3,3-Dibromo-1,3-Dihydroindol-2-Ones And Indole-2,3-Diones (Isatins) From Indoles
  作者:Parrick,John; Et Al
  参考文献:Journal Of The Chemical Society 日期:1989 卷标:(11) 页码:2009-15]
  
  120-72-9 = 91-56-5
  反应条件:1.1 Reagents: Oxygen Catalysts: Eosin Solvents: Ethanol,Water; 6 H,Rt
  标题:Visible-Light-Absorbing C-N Cross-Coupling For The Synthesis Of Hydrazones Involving C(Sp2)-H/c(Sp3)-H Functionalization
  作者:Kushwaha,Ambuj Kumar; Et Al
  参考文献:Chemical Communications (Cambridge 日期:2023 卷标:59(27) 页码:4075-4078]
  
  120-72-9 = 91-56-5
  反应条件:1.1 Reagents: Water,Oxygen Catalysts: Rose Bengal Solvents: Dimethylformamide; 24 H
  标题:Visible-Light-Mediated Dearomatisation Of Indoles And Pyrroles To Pharmaceuticals And Pesticides
  作者:Schilling,Waldemar; Et Al
  参考文献:Chemistry - A European Journal 日期:2020 卷标:26(2) 页码:390-395]
  
  42407-86-3 = 91-56-5
  反应条件:1.1 Reagents: P-Toluenesulfonic Acid; 4 Min,Rt
  标题:A Facile And Environmental Friendly Method For C=n Bond Cleavage Of Imines Using P-Toluenesulfonic Acid In Solid State
  作者:Imanzadeh,Gholamhassan; Et Al
  参考文献:Iranian Chemical Communication 日期:2017 卷标:5(2) 页码:1-11]
  
  59-48-3 = 91-56-5
  反应条件:1.1 Reagents: Tempo,Oxygen Catalysts: Iodobenzene Diacetate Solvents: Acetonitrile; 2 H,Rt
  标题:Synthesis Of Isatin Derivatives Under Metal Free Conditions Using Hypervalent Iodine
  作者:Sai Prathima,Parvathaneni; Et Al
  参考文献:Tetrahedron Letters 日期:2015 卷标:56(46) 页码:6385-6388]
  
  59-48-3 = 91-56-5
  反应条件:1.1 Reagents: Tert-Butyl Hydroperoxide Catalysts: Iron Oxide (Fe3O4) (Mn Supported) Solvents: Acetonitrile,Decane; 12 H,3.5 Bar,80 °C
  标题:Mno2@fe3O4 Magnetic Nanoparticles As Efficient And Recyclable Heterogeneous Catalyst For Benzylic Sp3 C-H Oxidation
  作者:Pandey,Akanksha M.; Et Al
  参考文献:Chemistry - An Asian Journal 日期:2019 卷标:14(19) 页码:3414-3423]
  
  551-93-9 = 91-56-5
  反应条件:1.1 Reagents: Oxygen Catalysts: Iodine Solvents: Dimethyl Sulfoxide; Rt; 22 H,120 °C
  标题:An Efficient Route To Synthesize Isatins By Metal-Free,Iodine-Catalyzed Sequential C(Sp3)-H Oxidation And Intramolecular C-N Bond Formation Of 2'-Aminoacetophenones
  作者:Rajeshkumar,Venkatachalam; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2014 卷标:12(42) 页码:8512-8518]
  
  551-93-9 = 91-56-5
  反应条件:1.1 Reagents: Tert-Butyl Hydroperoxide Catalysts: Iodine Solvents: Dimethyl Sulfoxide,Water; Rt; 15 H,80 °C; 80 °C -> Rt1.2 Reagents: Sodium Thiosulfate Solvents: Ethyl Acetate,Water; Rt
  标题:Direct Amidation Of 2'-Aminoacetophenones Using I2-Tbhp: A Unimolecular Domino Approach Toward Isatin And Iodoisatin
  作者:Ilangovan,Andivelu; Et Al
  参考文献:Journal Of Organic Chemistry 日期:2014 卷标:79(11) 页码:4984-4991]
  
  771-50-6 = 91-56-5
  反应条件:1.1 Reagents: Water,Oxygen Catalysts: Rose Bengal Solvents: Dimethylformamide; 48 H
  标题:Visible-Light-Mediated Dearomatisation Of Indoles And Pyrroles To Pharmaceuticals And Pesticides
  作者:Schilling,Waldemar; Et Al
  参考文献:Chemistry - A European Journal 日期:2020 卷标:26(2) 页码:390-395

海关参考信息

• 2902600000-乙苯
  2912110000-甲醛
  2912120000-乙醛
  2912210000-苯甲醛
• 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
• 详情请参考：📖 海关编码查询和海关进出口税则

专利信息

其他信息查阅

• ➥ 象形图和危险代码
• ➥ 防范代码详解
• ➥ 危险代码说明
• ➥ Globally Harmonized System
• ➥ REACH监管