2,3-Indolinedione 吲哚-2,3-二酮

CAS 91-56-5 MFCD00005718

化学结构图

91-56-5
SMILES: O=C1Nc2ccccc2C1=O

化学属性

Mol. FormulaC8H5NO2
Mol. Weight147.13
Melting Point193-195°C
Flash Point220°C
TSCAYes
Appearance 橙红色单余棱柱结晶。熔点203.5℃(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。
Density1.367
SolubilitySoluble in water (1.9 g/l at 20 °C).
Boiling Point360.3°C at 760 mmHg

别名和识别编码

Chemical Name2,3-Indolinedione
CAS Number91-56-5
Alfabeta NameINDOLINEDIONE 23-,
MDL NumberMFCD00005718
Synonym Isatin {LY} Isatin {} {LY} Isatin {} {} {LY} Isatin {} {} {} {LY} Isatin {} {} {} {} {LY} Isatin {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
PubChem Substance ID7054
Beilstein Registry Number383659
EC Number202-077-8
Merck Number5104
Chemical Name Translation吲哚-2,3-二酮
Reaxys-RN383659
Wiswesser Line NotationT56 BMVVJ
LabNetwork Molecule IDLN00174726
InChIInChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
Canonical SMILESO=C1NC2=C(C=CC=C2)C1=O
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分类

  • {SNA} Spectroscopy, UV/Vis Reagents, UV/Visible (UV/VIS) Spectroscopy, 分析/色谱, 分析试剂
  • {uni_hamburg} no charge; nitrogen heterocycle; carbocycle; aromatic; large ring; fused rings; 5ring; 6ring; 9ring; amide; ketone; lactame; 1fragment
  • Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles
  • {SNA} Analytical Reagents, Analytical/Chromatography, Spectroscopy, UV/Vis Reagents, UV/Visible (UV/VIS) Spectroscopy

产品应用

  • 检验亚酮和银的沉淀剂。光度法测定噻吩、硫醇、噻吩、尿蓝姆和脯氨酸的试剂。

相关文献及参考

  • 1. Mahmoud, M. R.; et al. Chin. J. Chem. 29 , 1446, (2011)
  • 2. Dandia, A.; et al. Green Chem. 13 , 2135, (2011)
  • 3. Hall, M. D.; et al. J. Med. Chem. 54 , 5878, (2011) 摘要
  • 4. Vintonyak, V. V.; et al. Tetrahedron 67 , 6713, (2011)
  • 5. Ozil, M.; et al. J. Chem. Res. (M) 35 , 268, (2011)
  • 6. Dandia, A.; et al. Green Chem. 13 , 1852, (2011)
  • 7. Yu, F.; et al. Org. Lett. 13 , 4782, (2011) 摘要
  • 8. Demchuk, D. V.; et al. Mendeleev Commun. 21 , 224, (2011)
  • Merck 14 ,5104
  • Beil. 21 ,V,10,221
  • Aldrich MSDS 1 , 1108:A / Corp MSDS 1 (1), 2015:B / FT-IR 1 (2), 393:D / FT-IR 2 (2), 3052:C / FT-NMR 1 (2), 1438:B / IR-Spectra (2), 954:F / IR-Spectra (3), 1093:C / NMR-Reference 2 (2), 372:D / RegBook 1 (2), 2057:L / Sax 6 , 1613 / Sigma FT-IR 1 (2), 156:A / Structure Index 1 , 327:E:3
  • Short: II/27C Title: Diamagnetic Susceptibility and Magnetic Anisotropy of Organic Compounds Author: Kumar, Mahendra; Gupta, Rajni Editor: Gupta, Radha Raman Source: Landolt-Börnstein, New Series Volume: II/27C Year: 2008 Keyword: diamagnetic susceptibility; magnetic anisotropy; organic compounds ISBN: 978-3-540-44734-4 (print) ISBN: 978-3-540-44736-8 (online) Internet Resource: doi:10.1007/978-3-540-44736-8 RefComment: VIII, 204 p., Hardcover RefComment: Written for: Scientists and researchers in the fields of physics, chemistry, materials science RefComment: Supplement and Revised Editon to II/16 Abstract: The volume II/27 has been divided into three subvolumes according to the classes of compounds: Subvolume A: Diamagnetic susceptibility and magnetic anisotropy of inorganic and organometallic compounds; Subvolume B: Diamagnetic susceptibility of organic compounds (Part 1); Subvolume C: Diam

安全信息

Warnings IRRITANT
WGK Germany1
GHS Symbol
Precautionary statements
  • 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。
  • 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
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P305+P351+P338+P337+P313
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
Hazard Codes Xi
RTECSNL7873000
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Signal word
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
Packing GroupIII
Hazard Class6.1(b)
Storage condition 2-8°C {LY} 2-8°C Store at RT. {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C
UN Number 2811
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5 gm/kg
TOXIC EFFECTS :
   Peripheral Nerve and Sensation - flaccid paralysis without anesthesia
   (usually neuromuscular blockage)
   Behavioral - changes in motor activity (specific assay)
REFERENCE :
   IJPPAZ Indian Journal of Physiology and Pharmacology.  (All India Institute
   of Medical Sciences, Dept. of Physiology, Ansari Nagar, New Delhi 110 029,
   India)  V.1-    1957-  Volume(issue)/page/year: 6,145,1962

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 7740 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 27(8),54,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 725 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
REFERENCE :
   RPTOAN Russian Pharmacology and Toxicology (English Translation).
   Translation of FATOAO.  (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey,
   UK)  V.30-    1967-  Volume(issue)/page/year: 41,146,1978

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >800 mg/kg
TOXIC EFFECTS :
   Peripheral Nerve and Sensation - flaccid paralysis without anesthesia
   (usually neuromuscular blockage)
   Behavioral - changes in motor activity (spec

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 200 mg/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - other effects on male
REFERENCE :
   IJMRAQ Indian Journal of Medical Research.  (Indian Council of Medical
   Research, Ansari Nagar, New Delhi 110 029, India)  V.1-    1913-
   Volume(issue)/page/year: 67,73,1978

其他信息

  • Sigma Aldrich:91-56-5(sigmaaldrich)
  • 用途三: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。
  • 下游产品:吲哚 --> 吲唑-3-羧酸 --> 9-胺-1,2,3,4-四氢盐酸氯酯 --> 溶剂黄 114 --> 1-甲基-3-吲唑甲酸 --> 氯尼达明 --> 2-甲基-6-溴喹啉-4-羧酸 --> 2-苯基-4-喹啉羧酸 --> 靛玉红 --> 1-(2,6-二氯苯基)吲哚-2,3-二酮 --> 靛红联二甲酚 --> 吲唑-3-羧酸乙脂 --> 5-碘吲哚醌 --> 1-乙酰基靛红 --> 3,3-二(4-羟基苯基)-2(3H)-吲哚酮
  • 靛红价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 K5824001 靛红;2,3-二酮二氢吲哚;二氢吲哚-2,3-二酮;吲哚醌;菘蓝;氧化靛精 25g 357元 2011/04/16 I0080 靛红 Isatin 25G 218元 2011/04/16 I0080 靛红 Isatin 500G 1700元
  • 靛红:靛红又名二酮茚、吲哚醌。化学名称为吲哚-2,3-二酮,常温下为橙红色单斜棱柱结晶。有苦味。分子量147.13。熔点203.5℃ (部分升华)。溶于热水、热乙醇、苯、丙酮,微溶于乙醚。易溶于沸醇,溶于醚和沸水呈红棕色,溶于苛性碱溶液呈紫色,放置后变黄色。其醇溶液有极不愉快气味。弱碱性,可与高氯酸成盐。靛红主要用作染料和医药中间体,可生产药物辛可芬、染料分散黄E-3G。也可用作化学试剂,分析试剂,用于分析测定亚铜离子、硫醇、硫酚、噻吩、尿蓝母等。由苯胺与三氯乙醛肟缩合得肟基乙酰苯胺,再经环合、水解制得靛红。 以上信息由Chemicalbook的Andy编辑整理。
  • Acros Organics:靛红/吲哚醌 Isatin, 98%(91-56-5)
  • 用途一:用作测定亚酮和噻吩的试剂
  • Alfa Aesar:靛红,98% Isatin, 98%(91-56-5)
  • TCI Shanghai:靛红 Isatin,>;98.0%(GC)(T)(91-56-5)
  • 海关编码:29337900
  • 方法一:先由苯胺三氯乙醛肟缩合制得肟基乙酰苯胺,再经环合,水解制得靛红。
  • 图谱信息:吲哚-2,3-二酮(91-56-5)质谱(MS) 吲哚-2,3-二酮(91-56-5)红外图谱(IR1) 吲哚-2,3-二酮(91-56-5)红外图谱(IR2)
  • 用途四:检验亚酮和银的沉淀剂。光度法测定噻吩、硫醇、噻吩、尿蓝姆和浦氨酸的试剂。
  • MOL 文件:91-56-5.mol
  • Decomposition:194 °C
  • 上游原料:靛蓝 --> 2,2,2-三氯乙酰胺
  • MSDS 信息:1H-Indole-2,3-dione(91-56-5).msds
  • 味苦。能升华。易溶于沸乙醇,溶于乙醚的沸水呈红棕色,溶于氢氧化碱呈紫色,放置后变黄色。水中溶解度:1.9 g/l。
  • 用途二:用于制还原染料和药物等

系列性分类


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