CAS: 95-20-5; 2-Methylindole

• 英文名称2-Methylindole
• 中文名称2-甲基吲哚
• IUPAC名称2-methyl-1H-indole
• 其它别名甲基吲哚; 2甲基吲哚
• CAS编号95-20-5
• MFCD编号:MFCD00005616
• EINECS号:202-398-3
• FDA UNII编号:I7CN58827I
• 分子式:C9H9N
• 分子量:131.178
• 产品CID: 2004696
• 产品分类有机原料→分子砌块→芳杂环类化合物→吲哚类化合物

• 相似结构搜索
• 产品信息参考;
• InChIKey: BHNHHSOHWZKFOX-UHFFFAOYSA-N
• InChI=1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3…
• 计算化学: 氢键受体数0.0氢键供体数1可旋转键数0

物理性质

• 熔点57-59°C
• 沸点273°C at 760 mmHg
• 闪点141°C
• 密度1.1±0.1 g/cm3
• pKa:17.57±0.30(预测)
• PSA:15.79
• LogP:2.47632
• 折射率1.655
• 蒸汽压0.0±0.5 mmHg at 25°C
• 溶解性氯仿(微溶),甲醇(微溶)
• 敏感性能随水蒸汽挥发。其乙醇、乙醚、苯及氯仿溶液在昼光下发紫色至蓝绿色荧光。与浓盐酸一起加热时分解。有特殊气味。避免与氧化物、酸接触。
• 外观形态黄色至微红的-紫色或棕色晶体,片
• 储存条件Store at room temperature
• 产品应用用于有机合成,可作香料工业的定香剂.
• 性质描述白色针状或片状结晶性粉末.熔点61°C,沸点272°C,相对密度1.07(20/4°C).易溶于乙醇,乙醚,溶于丙酮,苯,氯仿及硫酸,微溶于热水,不溶于冷水.能随水蒸汽挥发.其乙醇,乙醚,苯及氯仿溶液在昼光下发紫色至蓝绿色荧光.与浓盐酸一起加热时分解.有特殊气味.

MSDS等安全信息

• GHS象形图
• GHS符号GHS05;
  注释: Corrosion
• 危险类别严重眼损伤 类别1
  急性毒性 类别4(经口)
  急性毒性 类别4(吸入)
  急性毒性 类别4(经皮)
  水生慢性毒性 类别1
  特定目标器官毒性 - 单次接触 类别3
  皮肤腐蚀/刺激 类别2
  严重眼刺激 类别2
• 警示词Danger(危险)
• 危险描述H318 |造成严重眼损伤.
  H302 |吞咽有害.
  H332 |吸入有害.
  H312 |皮肤接触有害.
  H410 |对水生生物毒性极大并具有长期持续影响.
  H335 |可能引起呼吸道刺激.
  H315 |造成皮肤刺激.
  H319 |造成严重眼刺激.
• 防范说明P264-P270-P330-P501
• UN编号NONH for all modes of transport
• 危险品标志Xn: Harmful;
• 安全声明S36/37-S24/25
• 危险类别码R20/21/22
• WGK Germany3

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 2-Methylindole 主要起始原料 2-Methylindoline
• 58901-12-5 = 95-20-5
  反应条件:1.1 Reagents: Triphenylphosphine,Stannous Chloride Catalysts: Ruthenium Trichloride Solvents: 1,4-Dioxane,Water1.2 Reagents: Hydrochloric Acid1.3 Solvents: Chloroform
  标题:Ruthenium-Catalyzed Heteroannulation Of Anilines With Alkanolammonium Chlorides Leading To Indoles
  作者:Cho,C. S.; Kim,J. H.; Kim,T.-J.; Shim,S. C.
  参考文献:Tetrahedron 日期:2001 卷标:57(16) 页码:3321-3329]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: 2765219-06-3 Solvents: Acetonitrile; 24 H,Rt
  标题:Photocatalytic Aerobic Dehydrogenation Of N-Heterocycles With Ir(Iii) Photosensitizers Bearing The 2(2'-Pyridyl)Benzimidazole Scaffold
  作者:Echevarria,Igor; Vaquero,Monica; Manzano,Blanca R.; Jalon,Felix A.; Quesada,Roberto; Et Al
  参考文献:Inorganic Chemistry 日期:2022 卷标:61(16) 页码:6193-6208]
  
  6126-53-0 = 95-20-5
  反应条件:1.1 Reagents: Ethylene,Potassium Carbonate,Ammonium Acetate Catalysts: Palladium Solvents: 1,4-Dioxane; Rt; Rt -> 110 °C; 3 H,110 °C
  标题:Synthesis Of Substituted Anilines From Cyclohexanones Using Pd/c-Ethylene System And Its Application To Indole Synthesis
  作者:Maeda,Katsumi; Matsubara,Ryosuke; Hayashi,Masahiko
  参考文献:Organic Letters 日期:2021 卷标:23(5) 页码:1530-1534]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: 2177262-59-6 Solvents: P-Xylene; 48 H,140 °C
  标题:Osmium Catalysts For Acceptorless And Base-Free Dehydrogenation Of Alcohols And Amines: Unusual Coordination Modes Of A Bpi Anion
  作者:Buil,Maria L.; Esteruelas,Miguel A.; Gay,M. Pilar; Gomez-Gallego,Mar; Nicasio,Antonio I.; Et Al
  参考文献:Organometallics 日期:2018 卷标:37(4) 页码:603-617]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: (Pb-7-11-22333)-Trihydro(2,4-Pentanedionato-Ko2,Ko4)Bis[tris(1-Methylethyl)Phosp... Solvents: P-Xylene; 48 H,140 °C
  标题:Osmium Hydride Acetylacetonate Complexes And Their Application In Acceptorless Dehydrogenative Coupling Of Alcohols And Amines And For The Dehydrogenation Of Cyclic Amines
  作者:Esteruelas,Miguel A.; Lezaun,Virginia; Martinez,Antonio; Olivan,Montserrat; Onate,Enrique
  参考文献:Organometallics 日期:2017 卷标:36(15) 页码:2996-3004]
  
  53855-47-3 = 95-20-5
  反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Ethanol,Water
  标题:The Chemistry Of Indoles
  作者:Mills,Keith
  参考文献:1966]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Hafnium,Hexakis[μ5-[[4,4′-([2,2′-Bipyridine]-5,5′-Diyl-Kn1,Kn1′)Bis[benzoato-Ko... Solvents: Acetonitrile,2,2,2-Trifluoroethanol; 12 H,Rt
  标题:Metal-Organic Layers Hierarchically Integrate Three Synergistic Active Sites For Tandem Catalysis
  作者:Quan,Yangjian; Lan,Guangxu; Shi,Wenjie; Xu,Ziwan; Fan,Yingjie; Et Al
  参考文献:Angewandte Chemie 日期:2021 卷标:60(6) 页码:3115-3120]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: 2306758-00-7 Solvents: Methanol; 4 - 12 H,Rt
  标题:Efficient Acceptorless Photo-Dehydrogenation Of Alcohols And N-Heterocycles With Binuclear Platinum(Ii) Diphosphite Complexes
  作者:Zhong,Jian-Ji; To,Wai-Pong; Liu,Yungen; Lu,Wei; Che,Chi-Ming
  参考文献:Chemical Science 日期:2019 卷标:10(18) 页码:4883-4889]
  
  65826-91-7 = 95-20-5
  反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Iridium,Di-μ-Chlorodichlorobis[(1,2,3,4,5-η)-1,2,3,4,5-Pentamethyl-2,4-Cyclopen... Solvents: Toluene
  标题:Oxidative Cyclization Of Amino Alcohols Catalyzed By A Cp*ir Complex. Synthesis Of Indoles,1,2,3,4-Tetrahydroquinolines,And 2,3,4,5-Tetrahydro-1-Benzazepine
  作者:Fujita,Kenichi; Yamamoto,Kazunari; Yamaguchi,Ryohei
  参考文献:Organic Letters 日期:2002 卷标:4(16) 页码:2691-2694]
  
  73930-99-1 = 95-20-5
  反应条件:1.1 Reagents: Carbon Monoxide Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: Dimethylformamide; 72 H,6 Atm,120 °C
  标题:A Base-Modulated Chemoselective Synthesis Of 3-Cyanoindoles Or 4-Cyanoquinolines Using A Palladium-Catalyzed N-Heterocyclization
  作者:Banini,Serge R.; Turner,Michael R.; Cummings,Matthew M.; Soederberg,Bjoern C. G.
  参考文献:Tetrahedron 日期:2011 卷标:67(20) 页码:3603-3611]
  
  173436-68-5 = 95-20-5
  反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol; 4 H,Reflux
  标题:Indomethacin Analogues That Enhance Doxorubicin Cytotoxicity In Multidrug Resistant Cells Without Cox Inhibitory Activity
  作者:Arisawa,Mitsuhiro; Kasaya,Yayoi; Obata,Tohru; Sasaki,Takuma; Ito,Mika; Et Al
  参考文献:Acs Medicinal Chemistry Letters 日期:2011 卷标:2(5) 页码:353-357]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Tetracarbonyl-μ-Hydro[(1,2,3,4,5-η)-1-Hydroxylato-2,3,4,5-Tetraphenyl-2,4-Cyclop... Solvents: Mesitylene; 24 H,165 °C
  标题:Acceptorless And Base-Free Dehydrogenation Of Alcohols And Amines Using Ruthenium-Hydride Complexes
  作者:Muthaiah,Senthilkumar; Hong,Soon Hyeok
  参考文献:Advanced Synthesis & Catalysis 日期:2012 卷标:354(16) 页码:3045-3053]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Palladium
  标题:Indoles. Ii. The Acid-Catalyzed Rearrangement Of N-(2-Alkenyl)Anilines
  作者:Bader,Alfred R.; Bridgewater,Roden J.; Freeman,Paul R.
  参考文献:Journal Of The American Chemical Society 日期:1961 卷标:83 页码:3319-23]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: 2756592-03-5 Solvents: Dimethylacetamide; 32 H,Rt
  标题:Imidazole-Linked Porphyrin-Based Conjugated Microporous Polymers For Metal-Free Photocatalytic Oxidative Dehydrogenation Of N-Heterocycles
  作者:Chen,Yaju; Jiang,Jun
  参考文献:Sustainable Energy & Fuels 日期:2021 卷标:5(24) 页码:6478-6487]
  
  19005-93-7 = 95-20-5
  反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol; Rt; 24 H,100 °C
  标题:Recyclable Pd/c Catalyzed One-Step Reduction Of Carbonyls To Hydrocarbons Under Simple Conditions Without Extra Base
  作者:Zhou,Xiao-Yu; Chen,Xia
  参考文献:Tetrahedron Letters 日期:2020 卷标:61(5)]
  
  120-72-9 = 95-20-5
  反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran,Water; 15 Min,0 °C; 1 H,Rt; Rt -> 0 °C; 30 Min,Rt1.2 Reagents: Sodium Carbonate Solvents: Water; 0 °C
  标题:Ga(Ds)3-Catalyzed Double Hydroarylation Of Acetylenic Esters With Indoles For The Synthesis Of Bisindolyl Propanoates
  作者:An,Li-Tao; Cai,Jing-Jing; Pan,Xiang-Qiang; Chen,Tang-Ming; Zou,Jian-Ping; Et Al
  参考文献:Tetrahedron Letters 日期:2015 卷标:56(26) 页码:3996-3998]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Cadmium Sulfide,Cadmium Selenide,Nickel Dichloride Solvents: Acetonitrile,Water; 12 H,Rt
  标题:Efficient Acceptorless Dehydrogenation Of Hydrogen-Rich N-Heterocycles Photocatalyzed By Ni(Oh)2@cdse/cds Quantum Dots
  作者:Liu,Yanpeng; Yu,Tianjun; Zeng,Yi; Chen,Jinping; Yang,Guoqiang; Et Al
  参考文献:Catalysis Science & Technology 日期:2021 卷标:11(11) 页码:3810-3817]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Di-μ-Chlorobis[(1,2,5,6-η)-1,5-Cyclooctadiene]Diiridium,1,2-Bis(Diphenylphosphino)Benzene (Crosslinked,Polystyrene-Bound) Solvents: P-Xylene; 5 Min,Rt1.2 20 H,130 °C
  标题:Ir-Catalyzed Reversible Acceptorless Dehydrogenation/hydrogenation Of N-Substituted And Unsubstituted Heterocycles Enabled By A Polymer-Cross-Linking Bisphosphine
  作者:Zhang,Deliang; Iwai,Tomohiro; Sawamura,Masaya
  参考文献:Organic Letters 日期:2020 卷标:22(13) 页码:5240-5245]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Cobalt(1+),[2-(Dicyclohexylphosphino-Kp)-N-[2-(Dicyclohexylphosphino-Kp)Ethyl]E... Solvents: P-Xylene; 4 D,Rt -> 150 °C
  标题:Acceptorless,Reversible Dehydrogenation And Hydrogenation Of N-Heterocycles With A Cobalt Pincer Catalyst
  作者:Xu,Ruibo; Chakraborty,Sumit; Yuan,Hongmei; Jones,William D.
  参考文献:Acs Catalysis 日期:2015 卷标:5(11) 页码:6350-6354]
  
  6872-06-6 = 95-20-5
  反应条件:1.1 Catalysts: Carbon Solvents: 2-Methyl-2-Butanol; 24 H,10 Bar,150 °C
  标题:Metal- And Additive-Free Aerobic Dehydrogenation Of N-Heterocycles And Hydrocarbons By N-Doped Carbon
  作者:Shang,Sensen; Li,Yingguang; Lv,Ying; Dai,Wen
  参考文献:Asian Journal Of Organic Chemistry 日期:2022 卷标:11(7)]
  
  6872-06-6 + 15009-91-3 = 95-20-5
  反应条件:1.1C:Ni(No3)2 (Nickel-Nitrogen-Doped Graphene Shell),S:H2O,Rt; Rt -> 145°C; 18 H,145°C,0.35 Mpa
  标题:Superhydrophobic Nickel/carbon Core-Shell Nanocomposites For The Hydrogen Transfer Reactions Of Nitrobenzene And N-Heterocycles
  作者:By Pang,Shaofeng Et Al
  参考文献:Green Chemistry 日期:2020 卷标:22(6) 页码:1996-2010

海关参考信息

• 2902200000-苯
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专利信息

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• ➥ 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