CAS: 877-03-2; 5-Bromo-1H-Indole-3-Carbaldehyde

• 英文名称5-Bromo-1H-Indole-3-Carbaldehyde
• 中文名称5-溴吲哚-3-甲醛
• IUPAC名称5-bromo-1H-indole-3-carbaldehyde
• 其它别名5-溴-3-甲酰基吲哚; 5-Bromo-3-Formylindole
• CAS编号877-03-2
• MFCD编号:MFCD00152016
• EINECS号:212-884-7
• FDA UNII编号:8JS5DEX3ZE
• 分子式:C9H6BrNO
• 分子量:224.05
• 产品CID: 1885506
• 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
• InChIKey: PEENKJZANBYXNB-UHFFFAOYSA-N
• InChI=1S/C9H6BrNO/c10-7-1-2-9-8(3-7)6(5-12)4-11-9/h1-5,11H…
• 计算化学: 氢键受体数1.0氢键供体数1.0可旋转键数1.0

物理性质

• 熔点204-207°C
• 沸点395.6±22.0 °C at 760 mmHg
• 闪点193.0±22.3 °C
• 密度1.7±0.1 g/cm3
• pKa:14.54±0.30(预测)
• PSA:32.86
• LogP:2.7429
• 折射率1.752
• 蒸汽压0.0±0.9 mmHg at 25°C
• 敏感性常温常压下稳定，避免氧化物接触
• 外观形态米色至棕色结晶粉末
• 储存条件置于阴暗处,密封, 常温干燥保存
• 产品应用该化合物用作开发药品,天然产品合成,染料和发光材料.

MSDS等安全信息

• GHS象形图
• GHS符号GHS07;
  注释: Exclamation mark
• 危险类别特定目标器官毒性 - 单次接触 类别3
  皮肤腐蚀/刺激 类别2
  严重眼刺激 类别2
  严重眼刺激 类别2A
• 警示词Warning(警告)
• 危险描述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P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
• 危险等级IRRITANT
• UN编号NONH for all modes of transport
• 危险品标志Xi,Xn
• 安全声明26-36-37/39
• 危险类别码36/37/38-20/21/22
• WGK Germany3.0

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 5-Bromoindole-3-Carboxaldehyde 主要起始原料 5-Bromoindole And Glyoxylic Acid
• 92557-51-2 = 877-03-2
  反应条件:1.1 Reagents: 1-Hydroxy-1,2-Benziodoxol-3(1H)-One 1-Oxide Catalysts: Trifluoromethanesulfonic Acid Solvents: 1,4-Dioxane; 23 Min,Rt
  标题:Ibx-Tfoh Mediated Oxidation Of Alcohols To Aldehydes And Ketones Under Mild Reaction Conditions
  作者:Kumar,Kamlesh; Et Al
  参考文献:Tetrahedron Letters 日期:2020 卷标:61(15)]
  
  92557-51-2 = 877-03-2
  反应条件:1.1 Reagents: 1-Hydroxy-1,2-Benziodoxol-3(1H)-One 1-Oxide Catalysts: (+/-)-Camphorsulfonic Acid Solvents: Dichloromethane,1,4-Dioxane; 10 Min,Rt1.2 5 Min,Rt; 10 - 30 Min,Rt
  标题:(+/-)-Camphor Sulfonic Acid Assisted Ibx Based Oxidation Of 1° And 2° Alcohols
  作者:Kumar,Kamlesh; Et Al
  参考文献:Tetrahedron Letters 日期:2021 卷标:81]
  
  830-93-3 = 877-03-2
  反应条件:1.1 Reagents: Oxygen,Pyridinium Chlorochromate Solvents: Dimethylformamide; 0.5 H,100 °C; Cooled1.2 Reagents: Hydrochloric Acid Solvents: Water
  标题:Cu-Mediated Oxidative Dimerization Of Skatole To Tryptanthrin,An Indolo[2,1-B]Quinazolone Alkaloid
  作者:Itoh,Tomoki; Et Al
  参考文献:Heterocycles 日期:2015 卷标:91(7) 页码:1423-1428]
  
  10075-50-0 + 1535-67-7 = 877-03-2
  反应条件:1.1 Catalysts: Bismuth Triflate Solvents: 1,1,1,3,3,3-Hexafluoro-2-Propanol; 5 Min,Rt1.2 Solvents: 1,1,1,3,3,3-Hexafluoro-2-Propanol; 12 H,Rt1.3 Reagents: 2-Iodoxybenzoic Acid Solvents: Dimethyl Sulfoxide,Water; 1 H,Rt1.4 Reagents: Sodium Sulfite Solvents: Water; Rt1.5 Reagents: Sodium Bicarbonate Solvents: Water; Basified,Rt
  标题:Bi(Otf)3 Enabled C-F Bond Cleavage In Hfip: Electrophilic Aromatic Formylation With Difluoro(Phenylsulfanyl)Methane
  作者:Betterley,Nolan M.; Et Al
  参考文献:Asian Journal Of Organic Chemistry 日期:2018 卷标:7(8) 页码:1642-1647]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Potassium Iodide,Water Catalysts: Red 21 Solvents: Acetonitrile; 48 H,Rt
  标题:Visible-Light-Promoted Indole C-3 Formylation Using Eosin Y As A Photoredox Catalyst
  作者:Zhao,Yin; Et Al
  参考文献:Synlett 日期:2022 卷标:33(7) 页码:659-663]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Pivalic Acid,Tert-Butyl Peroxybenzoate Catalysts: Tetrabutylammonium Iodide Solvents: Dimethyl Sulfoxide; 8 H,80 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water
  标题:Nbu4Ni-Catalyzed C3-Formylation Of Indoles With N-Methylaniline
  作者:Li,Lan-Tao; Et Al
  参考文献:Chemical Communications (Cambridge 日期:2012 卷标:48(42) 页码:5187-5189]
  
  487-89-8 = 877-03-2
  反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: Scandium Triflate Solvents: 1,1,1,3,3,3-Hexafluoro-2-Propanol; 2 - 10 H,110 °C
  标题:Sunlight Induced And Alternative Sc(Otf)3 Catalyzed Remote C-H Halogenation Of Indoles
  作者:Liu,Shanshan; Et Al
  参考文献:Chemistry - A European Journal 日期:2023 卷标:29(36)]
  
  487-89-8 = 877-03-2
  反应条件:1.1 Reagents: Sodium Bisulfite Solvents: Ethanol,Water; 20 H,Rt2.1 Rt -> 70 °C; 2 H,70 °C; 0.5 H,70 °C -> 90 °C; Cooled3.1 Reagents: Bromine Solvents: Water; Rt -> 5 °C; < 5 °C; 1 H,0 °C; 1 H,0 °C -> Rt3.2 Reagents: Sodium Bisulfite Solvents: Water3.3 Reagents: Sodium Hydroxide; Overnight,Reflux; Reflux -> 10 °C4.1 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; 5 Min,0 °C4.2 Solvents: Dimethylformamide; 0 °C -> Rt; 3 H,Rt4.3 Reagents: Potassium Hydroxide Solvents: Water; Overnight,Reflux
  标题:Integrated Structure-Based Activity Prediction Model Of Benzothiadiazines On Various Genotypes Of Hcv Ns5B Polymerase (1A,1B And 4) And Its Application In The Discovery Of New Derivatives
  作者:Ismail,Mohamed A. H.; Et Al
  参考文献:Bioorganic & Medicinal Chemistry 日期:2012 卷标:20(7) 页码:2455-2478]
  
  10075-50-0 + 93-61-8 = 877-03-2
  反应条件:1.1 Reagents: Phosphorus Oxychloride
  标题:The Vilsmeier Reaction Of Fully Conjugated Carbocycles And Heterocycles
  作者:Jones,Gurnos; Et Al
  参考文献:Organic Reactions (Hoboken 日期:1997 卷标:49]
  
  22190-33-6 = 877-03-2
  反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; Rt; 2 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; Basified,Cooled
  标题:Synthesis,Biological Evaluation,And Molecular Docking Studies Of Novel 1-Benzene Acyl-2-(1-Methylindol-3-Yl)-Benzimidazole Derivatives As Potential Tubulin Polymerization Inhibitors
  作者:Wang,Yan-Ting; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2015 卷标:99 页码:125-137]
  
  26807-69-2 = 877-03-2
  反应条件:1.1 Reagents: Bromine Solvents: Water; Rt -> 5 °C; < 5 °C; 1 H,0 °C; 1 H,0 °C -> Rt1.2 Reagents: Sodium Bisulfite Solvents: Water1.3 Reagents: Sodium Hydroxide; Overnight,Reflux; Reflux -> 10 °C2.1 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; 5 Min,0 °C2.2 Solvents: Dimethylformamide; 0 °C -> Rt; 3 H,Rt2.3 Reagents: Potassium Hydroxide Solvents: Water; Overnight,Reflux
  标题:Integrated Structure-Based Activity Prediction Model Of Benzothiadiazines On Various Genotypes Of Hcv Ns5B Polymerase (1A,1B And 4) And Its Application In The Discovery Of New Derivatives
  作者:Ismail,Mohamed A. H.; Et Al
  参考文献:Bioorganic & Medicinal Chemistry 日期:2012 卷标:20(7) 页码:2455-2478]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; 5 Min,0 °C1.2 Solvents: Dimethylformamide; 0 °C -> Rt; 3 H,Rt1.3 Reagents: Potassium Hydroxide Solvents: Water; Overnight,Reflux; Reflux -> Rt
  标题:Enantioselective Bronsted Acid-Catalyzed N-Acyliminium Cyclization Cascades
  作者:Muratore,Michael E.; Et Al
  参考文献:Journal Of The American Chemical Society 日期:2009 卷标:131(31) 页码:10796-10797]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Phosphorus Oxychloride
  标题:N-Pyridinylindole-3-(Alkyl)Carboxamides And Derivatives As Potential Systemic And Topical Inflammation Inhibitors
  作者:Duflos,M.; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2001 卷标:36(6) 页码:545-553]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Dimethylformamide,Phosphorus Oxychloride Solvents: Dimethylformamide
  标题:Synthesis Of N(10)-Acetyleudistomin L
  作者:Still,Ian W. J.; Et Al
  参考文献:Tetrahedron Letters 日期:1989 卷标:30(9) 页码:1041-4]
  
  10075-50-0 = 877-03-2 [标题:Reaction Conditions
  标题:Chemoselective Cu-Catalyzed Synthesis Of Diverse N-Arylindole Carboxamides,β-Oxo Amides And N-Arylindole-3-Carbonitriles Using Diaryliodonium Salts
  作者:Kumar Mehra,Manish; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2021 卷标:19(5) 页码:1109-1114]
  
  10075-50-0 = 877-03-2 [标题:Reaction Conditions
  标题:Fluorescent Porous Silica Microspheres For Highly And Selectively Detecting Hg2+ And Pb2+ Ions And Imaging In Living Cells
  作者:Sun,Wei; Et Al
  参考文献:Acs Omega 日期:2019 卷标:4(19) 页码:18381-18391]
  
  10075-50-0 + 298-12-4 = 877-03-2
  反应条件:1.1 Reagents: Sodium Perchlorate Catalysts: Aniline,Platinum Solvents: Dimethyl Sulfoxide,Water; 7 H,Rt
  标题:Synthesis Of 3-Formylindoles Via Electrochemical Decarboxylation Of Glyoxylic Acid With An Amine As A Dual Function Organocatalyst
  作者:Lin,Dian-Zhao; Et Al
  参考文献:Organic Letters 日期:2019 卷标:21(15) 页码:5862-5866]
  
  10075-50-0 + 298-12-4 = 877-03-2
  反应条件:1.1 Reagents: Potassium Persulfate Solvents: Acetonitrile; 8 H,80 °C; 80 °C -> Rt1.2 Reagents: Sodium Carbonate Solvents: Water; Rt
  标题:Site-Selective Decarboxylative Direct Formylation Of Nitrogen Heterocycles (Azaindoles,Indoles,Pyrroles) And Anilines Utilizing Glyoxylic Acid
  作者:Laha,Joydev K.; Et Al
  参考文献:Advanced Synthesis & Catalysis 日期:2023 卷标:365(8) 页码:1238-1246]
  
  10075-50-0 + 298-12-4 = 877-03-2
  反应条件:1.1 Reagents: Sodium Acetate,Oxygen Solvents: Acetonitrile; 24 H,Rt
  标题:Synthesis Of C-1 Deuterated 3-Formylindoles By Organophotoredox Catalyzed Direct Formylation Of Indoles With Deuterated Glyoxylic Acid
  作者:Dong,Yue; Et Al
  参考文献:Organic Letters 日期:2022 卷标:24(28) 页码:5034-5039]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Oxygen Catalysts: Iodine Solvents: Dimethylformamide; 12 H,100 °C
  标题:Iodine-Catalyzed C3-Formylation Of Indoles Via C-N Bond Cleavage Of Tertiary Amines Under Aerobic Conditions
  作者:Lu,Lin; Et Al
  参考文献:Tetrahedron 日期:2015 卷标:71(22) 页码:3637-3641]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Sodium Carbonate,Oxygen Catalysts: Iodine Solvents: 1,4-Dioxane,Water; Rt; 36 H,100 °C; 100 °C -> Rt
  标题:I2-Mediated C3-Formylation Of Indoles By Tertiary Amine And H2O
  作者:Zhang,Bo; Et Al
  参考文献:Tetrahedron Letters 日期:2014 卷标:55(41) 页码:5618-5621]
  
  81387-89-5 = 877-03-2
  反应条件:1.1 Reagents: Chloro(1-Methylethyl)Magnesium Solvents: Tetrahydrofuran; 5 Min,0 °C; 5 Min,0 °C1.2 Reagents: Butyllithium Solvents: Hexane; 5 Min,< -20 °C; 0.5 H,< -20 °C1.3 Solvents: Tetrahydrofuran; 0.5 H,-20 °C1.4 Reagents: Water; 10 Min,< -20 °C
  标题:Halogen-Metal Exchange On Bromoheterocyclics With Substituents Containing An Acidic Proton Via Formation Of A Magnesium Intermediate
  作者:Tian,Qingqiang; Et Al
  参考文献:Molecules 日期:2017 卷标:22(11) 页码:1952/1-1952/12]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Tert-Butyl Hydroperoxide,Pivalic Acid Catalysts: Ruthenium Trichloride Solvents: N-Methylacetamide; 0 °C; 24 H,25 °C
  标题:Mild And Selective Ru-Catalyzed Formylation And Fe-Catalyzed Acylation Of Free (N-H) Indoles Using Anilines As The Carbonyl Source
  作者:Wu,Wenliang; Et Al
  参考文献:Journal Of The American Chemical Society 日期:2011 卷标:133(31) 页码:11924-11927]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Ammonia,Oxygen Catalysts: Iron Chloride (Fecl3) Solvents: Dimethylformamide,Water; 7.5 H,130 °C
  标题:Iron-Catalyzed C3-Formylation Of Indoles With Formaldehyde And Aqueous Ammonia Under Air
  作者:Wang,Qing-Dong; Et Al
  参考文献:Synlett 日期:2017 卷标:28(19) 页码:2670-2674]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Oxygen Catalysts: Iodine Solvents: Dimethylformamide; 4 H,120 °C
  标题:Iodine-Catalyzed C3-Formylation Of Indoles Using Hexamethylenetetramine And Air
  作者:Wang,Qing-Dong; Et Al
  参考文献:Tetrahedron Letters 日期:2017 卷标:58(30) 页码:2877-2880]
  
  10075-50-0 = 877-03-2
  反应条件:1.1 Reagents: Acetic Acid,Methylcyclohexylamine Catalysts: Bismuth Vanadate (Bivo4),Carbon Nitride (C3N4) Solvents: Methanol; 58 H,Rt
  标题:A Stable And Recyclable Z-Scheme G-C3N4/rgo/bivo4 Heterojunction Photocatalyst For Site-Selective C-3 Formylation Of Indoles With Methanol As A Formyl Source Under Visible Light
  作者:Lei,Zhenkai; Et Al
  参考文献:Green Chemistry 日期:2023 卷标:25(1) 页码:348-356]
  
  1240045-42-4 = 877-03-2
  反应条件:1.1 Reagents: Sodium Carbonate,Boronic Acid Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,4-Dioxane; Reflux1.2 Reagents: Phosphorus Oxychloride; 0 - 23 °C
  标题:Novel Benzofuran-3-One Indole Inhibitors Of Pi3 Kinase-α And The Mammalian Target Of Rapamycin: Hit To Lead Studies
  作者:Bursavich,Matthew G.; Et Al
  参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2010 卷标:20(8) 页码:2586-2590]
  
  224156-28-9 = 877-03-2
  反应条件:1.1 -2.1 Reagents: Phosphorus Oxychloride
  标题:The Vilsmeier Reaction Of Fully Conjugated Carbocycles And Heterocycles
  作者:Jones,Gurnos; Et Al
  参考文献:Organic Reactions (Hoboken 日期:1997 卷标:49

海关参考信息

• 2912110000-甲醛
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• 详情请参考：📖 海关编码查询和海关进出口税则

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