5-Bromo-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 5-Bromo-1H-indole-3-carbaldehyde
• CAS No.: 877-03-2
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 29339900
• European Community (EC) Number: 212-884-7
• NSC Number: 66831
• DSSTox Substance ID: DTXSID80236562
• Nikkaji Number: J195.166A
• Wikidata: Q72457346
• Metabolomics Workbench ID: 189350
• Mol file: 877-03-2.mol

Synonyms:5-Bromoindole-3-carboxaldehyde;877-03-2;5-Bromo-1H-indole-3-carbaldehyde;5-Bromoindole-3-carboxyaldehyde;5-bromo-3-formylindole;5-Bromoindole-3-carbaldehyde;1H-Indole-3-carboxaldehyde, 5-bromo-;MFCD00152016;5-BROMO-1H-INDOLE-3-CARBOXALDEHYDE;EINECS 212-884-7;NSC66831;5-bromoindole-3-aldehyde;5-bromo-3-formyl-1h-indole;SCHEMBL671217;5-bromo-indole-3-carboxaldehyde;DTXSID80236562;5-Bromo-1H-indole-3-carbaldehye;NSC 66831;NSC-66831;STK980631;5-Bromo-1H-indole-3-carbaldehyde #;5-Bromoindole-3-carboxaldehyde, 98%;AKOS000289141;AB04031;CS-W002437;NCGC00328903-01;AC-23641;AS-11393;SY014468;AM20050294;B4840;FT-0620162;EN300-18251;B-8600;AB00275453-04;Z57627647

Chemical Property of 5-Bromo-1H-indole-3-carbaldehyde

Chemical Property:

• Appearance/Colour: Beige to light brown crystalline powder
• Vapor Pressure: 1.82E-06mmHg at 25°C
• Melting Point: 204-207 °C(lit.)
• Refractive Index: 1.752
• Boiling Point: 395.6 °C at 760 mmHg
• PKA: 14.54±0.30(Predicted)
• Flash Point: 193 °C
• PSA: 32.86000
• Density: 1.727 g/cm³
• LogP: 2.74290
• Storage Temp.: Room temperature.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromoindole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=CN2)C=O

Technology Process of 5-Bromo-1H-indole-3-carbaldehyde

There total 26 articles about 5-Bromo-1H-indole-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

5-bromo-1H-indole (10075-50-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-bromo-1H-indole-3-carboxaldehyde (877-03-2)

Guidance literature:

With trichlorophosphate;

DOI:10.1016/S0040-4020(01)96471-3

Reference yield: 96.0%

5-bromo-1-(tert-butoxycarbonyl)indole-3-carboxaldehyde (325800-39-3) → 5-bromo-1H-indole-3-carboxaldehyde (877-03-2)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1080/00397910601033724

Reference yield: 91.0%

5-Bromo-indole-3-carbinol (92557-51-2) → 5-bromo-1H-indole-3-carboxaldehyde (877-03-2)

Guidance literature:

With trifluorormethanesulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In 1,4-dioxane; at 20 ℃; for 0.383333h;

DOI:10.1016/j.tetlet.2020.151749

upstream raw materials:

5-bromo-1H-indole

N-methyl-N-phenylformamide

N,N-dimethyl-formamide

Indole-3-carboxaldehyde

Downstream raw materials:

5-(5-Brom-indolyl-(3)-methylen)-rhodanin

3-Allyl-5-(5-brom-indolyl-(3)-methylen)-rhodanin

5-bromo-3-methyl-1H-indole

5-bromo-1-(tert-butoxycarbonyl)indole-3-carboxaldehyde

Refernces

• 1、 Wang, Wei-Wei,Liu, Ting,Lv, Yu-Meng,Zhang, Wu-Yang,Liu, Zhi-Gang,Gao, Jin-Ming,Li, Ding. "Design, Synthesis, and Biological Evaluation of Novel 3-Aminomethylindole Derivatives as Potential Multifunctional Anti-Inflammatory and Neurotrophic Agents". . p. 1593 - 1605. Retrieved 2021/05/31.
• 2、 Lin, Jin-Hong,Xiao, Ji-Chang,Zhu, Yu-Rong. "Triphenylphosphine/1,2-Diiodoethane-Promoted Formylation of Indoles with N, N -Dimethylformamide". supporting information. . Retrieved 2021/11/22.