3-(1H-indol-5-yl)benzaldehyde

Base Information

• Chemical Name: 3-(1H-indol-5-yl)benzaldehyde
• CAS No.: 210888-94-1
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.258
• DSSTox Substance ID: DTXSID80399742
• Nikkaji Number: J979.514F
• Wikidata: Q82202453
• ChEMBL ID: CHEMBL4090782
• Mol file: 210888-94-1.mol

Synonyms:3-(1H-indol-5-yl)benzaldehyde;210888-94-1;Benzaldehyde,3-(1H-indol-5-yl)-;SCHEMBL3698604;CHEMBL4090782;DTXSID80399742;3-(1H-Indole-5-yl)benzaldehyde;QKEKUZYEHOVYSN-UHFFFAOYSA-N;3-(1H-Indol-5-yl)-benzaldehyde;AKOS004113929;BB 0222779

Chemical Property of 3-(1H-indol-5-yl)benzaldehyde

Chemical Property:

• PSA: 32.86000
• LogP: 3.64740
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

98% ^*data from raw suppliers

3-(1H-indol-7-yl)benzaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C2=CC3=C(C=C2)NC=C3)C=O

Technology Process of 3-(1H-indol-5-yl)benzaldehyde

There total 5 articles about 3-(1H-indol-5-yl)benzaldehyde 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: 56.0%

m-bromobenzoic aldehyde (3132-99-8) + 5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (269410-24-4) → 3-(1H-indol-5-yl)benzaldehyde (210888-94-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; at 60 ℃;

DOI:10.1016/j.bmcl.2017.07.026

Reference yield: 39.0%

5-iodo-1H-indole (16066-91-4) + tris(3-formylphenyl)bismuthine → 3-(1H-indol-5-yl)benzaldehyde (210888-94-1)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.6b00767

Reference yield: 34.0%

m-bromobenzoic aldehyde (3132-99-8) + 1H-indole-5-boronic acid (144104-59-6) → 3-(1H-indol-5-yl)benzaldehyde (210888-94-1)

Guidance literature:

With palladium diacetate; barium dihydroxide; In ethanol; water; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(98)00818-1

upstream raw materials:

m-bromobenzoic aldehyde

1H-indole-5-boronic acid

5-bromo-1H-indole

3-Formylphenylboronic acid