3-Methyl-1H-indole-2-carbaldehyde

Base Information

• Chemical Name: 3-Methyl-1H-indole-2-carbaldehyde
• CAS No.: 5257-24-9
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933990090
• European Community (EC) Number: 803-912-4
• NSC Number: 125870
• DSSTox Substance ID: DTXSID80298761
• Nikkaji Number: J274.214D
• Wikidata: Q82040789
• Mol file: 5257-24-9.mol

Synonyms:3-Methyl-1H-indole-2-carbaldehyde;5257-24-9;3-METHYLINDOLE-2-CARBOXALDEHYDE;3-methyl-1H-indole-2-carboxaldehyde;3-methylindole-2-carbaldehyde;Methylindolaldehyd;NSC125870;3-methyl-2-indolecarbaldehyde;3-methyl-indole-2-carbaldehyde;SCHEMBL1254486;3- Methyl-2-hydroxymethylenindol;DTXSID80298761;GHSUORIVDBPKKQ-UHFFFAOYSA-N;3-methyl-1H-indole-2-carbaldehyd;MFCD00957066;AKOS000303180;AB07796;FS-6118;NSC-125870;3-Methyl-1H-indole-2-carboxaldehyde, 96%;CS-0041558;FT-0635589;3-Methyl-1H-indole-2-carbaldehyde, AldrichCPR;A829151

Chemical Property of 3-Methyl-1H-indole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 6.68E-05mmHg at 25°C
• Melting Point: 140-142°C
• Refractive Index: 1.698
• Boiling Point: 344.2 °C at 760 mmHg
• PKA: 15.35±0.30(Predicted)
• Flash Point: 169.9 °C
• PSA: 32.86000
• Density: 1.226g/cm³
• LogP: 2.28880
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

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

3-Methyl-1H-indole-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(NC2=CC=CC=C12)C=O

Technology Process of 3-Methyl-1H-indole-2-carbaldehyde

There total 4 articles about 3-Methyl-1H-indole-2-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: 63.0%

3-Methylindole (83-34-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-methyl-1H-indole-1-carbaldehyde (31951-33-4) + 2-formyl-3-methylindole (5257-24-9)

Guidance literature:

With trichlorophosphate; at 100 - 120 ℃; for 3h;

DOI:10.1002/jhet.5570370543

Reference yield: 42.0%

3-Methylindole (83-34-1) + bromodichloromethane (75-27-4) → 2-formyl-3-methylindole (5257-24-9)

Guidance literature:

3-Methylindole; bromodichloromethane; With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate; In acetonitrile; at 60 ℃; for 48h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In dichloromethane; at 30 ℃;

DOI:10.1016/j.tetlet.2018.07.013

Reference yield: 25.0%

1-(Phenylsulfonyl)-3-methyl-2-(bromomethyl)indole (164261-56-7) → 2-formyl-3-methylindole (5257-24-9) + 3-methyl-1-(phenylsulfonyl)-1H-indole-2-carbaldehyde (110396-65-1)

Guidance literature:

With 2-nitropropane; sodium ethanolate; In ethanol; at 20 ℃; for 10h;

DOI:10.1016/j.tetlet.2005.09.121

upstream raw materials:

3-Methylindole

diethoxycarbonium fluoroborate

N,N-dimethyl-formamide

1-(Phenylsulfonyl)-3-methyl-2-(bromomethyl)indole

Downstream raw materials:

1,3-dimethyl-2-formylindole

(R)-3-methyl-1-(1-phenylallyl)-1H-indole-2-carbaldehyde