1-Methyl-1H-indol-5-ol

Base Information

• Chemical Name: 1-Methyl-1H-indol-5-ol
• CAS No.: 13523-92-7
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2933990090
• European Community (EC) Number: 872-828-8
• DSSTox Substance ID: DTXSID90445608
• Nikkaji Number: J2.791.287G
• Wikidata: Q82264084
• Mol file: 13523-92-7.mol

Synonyms:1-Methyl-1H-indol-5-ol;13523-92-7;1-methylindol-5-ol;5-hydroxy-1-methylindole;1H-Indol-5-ol, 1-methyl-;5-hydroxy-1methylindole;1-methyl-1h-indole-5-ol;5-hydroxy-1-methyl-1H-indole;SCHEMBL1400341;DTXSID90445608;FNNWTXMUBMHNOD-UHFFFAOYSA-N;AMY16133;MFCD12924270;AKOS016003021;CS-W019358;AS-57685;FT-0719786;EN300-316699;F14443;A887725

Chemical Property of 1-Methyl-1H-indol-5-ol

Chemical Property:

• Melting Point: 42-43 °C
• Boiling Point: 316.8±15.0 °C(Predicted)
• PKA: 10.06±0.40(Predicted)
• PSA: 25.16000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.88390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99%, ^*data from raw suppliers

1-methyl-1H-indol-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC2=C1C=CC(=C2)O

Technology Process of 1-Methyl-1H-indol-5-ol

There total 14 articles about 1-Methyl-1H-indol-5-ol 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: 98.0%

5-benzyloxy-1-methylindole (2439-68-1) → 1-methyl-1H-indol-5-ol (13523-92-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol;

Reference yield: 83.0%

5-{[tert-butyl(dimethyl)silyl]oxy}-1-methyl-1H-indole (860297-30-9) → 1-methyl-1H-indol-5-ol (13523-92-7)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 71.0%

(1-methyl-1H-indol-5-yl)boronic acid (192182-55-1) → 1-methyl-1H-indol-5-ol (13523-92-7)

Guidance literature:

With [Rh2(bpy)2(μ-OAc)2(OAc)2]; oxygen; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h; under 760.051 Torr; Irradiation;

DOI:10.1021/acs.joc.9b02777

upstream raw materials:

5-methoxy-N-methylindole

(2,5-dimethoxy-phenethyl)-methyl-amine

5-benzyloxy-1-methylindole

5-benzyloxy-1H-indole

Downstream raw materials:

1-methyl-5-(trifluoromethyl)-1H-indole

methyl 2-(benzamido)-4-(1-methyl-1H-indol-5-yloxy)benzoate

Refernces

• 1、 Iacopetta, Domenico,Catalano, Alessia,Ceramella, Jessica,Barbarossa, Alexia,Carocci, Alessia,Fazio, Alessia,La Torre, Chiara,Caruso, Anna,Ponassi, Marco,Rosano, Camillo,Franchini, Carlo,Sinicropi, Maria Stefania. "Synthesis, anticancer and antioxidant properties of new indole and pyranoindole derivatives". . . Retrieved 2020.
• 2、 Campbell, Michael G.,Chuang, Gary Jing,Liu, Ming-Lun,Miura-Stempel, Emily,Tu, Jing-Wen,Yang, Hsiang-Ming. "Bimetallic photoredox catalysis: Visible light-promoted aerobic hydroxylation of arylboronic acids with a dirhodium(ii) catalyst". . p. 2040 - 2047. Retrieved 2020/03/13.