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

Base Information

• Chemical Name: 1-Methyl-2-phenyl-1H-indole-3-carbaldehyde
• CAS No.: 1757-72-8
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• Hs Code.: 29339900
• European Community (EC) Number: 217-149-4
• DSSTox Substance ID: DTXSID6061947
• Nikkaji Number: J36.862H
• Wikidata: Q72494897
• ChEMBL ID: CHEMBL1607352
• Mol file: 1757-72-8.mol

Synonyms:1757-72-8;1-Methyl-2-phenyl-1H-indole-3-carbaldehyde;1-methyl-2-phenylindole-3-carboxaldehyde;1-methyl-2-phenylindole-3-carbaldehyde;1-Methyl-2-phenylindole-3-carboxyaldehyde;1H-Indole-3-carboxaldehyde, 1-methyl-2-phenyl-;EINECS 217-149-4;1-Methyl-2-phenyl-3-formylindole;METHYL-2-PHENYL -3-FORMYLINDOLE;MLS000709096;SCHEMBL1429358;CHEMBL1607352;DTXSID6061947;HMS2669J22;1-methyl-2-phenyl-3-formyl-indole;BBL013018;MFCD00186065;STK396290;AKOS000117767;3-Formyl-1-methyl-2-phenyl-1H-indole;NCGC00244989-01;AC-19069;AS-14385;SMR000282963;CS-0206935;FT-0623462;FT-0633823;EN300-04041;Indole-3-carboxaldehyde, 1-methyl-2-phenyl-;D95658;M-4302;A812114;Z56886419;4-methyl-2-phenyl-1H-indole-3-carbaldehyde;1-Methyl-2-phenylindole-3-carboxaldehyde

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

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 3.38E-08mmHg at 25°C
• Melting Point: 128 °C
• Refractive Index: 1.608
• Boiling Point: 447.4 °C at 760 mmHg
• Flash Point: 224.4 °C
• PSA: 22.00000
• Density: 1.11 g/cm³
• LogP: 3.65780
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

99.7% ^*data from raw suppliers

1-Methyl-2-phenylindole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=C1C3=CC=CC=C3)C=O

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

There total 40 articles about 1-Methyl-2-phenyl-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: 99.0%

2-phenyl-1H-indol-3-carboxaldehyde (25365-71-3) + methyl iodide (74-88-4) → 1-methyl-2-phenyl-1H-indole-3-carbaldehyde (1757-72-8)

Guidance literature:

2-phenyl-1H-indol-3-carboxaldehyde; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.166667h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201300609

Reference yield: 99.0%

N-methyl-N-(2-(phenylethynyl)phenyl)formamide (1364521-86-7) → 1-methyl-2-phenyl-1H-indole-3-carbaldehyde (1757-72-8)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In 1,2-dichloro-ethane; at 87 ℃; for 40h; Inert atmosphere;

DOI:10.1039/c2cc17887g

Reference yield: 95.0%

1-methyl-2-phenyl-1H-indole (3558-24-5) + Glyoxilic acid (298-12-4) → 1-methyl-2-phenyl-1H-indole-3-carbaldehyde (1757-72-8)

Guidance literature:

With sodium perchlorate; dimethyl amine; In dimethyl sulfoxide; at 20 ℃; for 7h; Electrochemical reaction;

DOI:10.1021/acs.orglett.9b01971

upstream raw materials:

1-methyl-2-phenyl-1H-indole

N,N-dimethyl-formamide

N-methyl-N-phenylformamide

2-phenyl-1H-indol-3-carboxaldehyde

Downstream raw materials:

4-(1-methyl-2-phenyl-indol-3-ylmethylene)-2-phenyl-4H-oxazol-5-one

(E)-1-methyl-3-(2-nitrovinyl)-2-phenyl-1H-indole

2-cyano-3-(1-methyl-2-phenyl-indol-3-yl)-acrylic acid ethyl ester

1-methyl-2-phenyl-3-hydroxymethylindole

Refernces

• 1、 -. "Synthesis and application of cyanoacrylate ultraviolet blue light absorbent". Paragraph 0027-0032; 0036-0040. . Retrieved 2021/06/13.
• 2、 Cheng, Didi,Li, Jingyi,Li, Yujin,Ling, Fei,Liu, Lei,Liu, Tao,Zhong, Weihui. "Recyclable and reusablen-Bu4NBF4/PEG-400/H2O system for electrochemical C-3 formylation of indoles with Me3N as a carbonyl source". supporting information. p. 4107 - 4113. Retrieved 2021/06/17.