2,5-Dimethyl-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 2,5-Dimethyl-1H-indole-3-carbaldehyde
• CAS No.: 61364-25-8
• Molecular Formula: C11H11NO
• Molecular Weight: 173.21
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80390077
• Wikidata: Q82186486
• Mol file: 61364-25-8.mol

Synonyms:2,5-Dimethyl-1H-indole-3-carbaldehyde;61364-25-8;SCHEMBL10941882;DTXSID80390077;BBL030680;MFCD06800613;STK500432;AKOS000302938;s11309;VS-09971;2,5-Dimethyl-1H-indole-3-carbaldehyde, AldrichCPR;F9995-4275

Chemical Property of 2,5-Dimethyl-1H-indole-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 3.07E-05mmHg at 25°C
• Refractive Index: 1.675
• Boiling Point: 355.7°C at 760 mmHg
• Flash Point: 176.7°C
• PSA: 32.86000
• Density: 1.185g/cm³
• LogP: 2.59720
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

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

2,5-Dimethyl-1H-indole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=C2C=O)C
• Uses: 2,5-Dimethyl-1H-indole-3-carboxaldehyde, is a building block used in various chemical synthesis.

Technology Process of 2,5-Dimethyl-1H-indole-3-carbaldehyde

There total 2 articles about 2,5-Dimethyl-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: 94.0%

2,5-Dimethyl-1H-indole (1196-79-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,5-dimethyl-1H-indole-3-carboxaldehyde (61364-25-8)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 1 - 5 ℃; for 0.333333h;

2,5-Dimethyl-1H-indole; at 35 ℃; for 0.666667h;

With water; sodium hydroxide; at 95 ℃; for 0.5h; Cooling with ice;

DOI:10.1016/j.tetlet.2018.01.085

Reference yield:

→ 2,5-dimethyl-1H-indole-3-carboxaldehyde (61364-25-8)

Guidance literature:

2,3,5-Trimethylindol (28), DDQ;

DOI:10.1021/jo00427a024

Reference yield: 53.0%

2,5-dimethyl-1H-indole-3-carboxaldehyde (61364-25-8) + 4-methylbenzyltriphenylphosphonium bromide (2378-86-1) → (E)-2,5-dimethyl-3-(4-methylstyryl)-1H-indole

Guidance literature:

4-methylbenzyltriphenylphosphonium bromide; With sodium hydride; In toluene; mineral oil; at 0 - 20 ℃; for 0.333333h;

2,5-dimethyl-1H-indole-3-carboxaldehyde; In toluene; mineral oil; at 80 ℃; for 2h;

DOI:10.1002/adsc.201700280

upstream raw materials:

2,5-Dimethyl-1H-indole

N,N-dimethyl-formamide

Refernces

• 1、 Ming, Yong-Chao,Lv, Xue-Jiao,Liu, Ming,Liu, Yan-Kai. "Synthesis of Chiral Polycyclic Tetrahydrocarbazoles by Enantioselective Aminocatalytic Double Activation of 2-Hydroxycinnamaldehydes with Dienals". supporting information. p. 6515 - 6519. Retrieved 2021/09/02.
• 2、 Liu, Dehai,Huang, Jie,Fu, Zhenqian,Huang, Wei. "Direct construction of carbazoles from 2-methyl-indole-3-carbaldehydes and enals". supporting information. p. 968 - 972. Retrieved 2019/04/17.