Ethyl 3-indoleacetate

Base Information

• Chemical Name: Ethyl 3-indoleacetate
• CAS No.: 778-82-5
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Hs Code.: 29339900
• European Community (EC) Number: 212-296-0
• NSC Number: 38002
• UNII: AOI4KJ3VH2
• DSSTox Substance ID: DTXSID80228422
• Nikkaji Number: J41.021G
• Wikidata: Q72475504
• Metabolomics Workbench ID: 87143
• ChEMBL ID: CHEMBL232508
• Mol file: 778-82-5.mol

Synonyms:indole-3-acetic acid ethyl ester

Chemical Property of Ethyl 3-indoleacetate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 3.59E-05mmHg at 25°C
• Melting Point: 44-45 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 353.4 °C at 760 mmHg
• PKA: 16.70±0.30(Predicted)
• Flash Point: 167.5 °C
• PSA: 42.09000
• Density: 1.187 g/cm³
• LogP: 2.27350
• Storage Temp.: -20°C
• Solubility.: soluble in Methanol
• Water Solubility.: insoluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

98% ^*data from raw suppliers

EthylIndole-3-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-21/22
• Safety Statements: 36/37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CNC2=CC=CC=C21
• Uses: Reactant for preparation of:? ;Pesticides1? ;Anti-inflammatory agents2? ;Antibacterial and antifungal agents? ;Anticonvulsant agents ? ;Hypotensive agents3? ;Analgesic agents4 Ethyl Indole-3-acetate is a compound used in the synthesis of 9H-Pyrrolo[1,2-α]Indoles via Michael Addition-Condensation with α,β-Unsaturated Ketimines. Reactant for preparation of:PesticidesAnti-inflammatory agentsAntibacterial and antifungal agentsAnticonvulsant agents Hypotensive agentsAnalgesic agents

Technology Process of Ethyl 3-indoleacetate

There total 24 articles about Ethyl 3-indoleacetate 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%

indole-3-acetic acid (87-51-4) + ethanol (64-17-5) → ethyl 3-indoleacetate (778-82-5)

Guidance literature:

In neat liquid; Reflux;

DOI:10.1007/s11030-020-10048-8

Reference yield: 94.0%

ethyl bromide (74-96-4) + indole-3-acetic acid (87-51-4) → ethyl 3-indoleacetate (778-82-5)

Guidance literature:

indole-3-acetic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

ethyl bromide; In N,N-dimethyl-formamide; for 4h; Reflux;

Reference yield: 90.0%

indole-3-acetic acid (87-51-4) → ethyl 3-indoleacetate (778-82-5)

Guidance literature:

With sulfuric acid; In ethanol; water;

upstream raw materials:

Diazoethan

indole-3-acetic acid

diazoacetic acid ethyl ester

indole

Downstream raw materials:

2-(3-indole)-ethanol

indole-3-acetic acid

3-indolylacetamide

1H-indol-3-acetohydrazide

Refernces

• 1、 Saini, Sachin. "Synthesis and Anticonvulsant Studies of Thiazolidinone and Azetidinone Derivatives from Indole Moiety". . p. 445 - 450. Retrieved 2019.
• 2、 Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul. "Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates". supporting information. p. 5022 - 5037. Retrieved 2021/05/04.
• 3、 Estrada, Carl D.,Ang, Hwee Ting,Vetter, Kim-Marie,Ponich, Ashley A.,Hall, Dennis G.. "Enantioselective Desymmetrization of 2-Aryl-1,3-propanediols by Direct O-Alkylation with a Rationally Designed Chiral Hemiboronic Acid Catalyst That Mitigates Substrate Conformational Poisoning". supporting information. . Retrieved 2021/04/07.