Ethyl 3-indoleacetate
- CAS No.
- 778-82-5
- Chemical Name:
- Ethyl 3-indoleacetate
- Synonyms
- Ethyl 2-(1H-indol-3-yl)acetate;IAA-OEt;NSC 38002;AA ethyl ester;IAA ETHYL ESTER;ETHYL 3-INDOLACETATE;ETHYL 3-INDOLEACETATE;Ethyl 3-indolylacetate;ETHYL INDOLE-3-ACETATE;Ethyl β-indolylacetate
- CBNumber:
- CB3740844
- Molecular Formula:
- C12H13NO2
- Molecular Weight:
- 203.24
- MDL Number:
- MFCD00005635
- MOL File:
- 778-82-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 44-45 °C(lit.) |
|---|---|
| Boiling point | 164-166 °C1 mm Hg(lit.) |
| Density | 1.1255 (rough estimate) |
| refractive index | 1.5260 (estimate) |
| Flash point | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| pka | 16.70±0.30(Predicted) |
| form | Crystalline Powder |
| color | White |
| Water Solubility | insoluble |
| BRN | 171682 |
| CAS DataBase Reference | 778-82-5(CAS DataBase Reference) |
| FDA UNII | AOI4KJ3VH2 |
| NIST Chemistry Reference | 1H-Indole-3-acetic acid, ethyl ester(778-82-5) |
SAFETY
Risk and Safety Statements
| Hazard Codes | Xn | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Risk Statements | 36/37/38-21/22 | |||||||||
| Safety Statements | 36/37/39-26-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | NL3528000 | |||||||||
| HS Code | 29339900 | |||||||||
| NFPA 704 |
|
Ethyl 3-indoleacetate price More Price(54)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 274453 | Ethyl 3-indoleacetate 99% | 778-82-5 | 5g | $74 | 2021-12-16 | Buy |
| TCI Chemical | E0878 | Ethyl 3-Indoleacetate >98.0%(GC) | 778-82-5 | 5g | $177 | 2026-04-30 | Buy |
| TCI Chemical | E0878 | Ethyl 3-Indoleacetate >98.0%(GC) | 778-82-5 | 25g | $527 | 2026-04-30 | Buy |
| Usbiological | 237713 | Ethyl indole-3-acetate | 778-82-5 | 1g | $163 | 2026-06-03 | Buy |
| Usbiological | 237713 | Ethyl indole-3-acetate | 778-82-5 | 5g | $207 | 2026-06-03 | Buy |
Ethyl 3-indoleacetate Chemical Properties,Uses,Production
Chemical Properties
white crystalline powder
Uses
Reactant for preparation of:• ;Pesticides1• ;Anti-inflammatory agents2• ;Antibacterial and antifungal agents• ;Anticonvulsant agents • ;Hypotensive agents3• ;Analgesic agents4
Uses
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.
Uses
Reactant for preparation of:
- Pesticides
- Anti-inflammatory agents
- Antibacterial and antifungal agents
- Anticonvulsant agents
- Hypotensive agents
- Analgesic agents
Definition
ChEBI: Ethyl 3-indoleacetate is a member of indole-3-acetic acids.
Synthesis
87-51-4
64-17-5
778-82-5
Indol-3-ylacetic acid (1.00 g, 5.71 mmol) was dissolved in 25 mL of ethanol and concentrated sulfuric acid (1.0 mL, 18.4 mmol) was added. The reaction mixture was stirred under reflux conditions for 2 hours. Upon completion of the reaction, the mixture was cooled to 0 °C in an ice bath and subsequently neutralized with 2 N sodium hydroxide solution. The organic solvent was removed by evaporation under reduced pressure and the residue was partitioned between dichloromethane and water. The aqueous phase was extracted twice with dichloromethane, and the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give 1.02 g (5.02 mmol, 88% yield) of ethyl indole-3-acetate as a brown oil. The product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 300 MHz, CDCl3): δ 8.09 (br.s, 1H), 7.63 (d, J = 7.69 Hz, 1H), 7.35 (d, J = 7.69 Hz, 1H), 7.04-7.25 (m, 3H), 4.17 (q, J = 7.14 Hz, 2H), 3.77 (s, 2H), 1.26 (t, J = 7.14 Hz, 3H). Ultra performance liquid chromatography-mass spectrometry (UPLC/MS) analysis showed a retention time of 1.58 min, and low resolution mass spectrometry (LRMS) measured m/z 204 ([M+1]+).
References
[1] Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1777 - 1779
[2] Arzneimittel-Forschung/Drug Research, 2001, vol. 51, # 10, p. 814 - 824
[3] Patent: EP2548863, 2013, A1. Location in patent: Paragraph 0247
[4] Patent: WO2013/10881, 2013, A1. Location in patent: Page/Page column 95-96
[5] Chinese Chemical Letters, 2013, vol. 24, # 2, p. 127 - 130
Ethyl 3-indoleacetate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Boyle Chemical Co., Ltd. | 021-50182298 021-50180596 | sales@boylechem.com | China | 2202 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Ark Pharm, Inc. | 847-367-3680 | sales@arkpharminc.com | United States | 1669 | 56 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| China DongFan Chemical Co.,LTD | 86-0571-85151182 | China | 5681 | 66 |
View Lastest Price from Ethyl 3-indoleacetate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | Ethyl 3-indoleacetate
778-82-5
|
$2.00 | 1KG | 99% | Career Henan Chemical Co |
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- Ethyl 3-indoleacetate
778-82-5
- $2.00
- 99%
- Career Henan Chemical Co
