N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Synonym(s):N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline;EEDQ;Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate
- CAS NO.:16357-59-8
- Empirical Formula: C14H17NO3
- Molecular Weight: 247.29
- MDL number: MFCD00006703
- EINECS: 240-418-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-05-28 03:33:09
What is N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline?
Chemical properties
White to pale yellow solid
The Uses of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Peptide condensing agent with little or no racemization. Amidation coupling reagent.
The Uses of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
In the synthesis of peptides.
The Uses of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist. It is used in synthetic chemistry, discovery, process R&D. It also acts as coupling reagents.
What are the applications of Application
2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist
Purification Methods
Dissolve EEDQ ~180g in CHCl3, evaporate to dryness in a vacuum. Add dry Et2O (20mL) and a white solid separates on standing. Set aside for a few hours, collect the solid, wash it thoroughly with cold Et2O and dry it in a vacuum (~140g, m 63.5-65o). A further crop of solid (~25g) is obtained from the filtrate on standing overnight. [Fieser & Fieser Reagents for Organic Synthesis 2 191 1969, Belleau et al. J Am Chem Soc 90 823 1968 and 90 1651 1968, Beilstein 21/3 V 28.]
Properties of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
| Melting point: | 62-67 °C(lit.) |
| Boiling point: | 125-128 °C (0.1 mmHg) |
| Density | 1.1173 (rough estimate) |
| refractive index | 1.5300 (estimate) |
| Flash point: | 125-128°C/0.1mm |
| storage temp. | 2-8°C |
| solubility | Chlorofrom (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| pka | -1.27±0.40(Predicted) |
| form | Crystalline Powder |
| color | White to beige |
| Water Solubility | insoluble |
| Sensitive | Moisture Sensitive |
| Merck | 14,3518 |
| BRN | 533048 |
| CAS DataBase Reference | 16357-59-8(CAS DataBase Reference) |
| EPA Substance Registry System | 1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester (16357-59-8) |
Safety information for N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
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