Introduction：Basic information about N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline CAS 16357-59-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Basic information
| Product Name: | N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline |
| Synonyms: | N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline≥ 99% (HPLC);Ethyl 2-ethoxy-1,2-dihydro-1-quinolinecarboxylate for synthesis;EEDQ~N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline;ethyl N-(2-ethoxy-1,2-dihydroquinoline)carboxylate;N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline ,98%;N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, 99+% 100GR;ETHYL 2-ETHOXY-1,2-DIHYDRO-1-QUINOLINECA;ethyl 2-ethoxyquinoline-1(2H)-carboxylate |
| CAS: | 16357-59-8 |
| MF: | C14H17NO3 |
| MW: | 247.29 |
| EINECS: | 240-418-2 |
| Product Categories: | Acids and Derivatives;Heterocycles;Coupling Reagent;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry |
| Mol File: | 16357-59-8.mol |
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N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Chemical Properties
| Melting point | 62-67 °C(lit.) |
| Boiling point | 125-128 °C (0.1 mmHg) |
| density | 1.1173 (rough estimate) |
| refractive index | 1.5300 (estimate) |
| Fp | 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 |
| Major Application | peptide synthesis |
| InChI | 1S/C14H17NO3/c1-3-17-13-10-9-11-7-5-6-8-12(11)15(13)14(16)18-4-2/h5-10,13H,3-4H2,1-2H3 |
| InChIKey | GKQLYSROISKDLL-UHFFFAOYSA-N |
| SMILES | CCOC1C=Cc2ccccc2N1C(=O)OCC |
| 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
| Hazard Codes | Xi,Xn |
| Risk Statements | 38-36/37/38-20/21/22 |
| Safety Statements | 22-24/25-36/37/39-26-36 |
| WGK Germany | 3 |
| RTECS | VB2010000 |
| F | 9-21 |
| TSCA | TSCA listed |
| HS Code | 29334990 |
| Storage Class | 11 - Combustible Solids |
| Toxicity | mouse,LD50,intraperitoneal,32mg/kg (32mg/kg),Journal of Medicinal Chemistry. Vol. 14, Pg. 49, 1971. |
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Usage And Synthesis
| Chemical Properties | White to pale yellow solid |
| Uses | Peptide condensing agent with little or no racemization. Amidation coupling reagent. |
| Uses | In the synthesis of peptides. |
| Uses | 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. |
| Application | N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline is used as a coupling agent:
In the regioselective quaternization of chitosan and its amphiphilic derivatives.
In the preparation of amide-type S-MA derivative-modified QCM sensors. |
| reaction suitability | reaction type: Coupling Reactions |
| 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.] |
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Preparation Products And Raw materials
| Raw materials | Diethyl ether-->Dichloromethane-->N,N-Dimethylformamide-->Magnesium sulfate-->Potassium hydroxide-->Ethyl chloroformate-->Quinoline-->Boron trifluoride diethyl etherate |
