149837

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

≥99%, for peptide synthesis

• Synonym(s): N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, EEDQ, Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate
• Empirical Formula (Hill Notation): C₁₄H₁₇NO₃
• CAS Number: 16357-59-8
• Molecular Weight: 247.29
• Beilstein: 533048
• EC Number: 240-418-2
• MDL number: MFCD00006703
• UNSPSC Code: 12352005
• PubChem Substance ID: 24848976
• NACRES: NA.22

Properties

• Product Name: 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, ≥99%
• Quality Level: 200
• Assay: ≥99%
• form: solid
• reaction suitability: reaction type: Coupling Reactions
• mp: 62-67 °C (lit.)
• application(s): peptide synthesis
• functional group: ether
• storage temp.: 2-8°C
• SMILES string: CCOC1C=Cc2ccccc2N1C(=O)OCC
• 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
• InChI key: GKQLYSROISKDLL-UHFFFAOYSA-N

Description

General description

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline(EEDQ) is a stable, and readily available reagent used to prepare amides and peptides in high yields. At ambient temperature, EEDQ is soluble in an aqueous medium containing organic solvents but insoluble in water. It is used as a coupling agent in peptide synthesis.[1]

Application

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is used as a coupling agent:

• In the regioselective quaternization of chitosan and its amphiphilic derivatives.[1]
• In the preparation of amide-type S-MA derivative-modified QCM sensors.[2]

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves