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
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About This Item
Empirical Formula (Hill Notation):
C14H17NO3
CAS Number:
Molecular Weight:
247.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
240-418-2
MDL number:
Beilstein/REAXYS Number:
533048
Product Name
2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, ≥99%
Quality Level
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
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.
Application
2-Ethoxy-1-ethoxycarbonyl-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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Chunmei You et al.
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Eur. J. Pharmacol., Molec. Pharmacol. Sec., 269, 25-25 (1994)
L Carbonell et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 14(6), 497-502 (2004-12-14)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 149837-5G | 04061838738479 |
| 149837-100G | 04061838346131 |
| 149837-25G | 04061838738462 |