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16357-59-8 - 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, 99% - EEDQ - N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline - A13724 - Alfa Aesar

A13724 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, 99%

CAS Number
16357-59-8
Synonyms
EEDQ
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

Size Price ($) Quantity Availability
10g 23.59
50g 75.33
250g 264.60
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2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, 99%

MDL
MFCD00006703
EINECS
240-418-2

Chemical Properties

Formula
C14H17NO3
Formula Weight
247.29
Melting point
63-66°
Boiling Point
125-128°/0.1mm
Sensitivity
Moisture Sensitive
Solubility
Soluble in 95% Ethanol (50 mg/ml). Insoluble in water.

Applications

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.

Notes

Moisture Sensitive. Store at 4°C. Incompatible with acids and strong oxidizing agents.

Literature References

Myung Ho Hyun; Moon Hee Kang; Sang Cheol Han. Use of 2-ethoxy-1-(ethoxycarbonyl)-1, 2-dihydroquinoline as a convenient reagent for the selective protection or derivatization of 2-hydroxycarboxylic acids. Tetrahedron Letters.1999, 40 3435-3438.

Hans-Gerhard Loffler / Friedhelm Schneider. Inhibition of Aminoacylase from Hog Kidney by 2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline.Biological Chemistry Hoppe-Seyler.1987, 368 481-486.

Reagent for peptide coupling. Reaction proceeds via the anhydride of the acid component: J. Am. Chem. Soc., 90, 823, 1651 (1968); Int. J. Pept. Prot. Res., 26, 493 (1985). See Appendix 6.

For activation of ɑ -hydroxy acids, see: Tetrahedron Lett, 40, 3435 (1999) . Also used for the mild esterification of alcohols, e.g. for introduction of the levulinate protecting group (see Levulinic acid, A10813): Tetrahedron Lett., 23, 2615 (1982). For a useful esterification technique applicable to primary, secondary and tertiary alcohols, see: J. Org. Chem., 60, 7072 (1995).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,3518
Beilstein
533048
Harmonized Tariff Code
2933.49
TSCA
Yes
RTECS
VB2010000

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