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HomeProduct name listN-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

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: 2024-10-28 16:48:35
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline Structural

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)
ghs
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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