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)

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

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 

Yes

HS Code 

29334990

Toxicity

mouse,LD50,intraperitoneal,32mg/kg (32mg/kg),Journal of Medicinal Chemistry. Vol. 14, Pg. 49, 1971.

MSDS

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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

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.

Uses

In the synthesis of peptides.

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(16357-59-8)Related Product Information

• DIETHOXYMETHANE
• Ethanol
• Ethoxyquin
• Ethyl acetate
• Ethoxyamine hydrochloride
• Ethylparaben
• Ethyl acrylate
• Ethyl pyruvate
• Ethyl formate
• ISOXADIFEN-ETHYL
• N-PHENYLCARBAMIC ACID METHYL ESTER
• N-METHYL-N-PHENYLURETHANE
• ethyl dimethylcarbamate
• Isobutyl 1,2-dihydro-2-isobutoxy-1-quinoline-carboxylate
• N,N,2-Trimethylbenzenamine
• PHENYLURETHANE
• N-Methylformanilide
• ethyl (hydroxymethyl)-carbamate