7-Ethylindole Chemical Properties

Melting point:

82.5°C (estimate)

Boiling point:

230 °C

Density 

1.058 g/mL at 20 °C(lit.)

refractive index 

n20/D 1.603

Flash point:

230°C

storage temp. 

Sealed in dry,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

17.30±0.30(Predicted)

form 

Oil

color 

Clear Colorless to Light Brown

Specific Gravity

1.058

Water Solubility 

INSOLUBLE

BRN 

1238356

InChI

InChI=1S/C10H11N/c1-2-8-4-3-5-9-6-7-11-10(8)9/h3-7,11H,2H2,1H3

InChIKey

PIIZLMYXLGYWTN-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2CC)C=C1

CAS DataBase Reference

22867-74-9(CAS DataBase Reference)

Safety Information

Safety Statements 

23-24/25

WGK Germany 

3

HS Code 

29339980

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

7-Ethylindole Usage And Synthesis

Chemical Properties

clear yellow to red-brown liquid

Uses

7-Ethylindole is a useful intermediate for etodolac derivative synthesis. It is also used in preparation of benzoheterocycles using butoxy-dihydrofurans as [4+2] benzannulation reagents.

Application

7-Ethylindole serves as a crucial intermediate for producing pharmaceutical agents. It represents a new addition to the liquid organic hydrogen carrier (LOHC) family, known as 7-ethylindole (7-EID). With a low melting point of -14 °C and a substantial hydrogen content of 5.23 wt%, it stands out among its counterparts. The hydrogenation process of this compound utilized a commercial 5 wt% Ru/Al2O3 catalyst under H2 pressure ranging from 5–8 MPa and temperatures ranging from 120–160 °C. It was observed that the hydrogenation rate correlates positively with the reaction temperature. However, the effect of H2 pressure on the rate was minimal if the pressure exceeded 6 MPa. Complete dehydrogenation of 8H-7-EID to 7-EID was achieved within 270 minutes at 190 °C. The liberated H2 exhibited high purity, meeting the requirements of proton exchange membrane fuel cells[1].

References

[1] Zhiwen Chen. “7-ethylindole: A new efficient liquid organic hydrogen carrier with fast kinetics.” International Journal of Hydrogen Energy 43 28 (2018): Pages 12688-12696.

7-Ethylindole(22867-74-9)Related Product Information

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• 7-ETHOXYINDOLE
• 7-Acetoxyindole
• 5-ETHYLINDOLE
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• 3-Methyl(E)-7-[3-(4-fluorophenyl)-1-methylethyl-indol-2-yl]-3-hydroxy-5-oxohept-6-enoate
• 3-(DIMETHYLAMINOMETHYL)-5-ETHYLINDOLE
• 5-ETHYLINDOLE-2-CARBOXYLIC ACID,5-ETHYLINDOLE-2-CARBOXYLIC ACID 98% (HPLC)
• Tryptophol
• tert-Butyl (E)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-5-hydroxy-3-oxo-6-heptenoate
• Tryptamine