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D158402

Sigma-Aldrich

3-Ethyl-2,4-dimethylpyrrole

97%

Synonym(s):

2,4-Dimethyl-3-ethylpyrrole, Kryptopyrrole

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About This Item

Empirical Formula (Hill Notation):
C8H13N
CAS Number:
517-22-6
Molecular Weight:
123.20
Beilstein/REAXYS Number:
107089
EC Number:
208-234-7
MDL number:
MFCD00005222
UNSPSC Code:
12352100
PubChem Substance ID:
24893486
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.496 (lit.)

bp

197 °C/710 mmHg (lit.)

density

0.913 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCc1c(C)c[nH]c1C

InChI

1S/C8H13N/c1-4-8-6(2)5-9-7(8)3/h5,9H,4H2,1-3H3

InChI key

ZEBBLOXDLGIMEG-UHFFFAOYSA-N

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Application

3-Ethyl-2,4-dimethylpyrrole can be used as a substrate for the synthesis of:
  • Boradiazaindacene (BODIPY dyes) units as a building block for the fabrication of energy transfer cassettes.
  • Meso-benzyl and meso-alkyl dipyrrins salts by treating with corresponding acid chloride.
  • 2,5-Bis[3,5-dimethyl-4-ethylpyrrol-2-yl]cyclohexadiene-1,4-dione by reacting with 1,4-benzoquinone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

161.6 °F - closed cup

flash_point_c

72 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Squaraines based on 2-arylpyrroles
Bonnett R, et al.
Tetrahedron, 60(40), 8913-8918 (2004)
Boradiazaindacene (Bodipy)-based building blocks for the construction of energy transfer cassettes
Barin G, et al.
Tetrahedron Letters, 50(15), 1738-1740 (2009)
Formation of vinylic dipyrroles by the deprotonation of meso-alkyl and meso-benzyl dipyrrin HCl salts
Al-Sheikh A, et al.
The Journal of Organic Chemistry, 74(7), 2866-2869 (2009)
Evanildo G Lacerda et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 20(1), 78-91 (2018-11-20)
Prediction of chemical shifts in organic cations is known to be a challenge. In this article we meet this challenge for α-protonated alkylpyrroles, a class of compounds not yet studied in this context, and present a combined experimental and theoretical
I Somogyi et al.
EEG-EMG Zeitschrift fur Elektroenzephalographie, Elektromyographie und verwandte Gebiete, 12(4), 212-215 (1981-12-01)
Continuing earlier investigation Z. EEG-EMG, 1976, 7, 151-156 the authors have studied the electrical activity of the cortex and subcortical regions elicited by stimulating mesencephalic reticular formation, after injection i.p. of Kryptopyrrole. The changes of activity was tape recorded and
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