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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:
107089
EC Number:
208-234-7
MDL number:
MFCD00005222
UNSPSC Code:
12352100
PubChem Substance ID:
24893486
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Boradiazaindacene (Bodipy)-based building blocks for the construction of energy transfer cassettes
Barin G, et al.
Tetrahedron Letters, 50(15), 1738-1740 (2009)
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
E P Heleniak et al.
Medical hypotheses, 19(4), 333-338 (1986-04-01)
At least two groups of schizophrenics will be described. One such group may have a mutant delta-6-desaturase which prefers the omega-6-series essential fatty acids over the omega-3 series essential fatty acids resulting in low cis-linoleic acid blood levels. This subgroup
Squaraines based on 2-arylpyrroles
Bonnett R, et al.
Tetrahedron, 60(40), 8913-8918 (2004)
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