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357715

Sigma-Aldrich

2-Ethylpyrrole

technical grade, 90%

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About This Item

Empirical Formula (Hill Notation):
C6H9N
CAS Number:
1551-06-0
Molecular Weight:
95.14
MDL number:
MFCD00060477
UNSPSC Code:
12352100
PubChem Substance ID:
24861936
NACRES:
NA.22

grade

technical grade

Assay

90%

form

liquid

refractive index

n20/D 1.497 (lit.)

bp

164-165 °C/754 mmHg (lit.)

density

0.929 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCc1ccc[nH]1

InChI

1S/C6H9N/c1-2-6-4-3-5-7-6/h3-5,7H,2H2,1H3

InChI key

XRPDDDRNQJNHLQ-UHFFFAOYSA-N

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General description

2-Ethylpyrrole is a monosubstituted alkyl pyrrole. Stochastic, Rothemund-type condensation of pyrrole, 2-ethylpyrrole and arylaldehyde yields 3-ethyl-substituted inverted porphyrin, which readily converts to 3-(1′-hydroxyethyl)- and 3-acetyl-inverted porphyrins. 2-Ethylpyrrole is a conjugated five-membered heterocyclic flavor compound and its photooxidation reactivity was investigated.

Application

2-Ethylpyrrole may be used in the preparation of 1-(3-methoxyphenyl)-2-ethylpyrrole.

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)

143.6 °F - closed cup

Flash Point(C)

62 °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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Sigma-Aldrich

131709

Pyrrole

Application of 2-ethylpyrrole for a direct synthesis of 3-substituted inverted porphyrins.
Schmidt I and Chmielewski PJ.
Tetrahedron Letters, 42(36), 6389-6392 (2001)
Reactivity on photooxidation of selected five-membered heterocyclic flavor compounds.
Chen C-W and Ho C-T.
Journal of Agricultural and Food Chemistry, 44(8), 2078-2080 (1996)
Jon C Antilla et al.
The Journal of organic chemistry, 69(17), 5578-5587 (2004-08-17)
This paper details the copper-catalyzed N-arylation of pi-excessive nitrogen heterocycles. The coupling of either aryl iodides or aryl bromides with common nitrogen heterocycles (pyrroles, pyrazoles, indazoles, imidazoles, and triazoles) was successfully performed in good yield with catalysts derived from diamine

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