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390836

Sigma-Aldrich

2,4-Dimethylpyrrole

97%

Synonym(s):

2,4-Dimethyl-1-pyrrole, 2,4-Dimethyl-1H-pyrrole, 2,4-Dimethyl-3H-pyrrole

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About This Item

Empirical Formula (Hill Notation):
C6H9N
CAS Number:
Molecular Weight:
95.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.496 (lit.)

bp

165-167 °C (lit.)

density

0.924 g/mL at 25 °C (lit.)

SMILES string

Cc1c[nH]c(C)c1

InChI

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

InChI key

MFFMQGGZCLEMCI-UHFFFAOYSA-N

General description

2,4-Dimethylpyrrole is a substituted pyrrole. Its synthesis by using ethyl acetoacetate as starting material has been reported. Its basicity has been evaluated from UV spectral data. Its photodecomposition on irradiation has been reported to afford H2, CH4, C2H6 and polymeric products.

Application

2,4-Dimethylpyrrole may be used in the synthesis of the following:
  • 2,5-bis(2′,4′-dimethyl-5′-pyrryl)p-benzoquinone
  • boron dipyrromethene (BODIPY) dyes
  • 2,4-dimethyl-6-methoxyprodigiosene

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Thermal decomposition and ring expansion in 2, 4-dimethylpyrrole. Single pulse shock tube and modeling studies.
Lifshitz A, et al.
The Journal of Physical Chemistry A, 107(24), 4851-4861 (2003)
Photolysis of 2, 5-and 2, 4-dimethylpyrrole vapors at room temperature.
Wu EC and Heicklen J.
Canadian Journal of Chemistry, 50(11), 1678-1689 (1972)
Addition of pyrroles to 1, 4-benzoquinone.
Bullock, E.
Canadian Journal of Chemistry, 36(12), 1744-1744 (1958)
The structure of pyrrole salts and the basic strengths of some simple pyrroles.
Bullock, E.
Canadian Journal of Chemistry, 36(12), 1686-1690 (1958)
The synthesis of Knorr's pyrrole by inverse addition.
Cooney JV, et al.
Organic preparations and procedures international, 15(4), 292-295 (1983)

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