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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
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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.[1] Its basicity has been evaluated from UV spectral data.[2] Its photodecomposition on irradiation has been reported to afford H2, CH4, C2H6 and polymeric products.[3]

Application

2,4-Dimethylpyrrole may be used in the synthesis of the following:
  • 2,5-bis(2′,4′-dimethyl-5′-pyrryl)p-benzoquinone[4]
  • boron dipyrromethene (BODIPY) dyes[5][6]
  • 2,4-dimethyl-6-methoxyprodigiosene[7]

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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Addition of pyrroles to 1, 4-benzoquinone.
Bullock, E.
Canadian Journal of Chemistry, 36(12), 1744-1744 (1958)
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)
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)
Lavinia A Trifoi et al.
Frontiers in chemistry, 8, 470-470 (2020-06-26)
Molecules that respond to input stimulations to produce detectable outputs can be exploited to mimic Boolean logic operators and reproduce basic arithmetic functions. We have designed a two-state fluorescent probe with tunable emission wavelength for the construction of a molecular
Prodigiosene [5-(2-pyrryl)-2, 21-dipyrrylmethene] and some substituted prodigiosenes.
Hearn WR, et al.
The Journal of Organic Chemistry, 35(1), 8376-8382 (1970)

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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