2,4-Dimethylpyrrole

CAS NO.：625-82-1
Empirical Formula: C6H9N
Molecular Weight: 95.14
MDL number: MFCD00192088
EINECS: 210-912-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 13:32:20

What is 2,4-Dimethylpyrrole?

Chemical properties

clear light yellow to light yellow-orange liquid

The Uses of 2,4-Dimethylpyrrole

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.
2,4-Dimethylpyrrole structure
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.

The Uses of 2,4-Dimethylpyrrole

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

Synthesis Reference(s)

Synthesis, p. 1585, 2000 DOI: 10.1055/s-2000-7618

General Description

Synthesis

420 g (2.0 mol) of 2,4-dimethyl-3,5-bismethoxycarbonylpyrrole were suspended in 1200 g of 20% strength sodium hydroxide solution, and the mixture was heated. The solid gradually passed into solution during this process. At 92° C. gas had started to evolve vigorously; some of the dicarboxylic acid was decarboxylated in the process. The methanol formed during the hydrolysis was distilled off continuously until essentially only water was passing over. The mixture which remained was then neutralized with 250 g of 50% strength sulfuric acid (pH about 7.5) and heated to boiling at the reflux condenser with water separator. The 2,4-dimethylpyrrole separated out as a yellow upper phase over the course of a few hours. The aqueous phase was continuously recycled into the boiling mixture. A total of 152.5 g of organic phase was obtained. This comprised 8.1% of water, the remainder consisted of 99.1% of 2,4-dimethylpyrrole, determined as area percentages by gas chromatography using a flame ionization detector. This corresponded to 138.9 g of 2,4-dimethylpyrrole (73% of theory).

Properties of 2,4-Dimethylpyrrole

Melting point:	6.5°C (estimate)
Boiling point:	165-167 °C (lit.)
Density	0.924 g/mL at 25 °C (lit.)
refractive index	n20/D 1.496(lit.)
Flash point:	>230 °F
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Crystalline Powder
pka	18.03±0.50(Predicted)
color	Orange-red to maroon, brown or violet
Stability:	Light Sensitive
CAS DataBase Reference	625-82-1(CAS DataBase Reference)
NIST Chemistry Reference	1H-Pyrrole, 2,4-dimethyl-(625-82-1)

Safety information for 2,4-Dimethylpyrrole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.