25148-01-0

Basic information

• Product Name: 3-Ethyl-1-methyl-1,3-cyclopentadiene
• Synonyms: 3-Ethyl-1-methyl-1,3-cyclopentadiene
• CAS NO: 25148-01-0
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.18
• Mol File: 25148-01-0.mol

Chemical Properties

• Boiling Point: 133 ºC
• Flash Point: 17 ºC
• Appearance: /
• Density: 0.839
• Vapor Pressure: 10.6mmHg at 25°C
• Refractive Index: 1.475
• CAS DataBase Reference: 3-Ethyl-1-methyl-1,3-cyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ethyl-1-methyl-1,3-cyclopentadiene(25148-01-0)
• EPA Substance Registry System: 3-Ethyl-1-methyl-1,3-cyclopentadiene(25148-01-0)

Safety Data

• Hazardous Substances Data: 25148-01-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Ethyl-1-methyl-1,3-cyclopentadiene is utilized as a synthetic intermediate for the production of various pharmaceuticals. Its unique structure allows it to be a key component in the synthesis of medicinal compounds, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, 3-Ethyl-1-methyl-1,3-cyclopentadiene serves as a synthetic intermediate. It is instrumental in the creation of chemicals used in agriculture to protect crops and enhance yields, thus playing a role in food security and crop management.
Used in Organic Synthesis:
3-Ethyl-1-methyl-1,3-cyclopentadiene is also employed in organic synthesis, where it acts as a versatile building block for the preparation of complex organic molecules. Its reactivity and structural features make it valuable in the synthesis of specialty chemicals and materials.
Safety Precautions:
Given that 3-Ethyl-1-methyl-1,3-cyclopentadiene is a flammable liquid with a low boiling point, it is classified as hazardous if ingested, inhaled, or comes into contact with the skin. Therefore, it is crucial to handle this chemical with appropriate safety measures, including the use of personal protective equipment and working in a well-ventilated area to minimize risks.

InChI:InChI=1/C8H12/c1-3-8-5-4-7(2)6-8/h5-6H,3-4H2,1-2H3

Upstream product

• 67-56-1 methanol 

Relevant articles and documents

Experimental Evidence on the Formation of Ethene through Carbocations in Methanol Conversion over H-ZSM-5 Zeolite

The methanol to olefins conversion over zeolite catalysts is a commercialized process to produce light olefins like ethene and propene but its mechanism is not well understood. We herein investigated the formation of ethene in the methanol to olefins reaction over the H-ZSM-5 zeolite. Three types of ethylcyclopentenyl carbocations, that is, the 1-methyl-3-ethylcyclopentenyl, the 1,4-dimethyl-3-ethylcyclopentenyl, and the 1,5-dimethyl-3-ethylcyclopentenyl cation were unambiguously identified under working conditions by both solid-state and liquid-state NMR spectroscopy as well as GC-MS analysis. These carbocations were found to be well correlated to ethene and lower methylbenzenes (xylene and trimethylbenzene). An aromatics-based paring route provides rationale for the transformation of lower methylbenzenes to ethene through ethylcyclopentenyl cations as the key hydrocarbon-pool intermediates. Carbocation key: Three types of ethylcyclopentyl carbocations were identified under working conditions. The mechanistic link between ethene and these cations was established. An aromatic-based paring route provides rationale for the transformation of lower methylbenzenes to ethene through these cations.

Methylbenzene hydrocarbon pool in methanol-to-olefins conversion over zeolite H-ZSM-5

The formation and reactivity of a methylbenzenes (MBs) hydrocarbon pool in the induction period of the methanol-to-olefins (MTO) reaction over zeolite H-ZSM-5 was investigated and the mechanistic link of MBs to ethene and propene was revealed. Time evolution analysis of the formed MBs and 12C/13C methanol-switching experiments indicate that in the induction period bulkier compounds such as tetraMB and pentaMB have higher reactivity than their lighter counterparts such as p/m-diMB and triMB. By correlating the distribution of MBs trapped on H-ZSM-5 with ethene and propene, we found that tetraMB and pentaMB favor the formation of propene, while p/m-diMB and triMB mainly contribute to the formation of ethene. On the basis of this relationship, the olefin (ethene and propene) selectivity can be controlled by regulating the distribution of trapped MBs by varying the silicon-to-aluminum ratio of ZSM-5, reaction temperature, and space velocity. The reactivity of MBs and the correlation of MBs with olefins were also verified under steady-state conditions. By observation of key cyclopentenyl and pentamethylbenzenium cation intermediates using in situ solid-state NMR spectroscopy, a paring mechanism was proposed to link MBs with ethene and propene. P/M-diMB and triMB produce ethylcyclopentenyl cations followed by splitting off of ethene, while tetraMB and pentaMB generate propyl-attached intermediates, which eventually produce propene. This work provides new insight into the MBs hydrocarbon pool in MTO chemistry.

Production of alkali metal cyclopentadienylide and production of dihalobis ( eta -substituted-cyclopentadienyl) zirconium from alkali metal cyclopentadienylide

A process for producing an alkali metal cyclopentadienylide is disclosed which comprises reacting in a solvent an alkali metal hydride with a disubstituted or trisubstituted 1,3-cyclopentadiene. Further, a process for producing a dihalobis( eta -substituted-cyclopentadienyl)zirconium is disclosed which comprises reacting a zirconium halide with the above alkali metal cyclopentadienylide. The former process enables performing the reaction between the disubstituted or trisubstituted 1,3-cyclopentadiene and the alkali metal hydride at an easily controllable temperature of room temperature to about 150 DEG C. and also enables obtaining the alkali metal cyclopentadienylide in high yield. The latter process enables obtaining the dihalobis( eta -substituted-cyclopentadienyl)zirconium in high yield.