1,2,3,4-Tetramethyl-1,3-cyclopentadiene

Base Information

• Chemical Name: 1,2,3,4-Tetramethyl-1,3-cyclopentadiene
• CAS No.: 4249-10-9
• Molecular Formula: C9H14
• Molecular Weight: 122.21
• Hs Code.: 29021900
• Mol file: 4249-10-9.mol

Synonyms:Cyclopentadiene,1,2,3,4-tetramethyl- (7CI);1,2,3,4-Tetramethylcyclopentadiene;

Chemical Property of 1,2,3,4-Tetramethyl-1,3-cyclopentadiene

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 5.76mmHg at 25°C
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 146.816 °C at 760 mmHg
• Flash Point: 27.51 °C
• PSA: 0.00000
• Density: 0.83 g/cm³
• LogP: 3.06290
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Not miscible mix with mater.

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-Tetramethylcyclopenta-1,3-diene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Uses: 1,2,3,4-Tetramethylcyclopenta-1,3-diene is an intermediate in the conversion of ethylene to polyenes 1,2,3,4-Tetramethyl-1,3-cyclopentadiene may be used as a starting material in the synthesis of 1,7,8,9-tetramethyl-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione.

Technology Process of 1,2,3,4-Tetramethyl-1,3-cyclopentadiene

There total 21 articles about 1,2,3,4-Tetramethyl-1,3-cyclopentadiene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

2,3,4,5-tetramethylcyclopent-2-en-1-ol (82061-20-9) → 1,2,3,4-tetramethylcyclopenta-1,3-diene (4249-10-9)

Guidance literature:

With Dandong Pearl-H type cation exchange resin; In diethyl ether; at 25 ℃; Reagent/catalyst;

Reference yield: 75.0%

(2E,5E)-3,5-dimethylhepta-2,5-dien-4-ol (49587-60-2) → chlorotetramethylcyclopentene + 1,2,3,4-tetramethylcyclopenta-1,3-diene (4249-10-9)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; at 20 ℃; for 2 - 4h;

Reference yield: 75.0%

2,3,4,5-tetramethyl-2-cyclopenten-1-one (54458-61-6) → 1,2,3,4-tetramethylcyclopenta-1,3-diene (4249-10-9)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid; Heating;

DOI:10.1039/b506992k

upstream raw materials:

1,1,2,3-Tetramethyl-4-methylen-cyclobuten-⁽²⁾

dimethyl sulfate

sodium cyclopentadienylide

2,3,4,5-tetramethylcyclopent-2-en-1-ol

Downstream raw materials:

4,5,6,7-tetramethyl-2-phenyl-3a,4,7,7a-tetrahydro-4,7-methano-isoindole-1,3-dione

1-(di-p-tolylphosphino)-2,3,4,5-tetramethylcyclopentadiene

[2-(allyloxy)-3-tert-butyl-5-methylphenyl](dimethyl)(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane

bis(η⁵-cyclopentadienyl)ruthenium

Refernces

High tetraalkylaluminate fluxionality in half-sandwich complexes of the trivalent rare-earth metals

10.1039/b212754g

The research investigates the formation and properties of half-sandwich complexes of trivalent rare-earth metals, specifically focusing on the synthesis of bis(tetramethylaluminate) complexes (C5Me4R)Ln(AlMe4)2. The study explores how steric factors influence the formation of these complexes through acid–base reactions involving Ln[N(SiHMe2)2]3(thf)2 and substituted cyclopentadienes. Key chemicals used in the research include silyl-substituted tetramethylcyclopentadienes (HC5Me4(SiR3)), trimethylaluminium (AlMe3), and various rare-earth metal compounds such as Y[N(SiHMe2)2]3(thf)2 and Lu[N(SiHMe2)2]3(thf)2. The synthesis process leads to the formation of half-sandwich complexes with enhanced electronic and steric unsaturation, which are characterized by their fluxional behavior and unique structural features revealed through IR spectroscopy, NMR spectroscopy, and X-ray crystallography. The findings highlight the potential of these complexes in catalytic applications and provide insights into the associative methyl group exchange mechanisms at sterically unsaturated rare-earth metal centers.