132380-73-5

Basic information

• Product Name: 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene
• Synonyms: 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene;3-tert-Butyl-6,6-dimethylfulvene;2-(tert-Butyl)-5-(propan-2-ylidene)-cyclopenta-1,3-diene;2-tert-Butyl-6,6-dimethylfulvene;2-(1,1-dimethylethyl)-5-(1-methylethylidene)-1,3-Cyclopentadie
• CAS NO: 132380-73-5
• Molecular Formula: C₁₂H₁₈
• Molecular Weight: 162
• Mol File: 132380-73-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 218℃
• Flash Point: 72℃
• Appearance: /
• Density: 0.894
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene(132380-73-5)
• EPA Substance Registry System: 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene(132380-73-5)

Safety Data

• Hazardous Substances Data: 132380-73-5(Hazardous Substances Data)

Usage

General Description

2-(tert-Butyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is a chemical compound with the molecular formula C13H18. It is a cyclic compound containing a cyclopentadiene ring with a tert-butyl group and a 1-methylethylidene group attached to it. 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is commonly used as a ligand in organometallic chemistry and can also be utilized in the synthesis of various types of organic compounds. It is a colorless liquid with a characteristic odor and is considered to be stable under normal conditions. 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is flammable and should be handled with care due to its potential hazards.

Upstream product

• 84857-63-6 1-tert-butyl-1,3-cyclopentadiene 
• 84857-64-7 1-tert-butyl-1,4-cyclopentadiene 
• 67-64-1 acetone 
• 2175-91-9 6,6'-dimethyl fulvene 
• 917-54-4 methyllithium 
• 507-19-7 t-butyl bromide 

Downstream Products

• 857074-88-5 2,2-[(3-tert-butylcyclopentadienyl)-(4-phenyl-2,7-di-tert-butylfluorenyl)]propane 
• 219617-44-4 2-i-propyl-4-t-butylcyclopenta-1,3-diene 

Relevant articles and documents

Functional-group chemistry of organolithium compounds: Photochemical [2+2] cycloaddition of alkenyl-substituted lithium cyclopentadienides

(Chemical Equation Presented) Li and light: Alkenyl-substituted lithium cyclopentadienides, which are in equilibrium with the substituted lithocene anion structure 1, undergo a photochemical [2+2] cycloaddition to yield selectively the carbon-carbon coupling product 2. This is a rare case of organic functional-group chemistry for a reactive organolithium compound.

Oxidative Coupling of 2-Alkyl-6,6-dimethylpentafulvenyl Anions

CuCl2-Induced oxidative coupling of 2-(tert-butyl)-6,6-dimethylpentafulvenyl anion 9 predominantly takes place at C(7) and C(5) to give and coupling products 15 and 16 in 35 and 47percent yields, respectively (Scheme 3) whose structures are elucidated from 1D- and 2D-NMR analysis.Compared with the product distribution observed for 6,6-dimethylpentafulvenyl anion 2 (Scheme 1), no coupling at C(2)/C(3) of 9 is observed.This means that, besides electronic effects, steric effects are also important in oxidative coupling of fulvenyl anions.The same couplings occur in the case of 2,3-bis(6,6-dimethylfulven-2-yl)-2,3-dimethylbutane dianion 10 as well, but, due to electronic as well as conformational effects (Scheme 5), intermolecular coupling (to give polymers 17, Scheme 4) is strongly favored over intramolecular coupling.Mechanisms explaining base-catalyzed isomerization 15a 15b 15c (Scheme 6) as well as isomerization 16a 16b (Scheme 7) are proposed.

Heterocyclic metallocenes and polymerisation catalysts

A new class of heterocyclic metallocenes, a catalytic systems containing them and a process for polymerizing addition polymerizable monomers using said catalytic system are disclosed; the heterocyclic metallocenes correspond to formula (I):YjR"iZjj,MeQkPl wherein Y is a coordinating group containing a six π electron central radical directly coordinating Me, to which are associated one or more radicals containing at least one non-carbon atom selected from B, N, O, Al, Si, P, S, Ga, Ge, As, Se, In, Sn, Sb and Te; R" is a divalent bridge between the Y and Z groups;Z is a coordinating group, optionally being equal to Y; Me is a transition metal; Q is halogen or hydrocarbon substituents; P is a counterion; i is 0 or 1; j is 1-3; jj is 0-2;k is 1-3; and 1 is 0-2.

METALLOCENE COMPOUND, PROCESS FOR PRODUCING METALLOCENE COMPOUND, OLEFIN POLYMERIZATION CATALYST, PROCESS FOR PRODUCING POLYOLEFIN, AND POLYOLEFIN

The metallocene compound according to the invention and the olefin polymerization catalyst containing the compound are intended to produce a catalyst capable of preparing an isotactic polymer with a high polymerization activity. The metallocene compound contains a substituted cyclopentadienyl group and a (substituted) fluorenyl group and has a structure wherein these groups are bridged by a hydrocarbon group or the like. The process for preparing a metallocene compound according to the invention is intended to selectively prepare a specific metallocene compound so as not to produce an isomer, and in this process an intermediate product is synthesized by a specific method. The process for preparing a polyolefin according to the invention is intended to prepare a polyolefin having excellent impact resistance and transparency, and this process comprises homopolymerizing an α-olefin of 3 to 8 carbon atoms or copolymerizing an olefin of 3 to 8 carbon atoms and another α-olefin in the presence of an olefin polymerization catalyst containing the above-mentioned metallocene compound.