35071-66-0

Usage

Appearance

Colorless liquid

Odor

Strong

Usage

Precursor in the synthesis of various organic compounds, production of agrochemicals, pharmaceuticals, and specialty chemicals, reactive intermediate in organic synthesis (preparation of substituted cyclopentenones and cyclopentenes)

InChI:InChI=1/C8H12/c1-7(2)8-5-3-4-6-8/h3-5,7H,6H2,1-2H3

Upstream product

• 4984-82-1 sodium cyclopentadienide 
• 75-26-3 isopropyl bromide 
• 542-92-7 cyclopenta-1,3-diene 
• 2175-91-9 6,6'-dimethyl fulvene 
• 2307-69-9 toluene-4-sulfonic acid isopropyl ester 

Downstream Products

• 35071-52-4 7,7-dichloro-3-isopropylbicyclo[3.2.0]hept-2-ene-6-one 
• 916991-51-0 3-tert-butyl-1-isopropyl-6-phenylfulvene 

Relevant academic research and scientific papers

Method for manufacturing substituted cyclopentadiene

The present invention relates to a method for producing substituted cyclopentadiene using a strong base and an ether solvent having a high boiling point. Using this method, economical mass production of high purity alkyl substituted cyclopentadiene is possible.

Chiral Supramolecular U-Shaped Catalysts Induce the Multiselective Diels-Alder Reaction of Propargyl Aldehyde

The Diels-Alder reaction, which is a traditional [4 + 2] cycloaddition with two carbon-carbon bond formations, is one of the most powerful tools to synthesize versatile and unique six-membered rings. We show that chiral supramolecular U-shaped boron Lewis acid catalysts promote the unprecedented multiselective Diels-Alder reaction of propargyl aldehyde with cyclic dienes. Independent from the substrate control, enantio-, endo/exo-, π-facial-, regio-, site-, and substrate-selectivities could be controlled by the present U-shaped catalysts. The obtained reaction products could access the concise synthesis of chiral diene ligands and a key intermediate of (+)-sarkomycin. The results presented here might partially contribute to the development of artificial enzyme-like supramolecular catalysts for multiselective reactions, which will be able to target organic compounds that have thus far eluded synthesis.

A high-purity chinese juniper methyl alcohol of preparation method (by machine translation)

The invention discloses a method for preparing high-purity chinese juniper methyl alcohol, cyclopentadiene activated reagent after activation with isopropyl bromine instead should be containing various isomers of the isopropyl cyclopentadiene, then in the isomer conversion catalyst under the action of the isomerization reaction to obtain 1 - isopropyl cyclopentadiene; 1 - isopropyl cyclopentadiene and [...] react 1 - isopropyl cyclopentadiene and 4, 4 - [...] 5 - one; 1 - isopropyl cyclopentadiene and 4, 4 - [...] 5 - ketone with triethylamine heating reflux generating ring enlargement reaction to obtain the target product chinese juniper methyl alcohol. The invention raw materials used are cheap and easily obtained, and the step A through the isomer of a hydrocarbon conversion catalyst in use significantly reduces the by-product 2 - isopropyl cyclopentadiene and 5 - isopropyl cyclopentadiene generation, improves the yield of products, and Ru (Ac)3 - ZSM - 5 can be repeatedly used for four times still maintains good catalytic activity; step B by adjusting reaction solution in glacial acetic acid, effectively prevent the emergence of the diketone by-product. (by machine translation)

A six-step total synthesis of α-thujone and: D 6-α-thujone, enabling facile access to isotopically labelled metabolites

The short synthesis of α-thujone relies on the functionalization of the readily available dimethylfulvene. Furthermore, the three main metabolites of the natural product were also synthesized. Since d6-acetone can be used as a starting material, the route developed allows for the facile incorporation of isotopic labels which are required for detecting and quantifying trace amounts via GC/MS analysis.

Process for producing hinokitiol

A process for producing hinokitiol which comprises the step of obtaining 1-isopropylcyclopentadiene from cyclopentadiene and an isopropylating agent represented by the general formula R—X wherein R is an isopropyl group and X is a halogen or the like (first step), reacting it with a dihaloketene to obtain a ketene adduct (second step), and decomposing the ketene adduct (third step), said first step comprising the following three steps: a) a preparation step of cyclopentadienyl metal; b) a step of obtaining isopropylcyclopentadiene by isopropylating the cyclopentadienyl metal in an aprotic polar solvent; and c) a step of isomerizing 5-isopropylcyclopentadiene in the product selectively to 1-isopropylcyclopentadiene with heat.

A Simple and Convenient Synthesis of 5-Alkyl-Substituted 3-Isopropenyl- and 3-Acetyltropolones

2-Alkyl-substituted 6,6-dimethylfulvenes 3a-d, prepared by alkaline condensation of alkylcyclopentadienes 2a-d with acetone, react with dichloroketene to give 2-alkyl-substituted 7,7-dichloro-4-isopropylidenebicyclohept-2-en-6-ones 4a-d.The cycloadducts 4a-d are hydrolyzed in aqueous acetic acid in the presence of sodium acetate to give 5-alkyl-substituted 3-isopropenyltropolones (2-hydroxy-3-isopropenyl-2,4,6-cycloheptatrienones) 5a-d.These 3-isopropenyltropolones 5a-d are hydrogenated on 5percent palladium-charcoal to afford 5-alkyl-3-isopropyltropolones 6a-d andtreated with hydrazoic acid to give 5-alkyl-3-acetyltropolones 7a-d.