41641-27-4

Basic information

• Product Name: (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester
• Synonyms: (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester
• CAS NO: 41641-27-4
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 0
• Mol File: 41641-27-4.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester(41641-27-4)
• EPA Substance Registry System: (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester(41641-27-4)

Safety Data

• Hazardous Substances Data: 41641-27-4(Hazardous Substances Data)

Usage

General Description

The chemical compound (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester, also known as the ethyl ester of (1R,3E,7E)-3,7-dimethyl-2,6-octadienoic acid, is an organic compound commonly used in the synthesis of fragrance ingredients and flavoring agents. It is a colorless liquid with a fruity, sweet, and slightly floral odor, and is often used in the production of perfumes, soaps, and candles. (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester is also commonly found in various fruits and vegetables, and is naturally produced by certain plants as a defense mechanism against herbivores. Additionally, it has been found to have potential as a bioactive compound with antioxidant and antimicrobial properties, making it a valuable ingredient in the pharmaceutical and cosmetic industries.

Upstream product

• 84524-95-8 Aethyl-3-(1-chlor-1-methylaethyl)-5-methyl-4-hexenoat 
• 623-73-4 diazoacetic acid ethyl ester 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 60703-31-3 2,5-dimethyl-2-hexen-4-ol 
• 594-16-1 2,2-dibromopropane 
• 54542-32-4 ethyl (E)-5-methyl-2,4-hexadienoate 
• 3907-06-0 3,3-Dimethylcyclopropen 
• 60066-71-9 (E)-3,3,6-Trimethyl-hept-4-enoic acid ethyl ester 
• 13905-13-0 2,5-dimethyl-hex-4-en-3-one 
• 2321-41-7 (1S,3R)-2,2-Dimethyl-3-(2-methyl-allyl)-cyclopropanecarboxylic acid ethyl ester 
• 86297-04-3 Benzoic acid 1-(2-ethoxycarbonyl-1,1-dimethyl-ethyl)-3-methyl-but-2-enyl ester 
• 97-41-6 ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate 
• 20739-39-3 1-acetoxy-2-aminoethane hydrochloride 
• 870-63-3 prenyl bromide 

Downstream Products

• 97-41-6 ethyl trans-(+/-)-chrysanthemate 
• 827-90-7 trans-chrysanthemic acid 
• 2259-14-5 (1S,3S)-trans-chrysanthemic acid 
• 25402-06-6 (S)-3-((Z)-but-2-en-1-yl)-2-methyl-4-oxocyclopent-2-en-1-yl(1R,3R) -2,2-dimethyl-3-(2-methylprop-1-en-1-yl ) -cyclopropane-1-carboxylate 
• 121-21-1 pyrethrin I 
• 121-20-0 cinerin II 
• 1172-63-0 jasmolin II 
• 121-29-9 Pyrethrin II 
• 93132-69-5 (1R,3R)-2,2-Dimethyl-3-((E)-2-methyl-3-oxoprop-1-en-1-yl)cyclopropane-1-carboxylic Acid 
• 29182-49-8 6-(1,1-dimethyl-allyl)-4-methyl-2-phenyl-3,6-dihydro-2H-[1,2]oxazine 
• 29172-41-6 trans-chrysanthemyl acetate 
• 107821-18-1 3-(1,1-Dimethyl-allyl)-5-methyl-cyclohex-4-ene-1,2-dicarboxylic acid 
• 41884-28-0 (R)-(+)-Tetrahydrolavandulol 
• 4638-92-0 (1R,3R)-trans-chrysanthemic acid 

Relevant articles and documents

Asymmetric cyclopropanation method of copper-catalyzed olefin and application of asymmetric cyclopropanation method

The invention discloses an asymmetric cyclopropanation method of copper-catalyzed olefin and application thereof. The copper catalyst adopted by the method is generated in situ from a metal copper precursor and a chiral P, N, N-ligand in a reaction medium. The method has the characteristics of cheap catalyst, simple ligand preparation, high activity, high selectivity, mild reaction conditions, simple operation and the like, can realize continuous operation, and is suitable for large-scale industrial production. The method is also suitable for asymmetric synthesis of chiral first chrysanthemic acid which is an important intermediate of pyrethroid pesticides, the yield can reach 80%, the enantioselectivity can reach 85%, and the method can be applied to industrial preparation.

Cycloaddition Reactions of Alkene Radical Cations using Iron(III)-Phenanthroline Complex

Single electron oxidation of electron-rich alkenes using the iron(III)-phenanthroline complex produced electrophilic alkene radical cations, which promoted efficient radical cation [2+1] cycloaddition reactions with diazo compounds. Subsequent chain propagation afforded tri- and tetra-substituted cyclopropanes. This methodology was also expanded to [3+2] cycloaddition reactions with vinyl diazoesters, validating this sustainable, first-row transition metal iron system for the single electron redox reactions. (Figure presented.).

Cobalt-Catalyzed Reductive Dimethylcyclopropanation of 1,3-Dienes

Dimethylcyclopropanes are valuable synthetic targets that are challenging to access in high yield using Zn carbenoid reagents. Herein, we describe a cobalt-catalyzed variant of the Simmons–Smith reaction that enables the efficient dimethylcyclopropanation of 1,3-dienes using a Me2CCl2/Zn reagent mixture. The reactions proceed with high regioselectivity based on the substitution pattern of the 1,3-diene. The products are vinylcyclopropanes, which serve as substrates for transition-metal-catalyzed ring-opening reactions, including 1,3-rearrangement and [5+2] cycloaddition. Preliminary studies indicate that moderately activated monoalkenes are also amenable to dimethylcyclopropanation under the conditions of cobalt catalysis.