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

Description

(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 that is widely 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 commonly found in various fruits and vegetables. (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester is naturally produced by certain plants as a defense mechanism against herbivores and has potential as a bioactive compound with antioxidant and antimicrobial properties, making it valuable in the pharmaceutical and cosmetic industries.

Uses

Used in Perfumery Industry:
(1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester is used as a fragrance ingredient for its fruity, sweet, and slightly floral odor, contributing to the creation of various perfumes.
Used in Soap and Candle Making:
In the soap and candle industries, (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester is used as a flavoring agent to impart a pleasant scent to these products.
Used in Pharmaceutical Industry:
(1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester is used as a bioactive compound for its antioxidant and antimicrobial properties, making it a valuable ingredient in the development of pharmaceutical products.
Used in Cosmetic Industry:
In the cosmetic industry, (1R,E)-2,2-dimethyl-3(2-methylprop-1-enyl)-cyclopropane-1-carbonic acid ethyl ester is used for its antioxidant and antimicrobial properties, enhancing the shelf life and efficacy of cosmetic products.

Upstream product

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Downstream Products

• 18228-69-8 rac-trans-1-(-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl)ethanone 
• 2861-25-8 trans-chrysanthemyl alcohol 
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• 4638-92-0 (1R,3R)-trans-chrysanthemic acid 
• 41884-28-0 (R)-(+)-Tetrahydrolavandulol 
• 107821-18-1 3-(1,1-Dimethyl-allyl)-5-methyl-cyclohex-4-ene-1,2-dicarboxylic acid 
• 29172-41-6 trans-chrysanthemyl acetate 
• 29182-49-8 6-(1,1-dimethyl-allyl)-4-methyl-2-phenyl-3,6-dihydro-2H-[1,2]oxazine 
• 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 

Relevant articles and documents

Synthesis Method of Cyclopropane or Cyclopentene Derivatives via Fe-catalyzed Cationic Radical Cycloaddition Reaction

In this disclosure Fe (III) complex is used as an electron oxidizing agent to oxidize an electron - rich alkene compound to form a radical cation intermediate, and then a cyclopropane compound or 3 5-membered ring compound is synthesized by inducing a cycloaddition reaction with the diazo compound.

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.