148261-92-1

Usage

Cyclopropane derivative

Contains a three-membered carbon ring
The core structure of the compound is a cyclopropane ring, which is a three-membered ring consisting of three carbon atoms.

Two carboxylic acid groups

Functional groups with acidic properties
The compound has two carboxylic acid groups (-COOH) that provide it with acidic properties and the ability to form hydrogen bonds.

1-(1-methylethyl) substituent

Isopropyl group attached to the cyclopropane ring
The compound has an isopropyl group (1-methylethyl) attached to the cyclopropane ring, which influences its chemical properties and reactivity.

(1R-cis)-9CI classification

Cis isomer with specific stereochemistry
The compound is classified as a cis isomer, meaning that the isopropyl group and the carboxylic acid groups are on the same side of the cyclopropane ring. The "1R" indicates the specific stereochemistry at the chiral center.

Organic synthesis

Used as a building block in the creation of more complex molecules
Due to its unique structure, the compound is utilized in organic synthesis to create more complex and diverse molecules.

Pharmaceutical research

Potential for biological activity and drug development

Agrochemical applications

Potential use in the development of pesticides and other agricultural chemicals
The compound's properties may also make it suitable for use in the development of agrochemicals, such as pesticides or other chemicals used in agriculture.

Study of cyclopropane-containing natural products

Provides insight into the properties and reactivity of similar compounds
The compound can be used as a model to study the properties and reactivity of other cyclopropane-containing natural products, which may have biological or pharmaceutical significance.

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Downstream Products

• 148236-94-6 (1S,2R)-1-isopropyl-1,2-cyclopropanedicarboximide 
• 875-16-1 (+/-)-1-isopropyl-cyclopropane-1r,2c-dicarboxylic acid-anhydride 

Relevant academic research and scientific papers

Carboxylic acids in secondary aerosols from oxidation of cyclic monoterpenes by ozone

A series of smog chamber experiments have been conducted in which five cyclic monoterpenes were oxidized by ozone. The evolved secondary aerosol was analyzed by GC-MS and HPLC-MS for nonvolatile polar oxidation products with emphasis on the identification of carboxylic acids. Three classes of compounds were determined at concentration levels corresponding to low percentage molar yields: i.e. dicarboxylic acids, oxocarboxylic acids, and hydroxyketocarboxylic acids. Carboxylic acids are highly polar and have lower vapor pressures than their corresponding aldehydes and may thus play an important role in secondary organic aerosol formation processes. The most abundant carboxylic acids were the following: cis-pinic acid AB1 (cis-3- carboxy-2,2-dimethylcyclobutylethanoic acid) from α-and β-pinene; cis- pinonic acid A3 (cis-3-acetyl-2,2-dimethylcyclobutylethanoic acid) and cis- 10-hydroxypinonic acid AB6 (cis-2,2-dimethyl-3- hydroxyacetylcyclobutylethanoic acid) from α-pinene and β-pinene; cis-3- caric acid C1 (cis-2,2-dimethyl-1,3-cyclopropyldiethanoic acid), cis-3- caronic acid C3 (2,2-dimethyl-3-(2-oxopropyl)cyclopropanylethanoic acid), and cis-10-hydroxy-3-caronic acid C6 (cis-2,2-dimethyl-3-(hydroxy-2- oxopropyl)cyclopropanylethanoic acid) from 3-carene; cis-sabinic acid S1 (cis-2-carboxy-1-isopropylcyclopropylethanoic acid) from sabinene; limonic acid L1 (3-isopropenylhexanedioic acid), limononic acid L3 (3-isopropenyl-6- oxo-heptanoic acid), 7-hydroxylimononic acid L6 (3-isopropenyl-7-hydroxy-6- oxoheptanoic acid), and 7-hydroxylimononic acid L6' (7-hydroxy-3-isopropenyl- 6-oxoheptanoic acid) from limonene. A series of smog chamber experiments have been conducted in which five cyclic monoterpenes were oxidized by ozone. The evolved secondary aerosol was analyzed by GC-MS and HPLC-MS for nonvolatile polar oxidation products with emphasis on the identification of carboxylic acids. Three classes of compounds were determined at concentration levels corresponding to low percentage molar yields: i.e. dicarboxylic acids, oxocarboxylic acids, and hydroxyketocarboxylic acids. Carboxylic acids are highly polar and have lower vapor pressures than their corresponding aldehydes and may thus play an important role in secondary organic aerosol formation processes. The most abundant carboxylic acids were the following: cis-pinic acid AB1 (cis-3-carboxy-2,2-dimethylcyclobutylethanoic acid) from α- and β-pinene; cis-pinonic acid A3 (cis-3-acetyl-2,2-dimethylcyclobutylethanoic acid) and cis-10-hydroxypinonic acid AB6 (cis-2,2-dimethyl-3-hydroxyacetylcyclobutyl-ethanoic acid) from α-pinene and β-pinene; cis-3-caric acid C1 (cis-2,2-dimethyl-1,3-cyclopropyldiethanoic acid), cis-3-caronic acid C3 (2,2-dimethyl-3-(2-oxopropyl)cyclopropanylethanoic acid), and cis-10-hydroxy-3-caronic acid C6 (cis-2,2-dimethyl-3-(hydroxy-2-oxopropyl)cyclopropanyl-ethanoic acid) from 3-carene; cis-sabinic acid S1 (cis-2-carboxy-1-isopropylcyclopropylethanoic acid) from sabinene; limonic acid L1 (3-isopropenylhexanedioic acid), limononic acid L3 (3-isopropenyl-6-oxo-heptanoic acid), 7-hydroxy-limononic acid L6 (3-isopropenyl-7-hydroxy-6-oxoheptanoic acid), and 7-hydroxylimononic acid L6′ (7-hydroxy-3-isopropenyl-6-oxoheptanoic acid) from limonene.