114300-89-9

Usage

Molecular structure

A cyclohexadiene ring with two isopropyl groups (C3H7) attached to the 1 and 4 positions

Physical state

Colorless liquid

Odor

Sweet aromatic

Uses

a. Solvent in various industrial processes
b. Intermediate in the production of dyes, flavorings, and fragrances

Flammability

Flammable

Hazards

a. Skin irritation
b. Eye irritation
c. Respiratory system irritation

Safety precautions

Handle and store with caution to avoid potential hazards

Upstream product

• 100-18-5 1,4-bis(1-methylethyl)benzene 

Downstream Products

• 4789-29-1 trans-1,4-diisopropylcyclohexane 
• 1214747-73-5 (2R,5S)-2,5-diisopropylcyclohexanone 
• 136522-58-2 (1R,2S,4R,5S)-(-)-2,5-diisopropylcyclohexane-1,4-diol 
• 131063-58-6 (1S,2R,4S,5R)-(+)-2,5-diisopropylcyclohexane-1,4-diol 

Relevant academic research and scientific papers

Chiral-Substituted Poly-N-vinylpyrrolidinones and Bimetallic Nanoclusters in Catalytic Asymmetric Oxidation Reactions

A new class of poly-N-vinylpyrrolidinones containing an asymmetric center at C5 of the pyrrolidinone ring were synthesized from l-amino acids. The polymers, particularly 17, were used to stabilize nanoclusters such as Pd/Au for the catalytic asymmetric oxidations of 1,3- and 1,2-cycloalkanediols and alkenes, and Cu/Au was used for C-H oxidation of cycloalkanes. It was found that the bulkier the C5 substituent in the pyrrolidinone ring, the greater the optical yields produced. Both oxidative kinetic resolution of (±)-1,3- and 1,2-trans-cycloalkanediols and desymmetrization of meso cis-diols took place with 0.15 mol % Pd/Au (3:1)-17 under oxygen atmosphere in water to give excellent chemical and optical yields of (S)-hydroxy ketones. Various alkenes were oxidized with 0.5 mol % Pd/Au (3:1)-17 under 30 psi of oxygen in water to give the dihydroxylated products in >93% ee. Oxidation of (R)-limonene at 25 °C occurred at the C-1,2-cyclic alkene function yielding (1S,2R,4R)-dihydroxylimonene 49 in 92% yield. Importantly, cycloalkanes were oxidized with 1 mol % Cu/Au (3:1)-17 and 30% H2O2 in acetonitrile to afford chiral ketones in very good to excellent chemical and optical yields. Alkene function was not oxidized under the reaction conditions. Mechanisms were proposed for the oxidation reactions, and observed stereo- and regio-chemistry were summarized.

Synthesis of optically active 2,5-dialkylcyclohexane-1,4-diols and their application in the asymmetric oxidation of sulfides

A simple and efficient approach to obtain optically pure 1,4-diols was established. The asymmetric oxidation of sulfides to sulfoxides with cumyl hydroperoxide in moderate yields and moderate to high enantioselectivities (up to 84%) catalyzed by chiral Ti/ 1,4-diols complexes has been achieved. A 76% ee value was obtained in the asymmetric synthesis of esomeprazole. Georg Thieme Verlag Stuttgart.