906263

cis-(+)-Limonene oxide

• Synonym(s): (+)-cis-Limonene-1,2-epoxide, (1R,4R,6S)-1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, cis-(+)-1,2-Epoxy-p-menth-8-ene
• Empirical Formula (Hill Notation): C₁₀H₁₆O
• CAS Number: 4680-24-4
• Molecular Weight: 152.23
• MDL number: MFCD09996820
• UNSPSC Code: 12352212
• NACRES: NA.22

Properties

• form: liquid
• density: 0.932 g/mL
• InChI: 1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3/t8-,9+,10-/m0/s1
• InChI key: CCEFMUBVSUDRLG-AEJSXWLSSA-N

Description

Application

cis-(+)-Limonene oxide can be used as:

• A monomer to prepare poly(limonene)carbonate by Al(III) catalyzed coupling reaction with CO₂.
• A reactant to prepare trans-diaxial diol via diastereoselective ring-opening reaction using molybdenum complex catalyst.
• A reactant to synthesize trans-dihydrocarvone via isomerization reaction in the presence of silica-supported tungstophosphoric acid as a catalyst and dialkylcarbonate as a green solvent.

cis-(+)-Limonene oxide is a valuable chiral terpene oxide building block.

Other Notes

Unlocking P(V): Reagents for chiral phosphorothioate synthesis

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 160.7 °F
• Flash Point(C): 71.5 °C