56818-01-0

Usage

Physical state

colorless to pale yellow liquid

Odor

sweet, floral

Natural occurrence

found in essential oils of ylang-ylang, nutmeg, and cinnamon

Usage in industries

fragrance and flavor, perfumes, soaps, and food flavorings

Benefits

antimicrobial and antioxidant properties

Applications

personal care products, potential natural preservative in the food industry, pharmaceuticals, and synthesis of organic compounds

Safety concerns

potential sensitizer and skin irritant, requires proper handling and safety precautions

InChI:InChI=1/C12H16/c1-10(2)4-7-12-8-5-11(3)6-9-12/h5-6,8-9H,1,4,7H2,2-3H3

Upstream product

• 93042-78-5 (+/-)1,1-Dimethyl-2-p-tolyl-cyclopropan 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 78-79-5 isoprene 

Relevant academic research and scientific papers

Arylcyclopropane Photochemistry. Substituent Effects on the Photochemical 1,3-Hydrogen Migration of 1,1-Dimethyl-2-phenylcyclopropane

Irradiation of 1,1-dimethyl-2-arylcyclopropanes 1a-g (Ar = p-CF3C6H4 (1a), m-CF3C6H4 (1b), p-CH3C6H4 (1c), m-CH3C6H4 (1d), C6H5 (1e), m-OCH3C6H4 (1f), p-OCH3C6H4 (1g) gave in every case a 2-methyl-4-aryl-1-butene (2a-g) via a 1,3-hydrogen migration, accompanied by lesser amounts of a 3-methyl-1-aryl-2-butene (3a-g).Rearrangement is a singlet-state process.Rate constants for rearrangement were determined from reactant fluorescence lifetimes and product quantum yields.The rates for rearrangament of 1 to 2 were as follows:1a, 25*106s-1; 1b,15*106s-1; 1c, 7.9*106s-1; 1d, 6.1*106s-1; 1e, 2.3*106s-1; 1f, 1.9*106s-1; 1g, 0.87*106s-1.It isconcluded that the energetics of cyclopropane ring opening are important in the rate-determining step of the reaction.

Regio- and Stereoselective Hydrosulfonylation of Conjugated Dienes via a (?-Allyl)palladium Complex

The combination of a sulfonylpalladation of acyclic dienes 1 (with 2 equiv of NaSO2R and 1 equiv of PdCl2 in acetic acid or acetic acid-H2O at 50-80 deg C under air) and a protiodepalladation of the thus obtained palladium complexes 3 with dimethylglyoxime (in a protic solvent at room temperature) provides di- and trisubstituted (Z)-Δ3-sulfones 12 selectively, irrespective of the stereochemistry of the starting dienes.Similar treatment of 1-vinylcycloalkenes 5 (n (1,3) strain between Pd and the substituent on the allylic position.