28839-13-6

Basic information

• Product Name: beta,4-dimethylcyclohex-3-ene-1-ethyl acetate
• Synonyms: beta,4-dimethylcyclohex-3-ene-1-ethyl acetate;p-menth-1-en-9-ylacetate,β-4-dimethyl-3-cyclohexane-1-ethanolacetate,p-menth-1-en-9-olacetate;Acetic acid p-mentha-1-ene-9-yl ester;β,4-Dimethyl-3-cyclohexene-1-ethanol acetate;1-p-Menthen-9-yl acetate;beta,4-Dimethyl-3-cyclohexene-1-ethanol 1-acetate;beta,4-Dimethyl-3-cyclohexene-1-ethanol acetate;p-Menth-1-en-9-ol acetate
• CAS NO: 28839-13-6
• Molecular Formula: C12H20O2
• Molecular Weight: 196.286
• EINECS: 249-266-1
• Mol File: 28839-13-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 246℃
• Flash Point: 88℃
• Appearance: /
• Density: 0.951
• CAS DataBase Reference: beta,4-dimethylcyclohex-3-ene-1-ethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: beta,4-dimethylcyclohex-3-ene-1-ethyl acetate(28839-13-6)
• EPA Substance Registry System: beta,4-dimethylcyclohex-3-ene-1-ethyl acetate(28839-13-6)

Safety Data

• Hazardous Substances Data: 28839-13-6(Hazardous Substances Data)

Usage

Occurrence

Reported found in mint, peppermint, spearmint oil, buchu oil and mandarin peel oil.

Upstream product

• 18479-68-0 menth-1-en-9-ol 
• 108-24-7 acetic anhydride 
• 108-05-4 vinyl acetate 
• 937035-21-7 (4S,8R/S)-p-menth-1-en-9-ol 
• 5989-54-8 (-)-(S)-limonene 
• 138-86-3 limonene. 
• 546-67-8 lead(IV) tetraacetate 
• 25828-14-2 Tributyl-[2-(4-methyl-cyclohex-3-enyl)-propyl]-stannane 

Downstream Products

• 26462-80-6 (4S,8S)-p-menth-1-en-9-yl 3,5-dinitrobenzoate 
• 4581-74-2 neonepetalactone 
• 76792-78-4 (R,S)-Dehydroiridodiol 

Relevant articles and documents

A chemoenzymatic, preparative synthesis of the isomeric forms of p-menth-1-en-9-ol: Application to the synthesis of the isomeric forms of the cooling agent 1-hydroxy-2,9-cineole

A preparative-scale synthesis of the four p-menth-1-en-9-ol isomers 2a-5a has been achieved by means of two chemoenzymatic processes. Both synthetic pathways start from the enantiomeric forms of limonene that are converted into p-mentha-1,8-dien-9-al isomers 12 and 15. The baker's yeast mediated reduction of the latter aldehydes afforded compounds 3a and 5a, respectively, with very high enantioselectivity. Moreover, chemical reduction of 12 and 15 gives the mixtures of enantiopure diastereoisomers 2a/3a and 4a/5a, respectively. PPL (Porcine pancreas lipase) mediated resolution of the latter mixtures followed by fractionating crystallization of derivatives 2b-5b allowed the enantio- and diastereoisomerically pure alcohols 2a-5a to be obtained. Compounds 2a-5a have then been used as starting materials for the preparation of four isomers of the cooling agent 1-hydroxy-2,9-cineole (6-9). Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

OXIDATIVE SUBSTITUTION REACTION OF OLEFINIC TIN COMPOUNDS WITH LEAD TETRAACETATE

The oxidative substitution reaction of olefinic tin compounds with lead tetraacetate(LTA) was investigated.The oxidation is highly regioselective and gave a dipole inversed product (acetate) in good yield.

REVISIONS OF THE ABSOLUTE CONFIGURATIONS OF C-8 METHYL GROUPS IN DEHYDROIRIDODIOL, NEONEPETALACTONE, AND MATATABIETHER FROM ACTINIDIA POLYGAMA MIQ

The absolute configurations of C-8 Me groups in dehydro-iridodiol, neonepetalactone, and matatabiether isolated from the cat- and lacewing-attracting plant Actinidia polygama Miq. were revised to the S configurations on the basis of chemical transformatio