1205-42-1

Basic information

• Product Name: cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate
• Synonyms: cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate;2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, (1R,5R)-rel-;CIS-CARVYLACETATE;cis-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-ylacetat;(1R,5R)-carvyl acetate
• CAS NO: 1205-42-1
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27012
• EINECS: 214-883-7
• Mol File: 1205-42-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 300.2 °C at 760 mmHg
• Flash Point: 97.8 °C
• Appearance: /
• Density: 0.96 g/cm³
• Vapor Pressure: 0.00114mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate(1205-42-1)
• EPA Substance Registry System: cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate(1205-42-1)

Safety Data

• Hazardous Substances Data: 1205-42-1(Hazardous Substances Data)

Usage

Description

cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate is a complex organic compound with a unique chemical structure. It is characterized by its distinct chemical properties, including a characteristic odor reminiscent of spearmint. cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate is known to have a taste threshold value and aroma threshold value, which contribute to its sensory characteristics.

Uses

Used in Flavor and Fragrance Industry:
cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate is used as a flavoring agent for its musty, green spearmint, spicy, minty, tropical nuances of guava, and fruity pear notes. It is particularly suitable for enhancing the taste and aroma of various food and beverage products.
Used in Perfumery:
In the perfumery industry, cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate is used as a fragrance ingredient for its minty, carvone-like, slightly terpy, spearmint, cooling, green herbal, and spicy metallic aroma. It can be used to create unique and appealing scents in perfumes and other fragrance products.
Used in the Production of Essential Oils:
cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate can be used in the production of essential oils, which are widely used in the aromatherapy and cosmetics industries. Its unique scent and flavor characteristics make it a valuable addition to the essential oil market.
Used in the Chemical Industry:
Due to its unique chemical properties, cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate may also find applications in the chemical industry for various purposes, such as the synthesis of other compounds or as an intermediate in chemical reactions.

Preparation

By boiling carveol with acetic anhydride and sodium acetate.

InChI:InChI=1/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5,11-12H,1,6-7H2,2-4H3/t11-,12-/m1/s1

Upstream product

• 557-34-6 zinc diacetate 
• 30808-80-1 trans-6-chloro-p-mentha-1,8-diene 
• 80-56-8 rac-α-pinene 
• 64-19-7 acetic acid 
• 1197-06-4 cis-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol 
• 108-24-7 acetic anhydride 
• 99-49-0 Carvone 
• 75-36-5 acetyl chloride 
• 5989-54-8 (-)-(S)-limonene 
• 1253216-40-8 (5S)-2-methyl-5-(1-methylvinyl)-2-cyclohexen-1-ol 
• 581-55-5 benzylidene 1,1-diacetate 

Downstream Products

• 344559-89-3 3-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3-methyl-2-butanon 
• 88835-05-6 2-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-1-cyclohexanon 
• 344560-06-1 1-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3-methyl-2-butanon 
• 88835-04-5 2-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3-pentanon 
• 344443-62-5 1-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3,3-dimethyl-2-butanon 
• 344438-52-4 2-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-2,4-dimethyl-3-pentanon 
• 88846-55-3 2-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-1-cyclopentanon 
• 138-86-3 limonene. 
• 99-48-9 (4R,6R)-carveol 
• 76704-28-4 (4S,6S)-6-Acetoxy-4-isopropenyl-1-methylcyclohexene 

Relevant articles and documents

Formyloxyacetoxyphenylmethane and 1,1-diacylals as versatile O-formylating and O-acylating reagents for alcohols

Formyloxyacetoxyphenylmethane, symmetric 1,1-diacylals and mixed 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as moisture stable O-formylating and O-acylating reagents for primary and secondary alcohols, allylic alcohols and phenols under solvent/catalyst free conditions to afford their corresponding esters in good yield.

Microbial Allyl Rearrangement and Resolution of Acetates of Unsaturated Cyclic Terpene Alcohols by Pseudomonas sp. NOF-5 Strain

Microbial hydrolysis of the acetates of unsaturated cyclic terpene alcohols by Pseudomonas sp.NOF-5 isolated from soil was investigated. (+/-)-trans-Carveyl acetate ((+/-)-trans-3) was enantioselectively hydrolyzed with NOF-5 strain to give (-)-trans-carveol ((-)-trans-2 of 86.6percent optical purity).However, the hydrolysis of (+/-)-cis-3 was less enantioselective, while (+/-)-piperitylacetate ((+/-)-6, a cis and trans mixture) was hydrolyzed to give the (-)-trans- and (-)-cis-piperitols ((-)-trans-5 and (-)-cis-5) in a poor optical yield.In this case, other tert-alcohols, (+)-trans- and (-)-cis-2-p-menthen-1-ols ((+/-)-trans-7 and (-)-cis-7, were also produced.Furthermore, microbial and enzymic allyl rearrangements of (+)-trans-6 and (-)-trans-verbenylacetate ((-)-trans-11) were studied.Biological treatment of (+)-trans-6 and (-)-trans-11 with NOF-5 or its esterase gave (+)-trans- and (-)-cis-7 and (+)-cis-3-pinen-2-ol ((+)-cis-12), respectively.

NUCLEOPHILIC SUBSTITUTION OF ALKYL HALIDES BY ZINC SALTS-3 PREPARATION OF TERTARY ALKYL ESTERS AND ETHERS UNDER NON-SOLVOLYTIC CONDITIONS

Zinc salts of carboxylic acids, phenols and alcohols are found to react with tertiary alkyl halides in nonpolar solvents and in presence of a base yielding the corresponding esters and ethers in moderate to good yields.