27606-09-3

Usage

Uses

Used in Perfumery:
2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d]-1,3-dioxin is used as a fragrance ingredient for its floral, rosy odor, which is reminiscent of magnolia, geranium, and grapefruit. It is particularly valued for its ability to create special floral notes in perfume formulations.
Used in Flavor Industry:
Although not explicitly mentioned in the provided materials, due to its floral and rosy odor, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d]-1,3-dioxin could also be used as a flavoring agent in the food and beverage industry to impart a pleasant and unique taste to products.
Production Methods:
The material is prepared by the reaction of indene with acetaldehyde, resulting in the formation of this stable and fragrant compound.

Trade name

Magnolan (Symrise)

InChI:InChI=1/C13H16O2/c1-8-12-7-10-5-3-4-6-11(10)13(12)15-9(2)14-8/h3-6,8-9,12-13H,7H2,1-2H3

Upstream product

• 75-07-0 acetaldehyde 
• 95-13-6 1-indene 
• 578020-51-6 (1S,2R,1'R)-2-(1-acetoxyethyl)indan-1-ol 
• 578020-50-5 (1S,2R,1'R)-2-(1-hydroxyethyl)indan-1-ol 
• 578020-47-0 (1S,2R,1'S)-2-(1-acetoxyethyl)indan-1-ol 
• 578020-43-6 (-)-(1S,2R,1'S)-2-(1-hydroxyethyl)indan-1-ol 
• 578020-62-9 (1R,2S,1'S)-2-(1-hydroxyethyl)indan-1-ol 
• 578020-46-9 (1R,2S,1'R)-2-(1-hydroxyethyl)indan-1-ol 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Highly efficient synthesis of 1,3-dioxanes via prins reaction in bronsted-acidic imidazolium ionic liquid

The high-yielding synthesis of a wide variety of 1,3-dioxanes via the Prins reaction under mild conditions has been demonstrated using Bronsted- acidic imidazolium ionic liquid [bmim(SO3H)][OTf] or bmimOTf. The use of ionic liquid makes this synthesis simple, convenient, cost-effective, and environmentally friendly. Furthermore, bmimOTf was conveniently separated from the products and can be easily recycled for the Prins reaction with excellent yields. This method works well with a variety of aliphatic aldehydes including formaldehyde, acetaldehyde, propionaldehyde, and cyclohexanecarboxaldehyde. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Enzyme-mediated preparation of chiral 1,3-dioxane odorants

The enantiomerically enriched diastereoisomers of the chiral 1,3-dioxane odorants Floropal (1) and Magnolan (2) were prepared by an enzyme-mediated approach. Their olfactory properties were evaluated to investigate differences in the odor perception for the stereoisomers.

STEREOCHEMISTRY OF THE TRANSFORMATIONS OF INDENE BY THE PRINS REACTION

2-Alkyl- and 2,4-dialkylindano-1,3-dioxanes, obtained from indene by the Prins reaction, differ in the stereochemistry of fusion of the cyclopentane and dioxane rings.The factors affecting the stereochemical direction of the reaction are discussed.