3354-66-3

Usage

Uses

Used in Fragrance Industry:
[2-(1,1-Dimethylethoxy)ethyl]benzene is used as a fragrance ingredient for adding a sweet, floral scent to perfumes and other personal care products. Its unique aroma profile makes it a valuable addition to the formulations of various scented products.
Used as a Chemical Intermediate:
In addition to its application in the fragrance industry, [2-(1,1-Dimethylethoxy)ethyl]benzene can also serve as a chemical intermediate in the synthesis of other compounds. Its versatile chemical structure allows it to be a building block for creating a range of different chemical products.
Safety Precautions:
It is crucial to handle [2-(1,1-Dimethylethoxy)ethyl]benzene with care, as it may cause irritation upon contact with the skin or eyes. Additionally, ingestion of [2-(1,1-Dimethylethoxy)ethyl]benzene can be harmful. Therefore, proper protective equipment and handling procedures should be employed when working with this chemical compound to ensure safety.

InChI:InChI=1/C12H18O/c1-12(2,3)13-10-9-11-7-5-4-6-8-11/h4-8H,9-10H2,1-3H3

Upstream product

• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 60-12-8 2-phenylethanol 
• 1634-04-4 tert-butyl methyl ether 
• 100-39-0 benzyl bromide 
• 75-65-0 tert-butyl alcohol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-42-5 styrene 
• 927-83-3 di-t-butyldiazene 
• 100-44-7 benzyl chloride 

Downstream Products

• 119273-88-0 3-nitrophenethyl tert-butyl ether 

Relevant academic research and scientific papers

Compound containing carbon-silicon bond and application thereof

The invention discloses a compound containing a carbon-silicon bond and application of the compound in construction of the carbon-carbon bond. The invention provides an application of a compound containing the carbon-silicon bond as shown in a formula I or a formula I' in a chemical reaction for constructing the carbon-carbon bond, wherein one carbon in the carbon-carbon bond is from carbon connected with silicon in the compound containing the carbon-silicon bond. According to the preparation method, the compound containing the carbon-silicon bond is used for providing a carbon free radical, and the carbon free radical can directly react with carbon provided in another molecule under a mild condition to construct the carbon-carbon bond; the preparation method is wider in substrate application range, is suitable for functional group activated C and carbon free radical substrates, and is also suitable for unactivated C-H bond substrates.

Gold(I)-catalyzed synthesis of unsymmetrical ethers using alcohols as alkylating reagents

A microwave-irradiated alcohol-protecting strategy based on gold catalysis utilizing benzyl alcohol, tert-butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting strategy has wide functional group tolerance with satisfactory yields for the majority of the selected alcohols. The mechanism of this transformation was probed with oxygen-18 isotope labelled alcohols assisted by GC-MS techniques and chemical kinetic experiments. This strategy provides an efficient, straightforward and alternative approach to the preparation of benzyl, tert-butyl and trityl ethers in organic synthesis.

Photocatalytic nucleophilic addition of alcohols to styrenes in Markovnikov and anti-Markovnikov orientation

The nucleophilic addition of methanol and other alcohols to 1,1-diphenylethylene (1) and styrene (6) into the Markovnikov- and anti-Markovnikov-type products was selectively achieved with 1-(N,N-dimethylamino)pyrene (Py) and 1,7-dicyanoperylene-3,4:9,10-tetracarboxylic acid bisimide (PDI) as photoredox catalysts. The regioselectivity was controlled by the photocatalyst. For the reductive mode towards the Markovnikov-type regioselectivity, Py was applied as photocatalyst and triethylamine as electron shuttle. This approach was also used for intramolecular additions. For the oxidative mode towards the anti-Markovnikov-type regioselectivety, PDI was applied together with Ph-SH as additive. Photocatalytic additions of a variety of alcohols gave the corresponding products in good to excellent yields. The proposed photocatalytic electron transfer mechanism was supported by detection of the PDI radical anion as key intermediate and by comparison of two intramolecular reactions with different electron density. Representative mesoflow reactor experiments allowed to significantly shorten the irradiation times and to use sunlight as "green"light source.

Acid- and isobutylene-free synthesis of t-butyl ethers by in situ formation of 2-t-butoxy-1-methylpyridinium triflate

The title reagent is formed in situ by alkylation of 2-t-butoxypyrine. The subsequent addition of an alcohol substrate leads to the formation of t-butyl ethers without the need for isobutylene gas or acid activators.

Suzuki coupling of potassium cyclopropyl- and alkoxymethyltrifluoroborates with benzyl chlorides

Efficient Csp3-Csp3 Suzuki couplings have been developed with both potassium cyclopropyl- and alkoxymethyltrifluoroborates. Moderate to good yields have been achieved in the cross-coupling of potassium cyclopropyltrifluoroborate with benzyl chlorides possessing electron-donating or electron-withdrawing substituents. Benzyl chloride was also successfully cross-coupled to potassium alkoxymethyltrifluoroborates derived from primary, secondary, and tertiary alcohols.

Saccharin sulfonic acid catalyzed N-Boc protection of amines and formation of tertbutyl ethers from alcohols

Saccharin sulfonic acid (SaSA), as a stable reagent is easily prepared by the reaction of saccharin with neat chlorosulfonic acid at room temperature. This compound is able to catalyze conversion of amines to their corresponding N-Boc protected amines with (Boc)2O. Alcohols were also converted to their corresponding tert-butyl ethers. All reactions took place under mild conditions giving the desired products in good to high yields.

Convenient preparations of t-butyl esters and ethers from t-butanol

A one-pot preparation of t-butyl esters and ethers is described that proceeds from the carboxylic acid or alcohol and t-butanol using only anhydrous magnesium sulfate and catalytic sulfuric acid as additional reagents. The method affords t-butyl esters and ethers in good yields and is applicable to a variety of substrates.

Hydrogenolysis and One-Electron Reduction of Alkoxy Sulfones

The readily available 1-t-butoxyalkyl sulfones were converted by hydride reduction into alkyl t-butyl ethers.Reductive coupling with sodium metal or amalgam in an aprotic solvent led to glycol bis-1,2-O-t-butyl ethers.Polyethers such as 18-crown-6 can be synthesized by this procedure.

A NEW METHOD FOR THE PREPARATION OF TERTIARY BUTYL ETHERS AND ESTERS

T-butyl 2,2,2-trichloroacetimidate (1), readily prepared by addition of t-butanol to trichloroacetonitrile, is an efficient reagent for the preparation of t-butyl ethers and esters in the presence of a catalytic amount of boron trifluoride etherate.

t-BUTOXYMETHYLLITHIUM: DIRECT PREPARATION FOM t-BUTYL METHYL ETHER AND APPLICATIONS AS A HYDROXYMETHYL ANION EQUIVALENT

t-Butyl methyl ether can be metallated directly to afford a reactive and synthetically useful hydroxymethyl anion equivalent.