5406-86-0

Usage

Uses

2-(4-tert-Butylphenyl)ethanol is used as an important raw material and intermediate in various industries due to its versatile chemical properties. The applications of 2-(4-tert-Butylphenyl)ethanol can be categorized as follows:
Used in Organic Synthesis:
2-(4-tert-Butylphenyl)ethanol is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for a wide range of reactions, making it a valuable building block for the creation of complex molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, 2-(4-tert-Butylphenyl)ethanol is utilized as an intermediate for the development of new drugs. Its chemical properties enable it to be incorporated into the structures of various medicinal compounds, potentially leading to the discovery of novel therapeutic agents.
Used in Agrochemicals:
2-(4-tert-Butylphenyl)ethanol is also employed in the agrochemical sector as an intermediate for the synthesis of pesticides and other agricultural chemicals. Its reactivity and stability make it a suitable candidate for the development of effective and environmentally friendly products.
Used in Dyestuff:
In the dyestuff industry, 2-(4-tert-Butylphenyl)ethanol is used as an intermediate for the production of various dyes and pigments. Its aromatic structure and functional groups allow for the creation of a wide range of colors and shades, contributing to the diversity of dyes available for various applications.

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

Upstream product

• 75-21-8 oxirane 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 877-65-6 p-tert-butylbenzyl alcohol 
• 14062-22-7 ethyl 2-(4-(tert-butyl)phenyl)acetate 
• 50-00-0 formaldehyd 
• 98-51-1 4-tert-butyltoluene 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 32857-63-9 4-t-butylphenylacetic acid 
• 3549-23-3 methyl 2-(4-tert-butylphenyl)acetate 
• 1746-23-2 4-tert-Butylstyrene 
• 3288-99-1 4-tert-butylbenzyl cyanide 
• 18127-01-0 3-(4-tert-butylphenyl)propionaldehyde 
• 943-27-1 4'-t-butylacetophenone 
• 14182-66-2 4-[(4-tert-butyl-phenyl)-thioacetyl]-morpholine 

Downstream Products

• 120928-09-8 fenazaquin 
• 56829-61-9 1-(2-bromoethyl)-4-(tert-butyl)benzene 
• 928775-87-5 1-tert-butyl-4-(2-iodoethyl)benzene 
• 503597-08-8 2-(4-tert-butylphenethyl)-1,3-propanediol 
• 503597-13-5 2,2-dimethyl-propionic acid 2-aminomethyl-4-(4-tert-butyl-phenyl)-butyl ester 
• 503597-10-2 4-(4-tert-butylphenyl)-2-(hydroxymethyl)butyl pivalate 
• 503597-06-6 diethyl 2-(4-tert-butylphenethyl)malonate 
• 503597-12-4 2-(azidomethyl)-4-(4-tert-butylphenyl)butyl pivalate 
• 503597-15-7 N-[4-(4-tert-butylphenyl)-2-(pivaloyloxymethyl)butyl]-N'-[3-methoxy-4-(methoxymethoxy)benzyl]thiourea 
• 1044696-43-6 4-(2-(4-tert-butylphenyl)-ethoxy)-2-quinazolone 
• 32857-63-9 4-t-butylphenylacetic acid 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 109347-45-7 2-(4-(tert-butyl)phenyl)acetaldehyde 

Relevant academic research and scientific papers

Design, synthesis, and evaluation of opioid analogues with non-peptidic β-turn scaffold: Enkephalin and endomorphin mimetics

We have identified a μ-selective opioid receptor agonist without a cationic amino group in the molecule from libraries of bicyclic β-turn peptidomimetics. The biologically active conformation of the lead is proposed to mimic an endomorphin type III 4 → 1

Method for preparing 4-tert-butylphenethyl alcohol

The invention discloses a method for preparing 4-tert-butylphenethyl alcohol. The method specifically comprises the following steps: reacting phenethyl alcohol with methyl chloroformate to generate methyl phenethyl carbonate; subjecting methyl phenylethyl

Erbium-Catalyzed Regioselective Isomerization-Cobalt-Catalyzed Transfer Hydrogenation Sequence for the Synthesis of Anti-Markovnikov Alcohols from Epoxides under Mild Conditions

Herein, we report an efficient isomerization-transfer hydrogenation reaction sequence based on a cobalt pincer catalyst (1 mol %), which allows the synthesis of a series of anti-Markovnikov alcohols from terminal and internal epoxides under mild reaction conditions (≤55 °C, 8 h) at low catalyst loading. The reaction proceeds by Lewis acid (3 mol % Er(OTf)3)-catalyzed epoxide isomerization and subsequent cobalt-catalyzed transfer hydrogenation using ammonia borane as the hydrogen source. The general applicability of this methodology is highlighted by the synthesis of 43 alcohols from epoxides. A variety of terminal (23 examples) and 1,2-disubstituted internal epoxides (14 examples) bearing different functional groups are converted to the desired anti-Markovnikov alcohols in excellent selectivity and yields of up to 98%. For selected examples, it is shown that the reaction can be performed on a preparative scale up to 50 mmol. Notably, the isomerization step proceeds via the most stable carbocation. Thus, the regiochemistry is controlled by stereoelectronic effects. As a result, in some cases, rearrangement of the carbon framework is observed when tri-and tetra-substituted epoxides (6 examples) are converted. A variety of functional groups are tolerated under the reaction conditions even though aldehydes and ketones are also reduced to the respective alcohols under the reaction conditions. Mechanistic studies and control experiments were used to investigate the role of the Lewis acid in the reaction. Besides acting as the catalyst for the epoxide isomerization, the Lewis acid was found to facilitate the dehydrogenation of the hydrogen donor, which enhances the rate of the transfer hydrogenation step. These experiments additionally indicate the direct transfer of hydrogen from the amine borane in the reduction step.

Ruthenium-Catalyzed Selective Hydrogenation of Epoxides to Secondary Alcohols

A ruthenium(II)-catalyzed highly selective Markovnikov hydrogenation of terminal epoxides to secondary alcohols is reported. Diverse substitutions on the aryl ring of styrene oxides are tolerated. Benzylic, glycidyl, and aliphatic epoxides as well as diepoxides also underwent facile hydrogenation to provide secondary alcohols with exclusive selectivity. Metal-ligand cooperation-mediated ruthenium trans-dihydride formation and its reaction involving oxygen and the less substituted terminal carbon of the epoxide is envisaged for the origin of the observed selectivity.

Visible-Light-Mediated Anti-Markovnikov Hydration of Olefins

Considering that stoichiometric borane and oxidant are required in the classical alkene anti-Markovnikov hydration process, it remains appealing to achieve the transformation in a catalytic protocol. Herein, a visible-light-mediated anti-Markovnikov addition of water to alkenes by using an organic photoredox catalyst in conjunction with a redox-active hydrogen atom donor was developed, which avoided the need for a transition-metal catalyst, stoichiometric borane, as well as oxidant. Both terminal and internal olefins are readily accommodated in this transformation to obtain corresponding primary and secondary alcohols in good yields with single regioselectivity. This procedure can be scaled up to gram scale with a 230 turnover number based on photocatalyst.

Hydrogenation of Esters to Alcohols Catalyzed by Defined Manganese Pincer Complexes

The first manganese-catalyzed hydrogenation of esters to alcohols has been developed. The combination of Mn(CO)5Br with [HN(CH2CH2P(Et)2)2] leads to a mixture of cationic and neutral Mn PNP pincer complexes, which enable the reduction of various ester substrates, including aromatic and aliphatic esters as well as diesters and lactones. Notably, related pincer complexes with isopropyl or cyclohexyl substituents showed very low activity.

Markovnikov-Selective, Activator-Free Iron-Catalyzed Vinylarene Hydroboration

Two series of structurally related alkoxy-tethered NHC iron(II) complexes have been developed as catalysts for the regioselective hydroboration of alkenes. Significantly, Markonikov-selective alkene hydroboration with HBpin has been controllably achieved using an iron catalyst (11 examples, 35-90% isolated yield) with up to 37:1 branched:linear selectivity. anti-Markovnikov-selective alkene hydroboration was also achieved using HBcat and modification of the ligand backbone (6 examples, 44-71% yields). In both cases, ligand design has enabled activator-free low-oxidation-state iron catalysis.

A Phosphine-Catalyzed Novel Asymmetric [3+2] Cycloaddition of C,N-Cyclic Azomethine Imines with δ-Substituted Allenoates

Catalytic asymmetric [3+2] cycloadditions of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild condition. The substrate scope has been also examined. This is the first time that δ-substituted allenoates have been applied as a δ,γ-C-C bond participated C 2 synthon in asymmetric synthesis. Another round: Catalytic asymmetric [3+2] cycloaddition of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild conditions. This is the first example applying δ-substituted allenoates as C 2 synthons in asymmetric δ,γ-C-C bond formation.

Iron-catalyzed reduction of carboxylic esters to alcohols

A novel catalytic system formed from Fe(stearate)2/NH 2CH2CH2NH2 and polymethylhydrosiloxane was directly developed for the hydrosilylation of carboxylic acid esters to alcohols. The catalytic method exhibits broad substrate scope, including 20 aliphatic, aromatic, and heterocyclic esters. The corresponding alcohols are obtained in moderate to very good yields. The first iron-catalyzed hydrosilylation of carboxylic acid esters to alcohols is described. A catalytic system formed by Fe(stearate)2/NH 2CH2CH2NH2 and polymethylhydrosiloxane (PMHS) is used for this transformation, which has a broad substrate scope, including 20 aliphatic, aromatic, and heterocyclic esters. The corresponding alcohols are obtained in moderate to very good yields. Copyright

Fe-promoted cross coupling of homobenzylic methyl ethers with Grignard reagents via sp3 C-O bond cleavage

The first iron-catalyzed formal cross coupling of homobenzylic methyl ethers with alkyl Grignard reagents is realized. The reaction is proposed to proceed through a sequence of dehydroalkoxylation to form the vinyl-intermediate, followed by Fe-catalyzed selective carbometalation to form a benzylic Grignard reagent.