1504-54-7

Usage

Uses

Used in Fragrance and Flavor Industry:
(E)-3-PHENYL-BUT-2-EN-1-OL is used as a key ingredient in the fragrance and flavor industry for its distinctive sweet, floral scent and taste. It adds depth and complexity to perfumes and flavorings, enhancing the overall sensory experience of consumer products.
Used in Chemical Production:
(E)-3-PHENYL-BUT-2-EN-1-OL serves as an important building block in the production of various chemicals. Its unique structure allows it to be a versatile component in the synthesis of a wide range of chemical products.
Used in Pharmaceutical Synthesis:
(E)-3-PHENYL-BUT-2-EN-1-OL is utilized in the synthesis of pharmaceuticals, where its chemical properties contribute to the development of new drugs and medicinal compounds. Its role in drug creation highlights its potential in advancing healthcare and medicine.
Used as a Starting Material in Organic Chemistry:
As a starting material, (E)-3-PHENYL-BUT-2-EN-1-OL is essential in the preparation of other organic compounds. Its reactivity and structural features make it a valuable precursor in organic synthesis, facilitating the creation of new molecules and materials.
Used in Antimicrobial Applications:
(E)-3-PHENYL-BUT-2-EN-1-OL has been studied for its antimicrobial properties, making it a potential candidate for use in applications that require the inhibition of microbial growth. This can be particularly useful in various industries, such as food preservation, cosmetics, and healthcare.
Used in Antioxidant Applications:
The antioxidant properties of (E)-3-PHENYL-BUT-2-EN-1-OL have been a focus of research, indicating its potential use in applications that require protection against oxidative stress. This can be beneficial in various fields, including cosmetics, food and beverage, and pharmaceuticals, where maintaining the stability and quality of products is crucial.

InChI:InChI=1/C10H12O/c1-9(7-8-11)10-5-3-2-4-6-10/h2-7,11H,8H2,1H3/b9-7+

Upstream product

• 20883-16-3 1-acetoxy-3-phenylbut-2-ene 
• 945-93-7 ethyl (E)-3-phenylbut-2-enoate 
• 1504-72-9 ethyl 3-phenylbut-2-enoate 
• 1196-67-4 3-phenyl-2-butenal 
• 6051-52-1 2-phenylbut-3-en-2-ol 
• 7664-93-9 sulfuric acid 
• 50-00-0 formaldehyd 
• 98-83-9 isopropenylbenzene 
• 98-86-2 acetophenone 
• 2293-60-9 ethyl 3-hydroxy-3-phenylbutyrate 
• 704-79-0 3-phenylbut-2-enoic acid 
• 3174-83-2 3-phenylbut-3-en-1-ol 
• 19352-10-4 2-methyl-2-phenyloxetane 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 

Downstream Products

• 1794-51-0 1-chloro-3-phenyl-2-butene 
• 138313-57-2 2,2,2-Trichlorethanimidsaeure-O-(3-phenyl-2-butenyl)ester 
• 103988-22-3 3-Phenyl-buten-⁽²⁾-yl-formiat 
• 171083-61-7 4-methyl-4-phenylhex-5-en-2-one 
• 663919-81-1 ethyl 3-methyl-3-phenylpent-4-enoate 
• 273377-11-0 (E)-3-phenylbut-2-enyl 2,2,2-trichloroethanimidoate 
• 934219-63-3 3-phenyl-2-butenyl mesylate 
• 1107649-94-4 2,6-dimethyl-2-phenylchroman 
• 2031-46-1 (R)-3-phenylbutanol 
• 2031-46-1 (3S)-3-phenylbutan-1-ol 
• 1332645-38-1 (R)-4-phenyl-6-(trifluoromethyl)-6-(4-chlorophenyl)-5,6-dihydro-2H-pyran-2-one 
• 1332645-27-8 (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one 
• 1377848-07-1 (R)-4-phenyl-6-p-tolyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1377848-08-2 (R)-6-(4-bromophenyl)-4-phenyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 

Relevant academic research and scientific papers

Stereoselective reductions of N-Boc-hexahydro-1H-indolin-5(6H)-ones

We report the divergent effects of a 3a-methyl and 3a-phenyl substituent on the chemoselectivity and stereoselectivity of reduction of the enamide moiety of N-Boc-hexahydro-1H-indolin-5(6H)-ones. Under ionic reduction conditions (triethylsilane/trifluoroacetic acid) the enamide group of 3a-methyl-N-Boc-hexahydro-1H-indolin-5(6H)-one was reduced to afford exclusively a cis ring-fused product. For the 3a-phenyl substituted analogue more forcing conditions (sodium cyanoborohydride at pH 2-2.5) were required and resulted in the selective reduction of the enamide group to give a trans ring-fused product as well as reduction of the ketone group.

A Mechanistically Inspired Halenium Ion Initiated Spiroketalization: Entry to Mono- and Dibromospiroketals

Employing halenium affinity (HalA) as a guiding tool, the weak nucleophilic character of alkyl ketones was modulated by the templating effect of a tethered 2-tetrahydropyranyl(THP)-protected alcohol towards realizing a bromenium ion initiated spiroketaliz

Complementary Photocatalytic Toolbox: Control of Intramolecular endo-versus exo-trig Cyclizations of α-Phenyl Olefins to Oxaheterocyclic Products

The regioselectivity of the intramolecular cyclization of bifunctional α-phenyl alkenes can be controlled simply by the choice of the organic chromophore as the photocatalyst. The central photoredox catalytic reaction in both cases is a nucleophilic addition of the hydroxyl function to the olefin function of the substrates. N,N-(4-Diisobutylaminophenyl) phenothiazine catalyzes exo-trig cyclizations, whereas 1,7-dicyanoperylene-3,4,9,10-tetracarboxylic acid bisimides catalyze endo-trig additions to products with anti-Markovnikov regioselectivity. We preliminarily report the photoredox catalytic conversions of 11 representative substrates into 20 oxaheterocycles in order to demonstrate the similarity, but also the complementarity, of these two variants in this photoredox catalytic toolbox.

Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols

By using copper(I) homoenolates as nucleophiles, which are generated through the ring-opening of 1-substituted cyclopropane-1-ols, a catalytic asymmetric allylic substitution with allyl phosphates is achieved in high to excellent yields with high enantioselectivity. Both 1-substituted cyclopropane-1-ols and allylic phosphates enjoy broad substrate scopes. Remarkably, various functional groups, such as ether, ester, tosylate, imide, alcohol, nitro, and carbamate are well tolerated. Moreover, the present method is nicely extended to the asymmetric construction of quaternary carbon centers. Some control experiments argue against a radical-based reaction mechanism and a catalytic cycle based on a two-electron process is proposed. Finally, the synthetic utilities of the product are showcased by means of the transformations of the terminal olefin group and the ketone group.

Strong acid-catalyzed electrophilic ring expansion of oxetanes and sulfoxonium ylides

A strong protic acid-catalyzed electrophilic ring expansion of oxetanes into trans-2,3-disubstituted tetrahydrofuran derivatives using sulfoxonium ylides has been developed. This reaction produces functionalized trans-2,3-disubstituted tetrahydrofuran derivatives stereospecifically by using safe and stable sulfoxonium ylides without metal catalysts and the protection of inert gas.

Carbene-Catalyzed Formal [3+3] Cycloaddition Reaction for Access to Substituted 2-Phenylbenzothiazoles

A carbene-catalyzed oxidative cycloaddition reaction is developed for efficient access to multi-functionalized 2-phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2-benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substituted arene products can be activated by Pd catalysts in regio-selective fashion with the direction of the 2-benzothiazole groups.

Biocatalytic reduction of α,β-unsaturated carboxylic acids to allylic alcohols

We have developed robust in vivo and in vitro biocatalytic systems that enable reduction of α,β-unsaturated carboxylic acids to allylic alcohols and their saturated analogues. These compounds are prevalent scaffolds in many industrial chemicals and pharmaceuticals. A substrate profiling study of a carboxylic acid reductase (CAR) investigating unexplored substrate space, such as benzo-fused (hetero)aromatic carboxylic acids and α,β-unsaturated carboxylic acids, revealed broad substrate tolerance and provided information on the reactivity patterns of these substrates. E. coli cells expressing a heterologous CAR were employed as a multi-step hydrogenation catalyst to convert a variety of α,β-unsaturated carboxylic acids to the corresponding saturated primary alcohols, affording up to >99percent conversion. This was supported by the broad substrate scope of E. coli endogenous alcohol dehydrogenase (ADH), as well as the unexpected CC bond reducing activity of E. coli cells. In addition, a broad range of benzofused (hetero)aromatic carboxylic acids were converted to the corresponding primary alcohols by the recombinant E. coli cells. An alternative one-pot in vitro two-enzyme system, consisting of CAR and glucose dehydrogenase (GDH), demonstrates promiscuous carbonyl reductase activity of GDH towards a wide range of unsaturated aldehydes. Hence, coupling CAR with a GDH-driven NADP(H) recycling system provides access to a variety of (hetero)aromatic primary alcohols and allylic alcohols from the parent carboxylates, in up to >99percent conversion. To demonstrate the applicability of these systems in preparative synthesis, we performed 100 mg scale biotransformations for the preparation of indole-3-aldehyde and 3-(naphthalen-1-yl)propan-1-ol using the whole-cell system, and cinnamyl alcohol using the in vitro system, affording up to 85percent isolated yield.

Catalytic Regioselective Isomerization of 2,2-Disubstituted Oxetanes to Homoallylic Alcohols

The selective isomerization of strained heterocyclic compounds is an important tool in organic synthesis. An unprecedented regioselective isomerization of 2,2-disubstituted oxetanes into homoallylic alcohols is described. The use of tris(pentafluorophenyl

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.

Diaminodiphosphine tetradentate ligand and ruthenium complex thereof, and preparation methods and applications of ligand and complex

The invention discloses a diaminodiphosphine tetradentate ligand and a ruthenium complex thereof, and preparation methods and applications of the ligand and the complex, and provides a ruthenium complex represented by a formula I, wherein L is a diaminodiphosphine tetradentate ligand represented by a formula II, and X and Y are respectively and independently chlorine ion, bromine ion, iodine ion,hydrogen negative ion or BH4. According to the present invention, the ruthenium complex exhibits excellent catalytic activity in the catalytic hydrogenation reactions of ester compounds, has high yield and high chemical selectivity, is compatible with conjugated and non-conjugated carbon-carbon double bond, carbon-carbon triple bond, epoxy, halogen, carbonyl and other functional groups, and hasgreat application prospects.