81176-43-4

Basic information

• Product Name: (S,E)-4-Phenyl-3-butene-2-ol
• Synonyms: (2S,3E)-4-Phenyl-3-butene-2-ol;(S)-1-[(E)-Styryl]ethanol;(S,E)-4-Phenyl-3-butene-2-ol;[2S,3E,(-)]-4-Phenyl-3-buten-2-ol;[S,E,(-)]-4-Phenyl-3-buten-2-ol
• CAS NO: 81176-43-4
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 0
• Mol File: 81176-43-4.mol
• Article Data: 187

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S,E)-4-Phenyl-3-butene-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (S,E)-4-Phenyl-3-butene-2-ol(81176-43-4)
• EPA Substance Registry System: (S,E)-4-Phenyl-3-butene-2-ol(81176-43-4)

Safety Data

• Hazardous Substances Data: 81176-43-4(Hazardous Substances Data)

Usage

General Description

(S,E)-4-Phenyl-3-butene-2-ol is a chemical compound with the molecular formula C10H14O. It is an unsaturated alcohol that consists of a butene backbone with a phenyl group attached to one of the carbon atoms. (S,E)-4-Phenyl-3-butene-2-ol is often used in the synthesis of various organic compounds and is also known for its pleasant floral aroma. It can be found in a variety of natural sources, including certain flowers and plants. Additionally, (S,E)-4-Phenyl-3-butene-2-ol is utilized in the production of fragrances, flavors, and other aromatic products due to its unique olfactory properties. Overall, this compound has several important industrial and commercial applications, making it a valuable chemical in the field of organic chemistry.

Upstream product

• 87246-95-5 (R)-(-)-α-Phenyl-γ-methylallyl alcohol 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 544-97-8 dimethyl zinc(II) 
• 134837-48-2 (S)-1-{[Dimethyl-((E)-(S)-1-methyl-3-phenyl-allyl)-silanyl]-methyl}-2-methoxymethyl-pyrrolidine 
• 95482-80-7 1-(4-methylphenylsulfinyl)-4-phenyl-(2R,3E)-3-buten-2-ol 
• 135758-87-1 (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester 
• 1896-62-4 (E)-benzalacetone 
• 101300-71-4 (E)-1-phenyl-3-triethoxysilylbut-1-ene 
• 108-59-8 malonic acid dimethyl ester 
• 105-45-3 acetoacetic acid methyl ester 
• 108-05-4 vinyl acetate 
• 108-22-5 Isopropenyl acetate 
• 82045-04-3 (rac)-(E)-2-acetoxy-4-phenylbut-3-ene 

Downstream Products

• 2344-70-9 1-phenyl-3-butanol 
• 79594-10-8 (E)-(3-methylhept-1-en-1-yl)benzene 
• 96391-85-4 4-phenyl-2-octene 
• 96391-86-5 [(R)-((Z)-1-Propenyl)-pentyl]-benzene 
• 95190-90-2 (2S)-(4-phenylbut-3-en-2-yl) N-phenylbenzimidate 
• 135758-87-1 (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester 
• 2550-26-7 4-Phenyl-2-butanone 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 1896-62-4 (E)-benzalacetone 
• 231305-22-9 ethyl (2S,3E)-(4-phenyl-3-buten-2-yl)carbonate 
• 586341-97-1 (3R,4E)-2-methyl-3-phenylhex-4-enoic acid 
• 196106-01-1 (R)-3-methyl-2-phenylbutan-1-amine 
• 78019-45-1 (S)-(E)-4-Phenyl-5-methyl-2-hexene 
• 23406-60-2 (2R)-3-methyl-2-phenylbutan-1-ol 

Relevant articles and documents

Chirality transfer during the [2,3]-sila-Wittig rearrangement and cyclopropanation reaction of optically active [(sec-allyloxy)silyl]lithiums

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Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes

The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.

Mechanochemical, Water-Assisted Asymmetric Transfer Hydrogenation of Ketones Using Ruthenium Catalyst

Asymmetric catalytic reactions are among the most convenient and environmentally benign methods to obtain optically pure compounds. The aim of this study was to develop a green system for the asymmetric transfer hydrogenation of ketones, applying chiral Ru catalyst in aqueous media and mechanochemical energy transmission. Using a ball mill we have optimized the milling parameters in the transfer hydrogenation of acetophenone followed by reduction of various substituted derivatives. The scope of the method was extended to carbo- and heterocyclic ketones. The scale-up of the developed system was successful, the optically enriched alcohols could be obtained in high yields. The developed mechanochemical system provides TOFs up to 168 h?1. Our present study is the first in which mechanochemically activated enantioselective transfer hydrogenations were carried out, thus, may be a useful guide for the practical synthesis of optically pure chiral secondary alcohols.