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

• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 1896-62-4 (E)-benzalacetone 
• 101300-71-4 (E)-1-phenyl-3-triethoxysilylbut-1-ene 
• 108-22-5 Isopropenyl acetate 
• 101109-90-4 diphenylacetic acid vinyl ester 
• 87802-76-4 Carbonic acid methyl ester (E)-1-phenyl-but-2-enyl ester 
• 14371-10-9 (E)-3-phenylpropenal 
• 75-24-1 trimethylaluminum 
• 87246-95-5 (R)-(-)-α-Phenyl-γ-methylallyl alcohol 
• 64-19-7 acetic acid 
• 110060-80-5 phthalic acid mono-((R)-1-phenyl-buten-(2t)-yl ester) 
• 7732-18-5 water 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 17488-65-2 4-phenylbut-3-en-2-ol 

Downstream Products

• 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 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 7302-00-3 (E)-1,3-diphenyl-1-butene 
• 1174006-12-2 (S)-[(S,E)-4-phenylbut-3-en-2-yl] 2-(tert-butoxycarbonylamino)propanoate 
• 1461649-10-4 (R,E)-1-methyl-4-(4-phenylbut-3-en-2-yl)benzene 
• 1461649-11-5 (R,E)-1-(tert-butyl)-4-(4-phenylbut-3-en-2-yl)benzene 
• 1352656-46-2 (S, E)-methyl 4-(4-phenylbut-3-en-2-yl)benzoate 
• 1507378-22-4 C₁₈H₁₉NO 
• 1416981-99-1 (S,E)-2-(4-phenylbut-3-en-2-yl)naphthalene 
• 1507378-31-5 C₂₄H₂₀ 

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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Chemo- and Enantioselective Photoenzymatic Ketone Reductions Using a Promiscuous Flavin-dependent Nitroreductase

Flavoenzymes are oxidoreductases that catalyze an extensive range of different types of reactions. An advanced and powerful approach to achieving transformations that are normally outside the realm of flavoenzymes is the synergistic combination of photocatalysis and biocatalysis. Here we report the identification of a promiscuous flavin-dependent nitroreductase, BaNTR1, that is able to promote enantioselective photobiocatalytic reductions of a broad range of structurally diverse ketones to yield the corresponding alcohols with high conversion (up to >99 %) and outstanding enantiopurity (up to >99 : 1 e.r). Noteworthy, BaNTR1 was able to promote the photoenzymatic reduction of various α,?-unsaturated ketones to give the corresponding optically pure alcohols without reducing the C=C or C≡C bond, illustrating its remarkably high chemoselectivity. Our results highlight the usefulness of photocatalysis for expanding the catalytic repertoire of nitroreductases to include highly enantio- and chemoselective reductions of non-native ketone substrates to produce optically pure alcohols. This includes difficult to prepare allyl alcohols that are not accessible via photoenzymatic conversions using ene-reductases.

Cobalt-Catalyzed Enantiospecific Dynamic Kinetic Cross-Electrophile Vinylation of Allylic Alcohols with Vinyl Triflates

Asymmetric cross-electrophile coupling has emerged as a promising tool for producing chiral molecules; however, the potential of this chemistry with metals other than nickel remains unknown. Herein, we report a cobalt-catalyzed enantiospecific vinylation