35845-66-0

Basic information

• Product Name: (E)-1-phenylbut-2-en-1-one
• Synonyms: (E)-1-phenylbut-2-en-1-one;trans-1-Phenyl-2-buten-1-one;trans-Crotonophenone;Nsc28846;trans-1-Phenyl-2-buten-1-one technical, 80%
• CAS NO: 35845-66-0
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19
• Mol File: 35845-66-0.mol
• Article Data: 91

Chemical Properties

• Boiling Point: 225.7°Cat760mmHg
• Flash Point: 86.3°C
• Appearance: /
• Density: 0.99g/cm³
• Storage Temp.: 2-8°C
• BRN: 2039624
• CAS DataBase Reference: (E)-1-phenylbut-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-phenylbut-2-en-1-one(35845-66-0)
• EPA Substance Registry System: (E)-1-phenylbut-2-en-1-one(35845-66-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 35845-66-0(Hazardous Substances Data)

Usage

Description

(E)-1-Phenylbut-2-en-1-one, also known as β-ionone, is an organic compound that belongs to the class of ketones. It is characterized by its distinct floral scent and is often used as a component in the perfume industry. (E)-1-phenylbut-2-en-1-one has a molecular structure featuring a phenyl group attached to a butenone moiety with a double bond in the E configuration.

Uses

Used in Organic Synthesis:
(E)-1-Phenylbut-2-en-1-one is used as a reagent in the field of organic synthesis for various chemical reactions. Its unique structure allows it to participate in a wide range of reactions, making it a versatile compound for creating new molecules and compounds.
Used in the Perfume Industry:
(E)-1-Phenylbut-2-en-1-one is used as a fragrance ingredient in the perfume industry due to its strong floral scent. It is often used to create the aroma of violets and is also a key component in the synthesis of other fragrances.
Used in the Halogen-Bonding-Catalyzed Michael Addition Reaction:
(E)-1-Phenylbut-2-en-1-one is employed as a reagent in the halogen-bonding-catalyzed Michael addition reaction, which is a type of organic reaction that involves the addition of a nucleophile to an α,β-unsaturated carbonyl compound. This reaction is important in the synthesis of various organic compounds and has applications in the pharmaceutical and chemical industries.

Upstream product

• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 93-58-3 benzoic acid methyl ester 
• 52755-39-2 (2E)-1-phenylbut-2-en-1-ol 
• 4743-74-2 2-phenylpent-4-en-2-ol 
• 100-52-7 benzaldehyde 
• 4866-54-0 (2-methyl-cyclopropyl)-benzene 
• 84839-88-3 trimethyl{(1-phenylbut-1-en-1-yl)oxy}silane 
• 594-44-5 Ethanesulfonyl chloride 
• 1145-26-2 methyl-phenacyl-phenyl sulfonium-betaine 
• 591-87-7 Allyl acetate 
• 100-51-6 benzyl alcohol 
• 78375-58-3 (E)-3,3-bis(trimethylsilyl)propenyl phenyl ketone 
• 78375-57-2 (Z)-3,3-bis(trimethylsilyl)prop-1-enyl phenyl ketone 
• 495-40-9 propiophenone 

Downstream Products

• 80674-48-2 3-Hydroxy-3-phenyl-(E)-4-hexensaeure 
• 100-51-6 benzyl alcohol 
• 161512-01-2 (2R,3S)-trans-epoxy-3-methyl-1-phenylpropan-1-one 
• 161512-00-1 (2S,3R)-trans-epoxy-3-methyl-1-phenylpropan-1-one 
• 181181-22-6 2,3-Dimethyl-5-oxo-5-phenyl-pentanoic acid 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 164394-20-1 4-phenyl-2,9-dimethyl-1,10-phenanthroline 
• 175849-10-2 2,3-Dimethyl-5-oxo-5-phenyl-pentanethioic acid S-tert-butyl ester 
• 77987-87-2 (4-Methyl-2,5-diphenyl-3,4-dihydro-2H-pyrazol-3-yl)-phenyl-methanone 
• 27042-10-0 Phenyl-(3,4,6-trimethyl-cyclohex-3-enyl)-methanone 
• 474694-27-4 (3-Methyl-aziridin-2-yl)-phenyl-methanone 
• 23033-63-8 (S)-(+)-3-Methyl-1-phenyl-1-pentanon 
• 115651-76-8 <3R>-(-)-3-Methylvalerophenone 
• 95741-11-0 threo-2,3-dimethyl-1,5-diphenyl-1,5-pentanedione 

Relevant articles and documents

Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process

Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Photoredox/Cobalt Dual-Catalyzed Decarboxylative Elimination of Carboxylic Acids: Development and Mechanistic Insight

Recently, dual-catalytic strategies towards the decarboxylative elimination of carboxylic acids have gained attention. Our lab previously reported a photoredox/cobaloxime dual catalytic method that allows the synthesis of enamides and enecarbamates directly from N-acyl amino acids and avoids the use of any stoichiometric reagents. Further development, detailed herein, has improved upon this transformation's utility and further experimentation has provided new insights into the reaction mechanism. These new developments and insights are anticipated to aid in the expansion of photoredox/cobalt dual-catalytic systems.