10225-38-4

Basic information

• Product Name: 1-Phenyl-2-allyl-1,3-butanedione
• Synonyms: 1-Phenyl-2-allyl-1,3-butanedione;1-Phenyl-2-allylbutane-1,3-dione;2-Allyl-1-phenyl-1,3-butanedione
• CAS NO: 10225-38-4
• Molecular Formula: C₁₃H₁₄O₂
• Molecular Weight: 202.25
• Mol File: 10225-38-4.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Phenyl-2-allyl-1,3-butanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-2-allyl-1,3-butanedione(10225-38-4)
• EPA Substance Registry System: 1-Phenyl-2-allyl-1,3-butanedione(10225-38-4)

Safety Data

• Hazardous Substances Data: 10225-38-4(Hazardous Substances Data)

Usage

Physical state

Yellow to amber liquid

Odor

Strong, sweet, and floral

Usage

Flavoring agent and fragrance ingredient in food and cosmetics industries; production of perfumes, soaps, and personal care products

Functionality

Enhances and modifies the aroma and flavor of various products; potential applications in medicinal and pharmaceutical formulations

Safety precautions

Skin and eye irritant; harmful if ingested or inhaled in large quantities

Upstream product

• 106-95-6 allyl bromide 
• 93-91-4 1-phenylbutan-1,3-dione 
• 107-05-1 3-chloroprop-1-ene 
• 109-49-9 5-Hexen-2-one 
• 93-89-0 benzoic acid ethyl ester 
• 591-87-7 Allyl acetate 
• 35466-83-2 allyl methyl carbonate 
• 4743-87-7 2-acetyl-pent-4-enoic acid 
• 610-89-9 2-acetyl-pent-4-enoic acid ethyl ester 
• 107-18-6 allyl alcohol 

Downstream Products

• 146896-37-9 (2-methyl-5-((phenylselanyl)methyl)-4,5-dihydrofuran-3-yl)(phenyl)methanone 
• 146896-35-7 3-acetyl-4,5-dihydro-2-phenyl-5-<(phenylseleno)methyl>furan 
• 74971-23-6 3-benzoyl-3-methyl-5-hexen-2-one 
• 66685-28-7 (2,5-dimethylfuran-3-yl)(phenyl)methanone 
• 43020-09-3 1-(5-methyl-2-phenylfuran-3-yl)ethan-1-one 
• 146896-49-3 3-benzoyl-4,5-dihydro-2-methyl-5-methylenefuran 
• 146896-45-9 3-acetyl-4,5-dihydro-5-methylene-2-phenylfuran 
• 74971-24-7 4-allyl-3,4-dimethyl-5-phenylisopyrazole 
• 74971-29-2 endo-9-allyl-7,8-diaza-1,9-dimethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene 
• 1179891-11-2 4-allyl-1-(4-methoxyphenyl)-3-methyl-5-phenyl-1H-pyrazole 
• 1179891-17-8 4-allyl-1-(4-methoxyphenyl)-5-methyl-3-phenyl-1H-pyrazole 
• 1179891-13-4 4-allyl-1,3-dimethyl-5-phenyl-1H-pyrazole 
• 1412887-48-9 C₁₃H₁₂O₂ 
• 1432739-09-7 (1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrol-3-yl)(phenyl)methanone 

Relevant articles and documents

Copper(I) promoted C-C bond forming reactions: direct activation of allyl alcohols

Allylic alcohols, acetates, carbonates and chlorides can be activated by copper(I) salts towards nucleophilic substitution by carbon nucleophiles under relatively mild conditions.

Ionic liquid/water as a recyclable medium for Tsuji-Trost reaction assisted by microwave

An efficient microwave protocol is described for allylic substitution with various carbon and heteronucleophiles catalyzed by Pd(OAc)2/TPPTS in an [EMIm]BF4/H2O medium. The ionic liquid/water containing catalyst system can be recycled eight times without loss of activity.

Synthesis of 3-Carbonyl Trisubstituted Furans via Pd-Catalyzed Aerobic Cycloisomerization Reaction: Development and Mechanistic Studies

Herein, we report the synthesis of 3-carbonyl-trisubstituted furans via Pd-catalyzed oxidative cycloisomerization reactions of 2-alkenyl-1,3-dicarbonyl scaffolds, using molecular oxygen as the sole oxidant to regenerate active palladium catalytic species, featuring good functional tolerance and mild reaction conditions. Deep investigation of intermediates and transition states of the reaction mechanism were conducted via experimental and DFT studies, providing a detailed mechanistical profile. The new developed methodology presents a greener alternative to Wacker-type cycloisomerizations and avoids the use of stoichiometric amounts of oxidants and strong acid additives.

Catalytic C?C Bond Formation Using a Simple Nickel Precatalyst System: Base- and Activator-Free Direct C-Allylation by Alcohols and Amines

A “totally catalytic” nickel(0)-mediated method for base-free direct alkylation of allyl alcohols and allyl amines is reported. The reaction is selective for monoallylation, uses an inexpensive NiII precatalyst system, and requires no activating reagents to be present.

Efficient synthesis of highly substituted pyrroles through a Pd(OCOCF 3)2-catalyzed cascade reaction of 2-alkenal-1,3-dicarbonyl compounds with primary amines

We describe an unprecedented Pd(OCOCF3)2-catalyzed cascade process for the synthesis of highly functionalized 1,2,3,5- tetrasubstituted pyrroles with high efficiency. Unlike documented methods relying on preformed enamines and active halogenated terminal alkenes, the process employs simple 2-alkenal-dicarbonyls and primary amines in 'one-pot'. The Royal Society of Chemistry 2013.