5669-16-9

Usage

Uses

Used in the Food Industry:
Benzylbutanoic acid is used as a flavoring agent for its sweet odor, enhancing the taste and aroma of various food products.
Used in the Perfume and Fragrance Industry:
It serves as a key component in the production of perfumes and fragrances, contributing to their unique scents and long-lasting properties.
Used in Pharmaceutical and Medical Applications:
Benzylbutanoic acid is used as an antimicrobial and anti-inflammatory agent, making it a potential candidate for developing new drugs and treatments.
Used in Organic Chemistry:
It is a versatile intermediate in organic chemistry, often used in the synthesis of various organic compounds, showcasing its importance in chemical research and development.
Used in Consumer Products:
Due to its low toxicity and safety for use in food, benzylbutanoic acid is a valuable ingredient in a wide range of consumer products, ensuring their quality and efficacy.

InChI:InChI=1/C11H14O2/c1-2-10(11(12)13)8-9-6-4-3-5-7-9/h3-7,10H,2,8H2,1H3,(H,12,13)

Upstream product

• 75-03-6 ethyl iodide 
• 607-81-8 diethyl 2-benzylmalonate 
• 128588-90-9 3-benzyl-3-ethyl-2-phenylsulphonyl-2-trimethylsilyloxirane 
• 7664-93-9 sulfuric acid 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 100-39-0 benzyl bromide 
• 768-56-9 4-Phenylbut-1-ene 
• 2983-36-0 ethyl 2-benzylbutanoate 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 128588-80-7 3-benzyl-3-ethyl-2-phenylsulphonyloxirane 
• 1007-32-5 benzyl ethyl ketone 
• 501-52-0 3-Phenylpropionic acid 
• 35781-54-5 2-(α-hydroxy-benzyl)-butyric acid 

Downstream Products

• 76352-71-1 methyl 3-phenyl-2-ethylpropionate 
• 56640-48-3 2-benzyl butanol 
• 98090-63-2 2-benzyl-butyric acid anilide 
• 84855-93-6 4-Methoxy-benzenesulfonic acid 3-cyclohexylmethyl-2-oxo-pentyl ester 
• 84855-92-5 3-cyclohexylmethyl-2-oxopentyl benzenesulfonate 
• 84855-58-3 1-diazo-3-ethyl-4-cyclohexyl-2-butanone 
• 85623-39-8 3-cyclohexylmethyl-1-hydroxy-2-pentanone 
• 84855-71-0 1-chloro-3-ethyl-4-cyclohexyl-2-butanone 
• 84855-48-1 2-Cyclohexylmethyl-butyryl chloride 
• 24569-60-6 2-ethyl-3-phenylpropanal 
• 936354-51-7 C₁₉H₂₂N₂SO 
• 343232-12-2 2-Benzyl-2-(α-hydroxybenzyl)buttersaeure 
• 110604-57-4 2-cyclohexylmethyl-butyric acid 
• 2983-36-0 ethyl 2-benzylbutanoate 

Relevant academic research and scientific papers

Synthesis and olfactory evaluation of optically active β-alkyl substituted γ-lactones and whiskey lactone analogues

Optically active β-alkyl substituted γ-lactones and whiskey lactone analogues were synthesized, and the odor properties were evaluated. During the preparation of the chiral intermediates, we found good reaction conditions for the highly enantioselective esterification of 3-arylmethyl-2-methyl-1-propanols to kinetically resolve them. The results of the olfactory evaluations of the synthesized lactones revealed that the alkyl groups on the γ-lactone rings played an important role for the odor profiles.

Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals

In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.

Styrene-acrylic acid synthetic method of the compound

The invention discloses a method for directly achieving direct arylation reaction of benzene and carbonyl beta-bite sp3C-H bonds employing palladium acetate as a catalyst under the action of bidentate guide base, so as to synthesize a phenylpropionic acid compound. The method comprises the following steps: sequentially adding a 2-propionamido-pyridine-1-oxide, palladium acetate, gibbsite dipotassium phosphate, an aryl iodide compound and dimethylsulfoxide to a shrek tube in an air atmosphere, and reacting for 20-30 hours; after the reaction is ended, cooling to a room temperature, extracting, drying, concentrating and carrying out chromatographic separation to obtain an arylated product; dissolving the obtained arylated product into an ethanol solution of NaOH and reacting for 20-30 hours; and after reaction is ended, neutralizing, extracting, drying, concentrating and carrying out column chromatography to obtain the phenylpropionic acid compound. The method is mild in reaction condition, and good in functional group tolerance; an external additive is not needed; and the carbonyl beta-bite sp3C-H bonds in the 2-propionyl aminopyridine-1-oxide can be directly arylated.

Influence of the position of the substituent on the efficiency of lipase-mediated resolutions of 3-aryl alkanoic acids

Hydrolase-catalysed kinetic resolutions to provide enantioenriched α-substituted 3-aryl alkanoic acids are described. (S)-2-Methyl-3- phenylpropanoic acid (S)-1a was prepared in 96% ee by Pseudomonas fluorescens catalysed ester hydrolysis, while, Candida antarctica lipase B (immob) resolved the α-ethyl substituted 3-arylalkanoic acid (R)-1b in 82% ee. The influence of the position of the substituent relative to the ester site on the efficiency and enantioselectivity of the biotransformation is also explored; the same lipases were found to resolve both the α- and β-substituted alkanoic acids. Furthermore, the steric effect of substituents at the C2 stereogenic centre relative to that for their C3 substituted counterparts on the efficiency and stereoselectivity is discussed.

A method to prepare optically active acyclic α-benzyl ketones by thermodynamically controlled deracemization

Thermodynamically controlled deracemization of some acyclic ketones bearing a chiral center at the position α to the carbonyl group was satisfactorily achieved. Acyclic ketones with high optical purities could be isolated after treatment of the racemic ketones with base in aqueous MeOH in the presence of (-)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[5. 4]decane (1a). The efficiency of the deracemization was appreciably influenced by the ratio of H2O/MeOH used as solvent. Racemic ketones bearing a chiral center at the position α to the carbonyl group were converted into optically active ketones in the presence of TADDOL-type host molecule 1a in H2O/MeOH in suspension in basic media. Copyright

Asymmetric synthesis of novel α-amino acids with β-branched side chains

An asymmetric synthesis of α-amino acids with novel β-branched side chains has been implemented. The syntheses feature a p-toluenesulfinylimine induced chiral Strecker approach and were found to be applicable to the introduction of both aliphatic and aromatic β-branched sidechains for preparation of previously unknown α-amino acids.

Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hyperplasia and other diseases

Certain 2H-pyran-2-ones are useful for treating benign prostatic hypertrophy or hyperplasia, prostatic cancer, alopecia, hirsutism, acne vulgaris and seborrhea.

XANTHINE DERIVATIVES AS ADENOSINE A1 RECEPTOR ANTAGONISTS

A method of attenuating a cognitive deficit in a patient in need thereof comprising administering to the patient a xanthine derivative.

CHEMOENZYMATIC SYNTHESIS OF THE ENANTIOMERS OF IOPANOIC ACID

The two enantiomers of Iopanoic acid 1 were prepared in enantiomeric excess higher than 90percent by enzyme-catalyzed hydrolysis of precursors (+/-)-2a and (+/-)-3a, followed by standard chemical transformations.Among the tested enzymes, chymotrypsin and Lipase PS proved to be the most selective catalysts.The stereochemical outcome of the lipase-catalyzed hydrolyses of esters (+/-)-2a-d is strictly dependent upon both the size of the alkyl group attached to the chiral center and the substituent in the aromatic ring.The enantioselectivity of the reactions was evaluated by chiral HPLC and the configurations of the new products were assigned by chemical correlations.

A New Method for the Synthesis of α-Bromoacyl Silanes via Ring-opening of 2-Phenylsulphonyl-2-trimethylsilyloxiranes

2-Phenylsulphonyl-2-trimethylsilyloxiranes 2 are efficiently prepared by treatment of 2-phenyl-sulphonyloxiranes 3 with butyllithium in the presence of chlorotrimethylsilane at low temperatures.Reaction of 3-alkyl-2-phenylsulphonyl-2-trimethylsilyloxiranes 2, in which the alkyl group is primary, with magnesium bromide at room temperature gives 2-bromoacyl silanes 1 in good yield.Reaction at higher temperatures leads to competing formation of bromovinyl sulphones 7.Reaction of 3,3-dialkyloxiranes with magnesium bromide occurs much more readily, leading to 2-bromoacyl silanes 1 in moderate yields.Other products derived from a common carbocationic intermediate are also isolated.