98954-25-7

Usage

Uses

5-Butylthiophene-2-carbaldehyde can be used for prepared as CP450 inhibitors to treat pain.

InChI:InChI=1/C9H12OS/c1-2-3-4-8-5-6-9(7-10)11-8/h5-7H,2-4H2,1H3

Upstream product

• 1455-20-5 2-butylthiophene 
• 93-61-8 N-methyl-N-phenylformamide 
• 68-12-2 N,N-dimethyl-formamide 
• 5333-83-5 2-butyrylthiophene 

Downstream Products

• 143-08-8 nonyl alcohol 
• 603-35-0 triphenylphosphine 
• 142225-71-6 4-(5-butyl-2-thienylvinyl)benzoic acid 
• 142225-73-8 2-propenyl 4-(5-butyl-2-thienylvinyl)benzoate 
• 142225-71-6 trans-4-(5-butyl-2-thienylvinyl)benzoic acid 
• 2348-19-8 nonanal (2,4-dinitrophenyl)hydrazone 
• 54815-13-3 pelargonaldehyde diethyl acetal 

Relevant academic research and scientific papers

The Discovery of Citral-Like Thiophenes in Fried Chicken

The isomers of 3,7-dimethyl-2,6-octadienal, more commonly known together as citral, are two of the most notable natural compounds in the flavor and fragrance industry. However, both isomers are inherently unstable, limiting their potential use in various applications. To identify molecules in nature that can impart the fresh lemon character of citral while demonstrating stability under acidic and thermal conditions has been a major challenge and goal for the flavor and fragrance industry. In the study of fried chicken, several alkyl thiophenecarbaldehydes were identified by gas chromatography-mass spectrometry and gas chromatography-olfactometry that provided a similar citral-like aroma. The potential mechanism of formation in fried chicken is discussed. Furthermore, in order to explore the organoleptic properties of this structural backbone, a total of 35 thiophenecarbaldehyde derivatives were synthesized or purchased for evaluation by odor and taste. Certain organoleptic trends were observed as the length of the alkyl or alkenyl chain increased or when the chain was moved to different positions on the thiophene backbone. The 3-substituted alkyl thiophenecarbaldehydes, specifically 3-butyl-2-thiophenecarbaldehyde and 3-(3-methylbut-2-en-1-yl)-2-thiophenecarbaldehyde, exhibited strong citrus and citral-like notes. Several alkyl thiophenecarbaldehydes were tested in high acid stability trials (4 °C vs 38 °C) and outperformed citral both in terms of maintaining freshness over time and minimizing off-notes. Additional measurements were completed to calculate the odor thresholds for a select group of thiophenecarbaldehydes, which were found to be between 4.7-215.0 ng/L in air.

FORMYLTHIOPHENES AND THEIR USE IN FLAVOR AND FRAGRANCE COMPOSITIONS

The present invention is directed to novel organoleptic compounds, a process of augmenting, enhancing or imparting taste to a material selected from the group consisting of a foodstuff, a chewing gum, a dental product, an oral hygiene product and a medicinal product comprising the step of incorporating an olfactory acceptable amount of such novel organoleptic compounds, and a process of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of such novel organoleptic compounds.

Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane

Palladium-catalyzed allylation reactions of 2-(chloromethyl)thiophenes, 2-(chloromethyl)furans, and N-protected 2-(chloromethyl)-1H-pyrroles with allyltributylstannane were described in this study. This type of allylation reaction regioselectively occurred on the heteroarene rings to produce allylated dearomatization products or allylated heteroarenes with satisfactory yields.

Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives

Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl)perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length.

The Synthesis and Liquid Crystal Properties of Some Series Homologues of 1,2,4-Oxadiazole Derivatives

Homologues series of some derivatives of 3,5-(4-substituted phenyl)-1,2,4-oxydiazole were synthesized and their phase behavior studied.Introduction of the pentagonal heteroaromatic ring leads to significant changes in mesomorphic behavior in comparison with analogous compounds containing the phenyl ring.The synthesised compounds exhibit smectic and nematic phases. - Keywords: 1,2,4-oxadiazole, nematic and smectic liquid crystals

Thiophene cyclopropyl amine compounds, compositions and fungicidal use

According to the invention there are provided compounds useful for combatting fungi having the general formula (I): STR1 and stereoisomers thereof, wherein one of X and Y, but not both, is a group of the formula (II): STR2 and the other of X and Y is a hydrogen atom, a halogen atom, or an alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl, aryl, aralkyl, alkoxy, aryloxy or haloalkyl group or a STR3 group wherein R9, R10 and R11 can be alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl or aryl, Z is an oxygen atom, a sulphur atom or an --NH-group, A and B have the same significance as X or Y excluding a group of formula (II), R1, R2, R3 and R4 each represent a hydrogen atom, a halogen atom or an alkyl group containing from 1 to 4 carbon atoms, R5 and R6 each represent a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms, and R7 and R8 each represent an alkyl group containing from 1 to 4 carbon atoms or R7 and R8 together with the adjacent nitrogen atom form a heterocyclic ring which may optionally contain an additional hetero atom; and acid addition salts thereof.