175203-90-4

Basic information

• Product Name: 4-Hex-1-ynylbenzaldehyde
• Synonyms: 4-HEX-1-YNYLBENZALDEHYDE;BUTTPARK 95\04-20;4-Hex-1-ynylbenzalldehyde;4-Hex-1-ynylbenzaldehyde, tech;4-(HEX-1-YN-1-YL)BENZALDEHYDE
• CAS NO: 175203-90-4
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.25
• Mol File: 175203-90-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 106 °C
• Flash Point: 128.2 °C
• Appearance: /
• Density: 1 g/cm³
• Vapor Pressure: 0.000852mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 4-Hex-1-ynylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hex-1-ynylbenzaldehyde(175203-90-4)
• EPA Substance Registry System: 4-Hex-1-ynylbenzaldehyde(175203-90-4)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 175203-90-4(Hazardous Substances Data)

Usage

General Description

4-Hex-1-ynylbenzaldehyde is a chemical compound with the formula C13H12O. It consists of a benzene ring with a hexynyl group (a hydrocarbon chain with a triple bond) and an aldehyde functional group attached to it. 4-Hex-1-ynylbenzaldehyde is commonly used in organic synthesis and research as a building block to create more complex molecules. It is also known for its aromatic and fruity odor, making it useful in the production of fragrances and flavorings. Due to its unique structure and properties, 4-Hex-1-ynylbenzaldehyde has potential applications in various industries, including pharmaceuticals, cosmetics, and food production. Additionally, it is important to handle this compound with care, as it may pose health hazards if not used properly.

InChI:InChI=1/C13H14O/c1-2-3-4-5-6-12-7-9-13(11-14)10-8-12/h7-11H,2-4H2,1H3

Upstream product

• 693-02-7 hex-1-yne 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 87199-17-5 4-formylphenylboronic acid, 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 1240307-24-7 1-(4-(hex-1-ynyl)benzyl)azetidine-3-carboxylic acid 
• 1426121-82-5 C₃₄H₅₄N₂ 
• 49763-69-1 4-hexylbenzaldehyde 
• 1644664-74-3 methyl (2E,4E)-4-(4-formylbenzylidene)oct-2-enoate 
• 945414-22-2 4-((Z)-hex-1-enyl)benzaldehyde 

Relevant articles and documents

RATIONALLY DESIGNED LAWSONE DERIVATIVES AS ANTIMICROBIALS AGAINST MULTIDRUG-RESISTANT STAPHYLOCOCCUS AUREUS

Naphthoquinone derivatives of Lawsone have been found to be effective against Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA). Such compounds generally contain a substituent group at the 3-position of a specific naphthoquinone compound, i.e. 2-hydroxy-1,4-naphthoquinone. One of these derivatives referred to as compound 6c in the series exhibits potent antimicrobial activity that is comparable to that of the two commercial antibiotics ofloxacin and ciprofloxacin against the two strains of methicillin sensitive Staphylococcus aureus (MSSA; ATCC 29213 and ATCC 6538). In the case of two strains of MRSA (ATCC BAA-44 and ATCC BAA-1717) that have developed drug resistance to both ofloxacin and ciprofloxacin, the antimicrobial activity of 6c can almost rival that of vancomycin and daptomycin. Furthermore, 6c is also effective against vancomycin-intermediate and daptomycin non-susceptible strain of MRSA (ATCC 700699). Besides the efficacy, 6c has a much improved drug resistance profile in comparison with the conventional antibiotics.

Antimycobacterial activity evaluation, time-kill kinetic and 3D-QSAR study of C-(3-aminomethyl-cyclohexyl)-methylamine derivatives

A series of C-(3-aminomethyl-cyclohexyl)-methylamine derivatives were synthesized and evaluated for their antitubercular activity. Some of the compounds exhibited potent activity against Mycobacterium tuberculosis H37Rv. One of the compound having t-butyl at para position of the benzene ring showed excellent activity even better than the standard drug ethambutol with MIC value 1.1 ± 0.2 μM. The time-kill kinetics study of two most active compounds showed rapid killing of the M. tuberculosis within 4 days. Additionally atom-based quantitative structure-activity relationship (QSAR) model was developed that gave a statistically satisfying result (R2) = 0.92, Q2 = 0.75, Pearson-R = 0.96 and effectively predicts the anti-tuberculosis activity of training and test set compounds.

Green catalysts: Solid-phase peptide carbene ligands in aqueous transition-metal catalysis

A series of functionalized imidazolium ions containing a pyridine moiety and carboxylic acid functionality has been synthesized in solution. These compounds serve as N-heterocyclic carbene precursors and were attached to a dipeptide on solid support by means of standard peptide coupling techniques. Treatment with base generated the corresponding carbenes, which were directly complexed to palladium(II) and subsequently studied by mass spectrometry and NMR spectroscopy. The supported monocarbene catalyst 7 was successfully applied in Sonogashira and Suzuki cross-coupling reactions, and the cross-coupling products were isolated in excellent yield. Bis(carbene) catalyst 8 was successfully applied in solution in high-yielding Suzuki cross-coupling reactions. Furthermore, the catalysts proved to be stable in aqueous media, which allowed the Suzuki cross-coupling reactions to be performed in water. No loss of catalytic activity was observed when supported catalyst 7 was recycled and subjected to repetitive cycles of Suzuki cross-coupling reactions in water. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.