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A88107 Aldrich

p-Anisaldehyde

98%

Synonym: 4-Methoxybenzaldehyde, Aubépine

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Properties

Related Categories Aldehydes, Boswellia carterii, Building Blocks, C8, Carbonyl Compounds,
vapor density   4.7 (vs air)
assay   98%
refractive index   n20/D 1.573(lit.)
bp   248 °C(lit.)
mp   −1 °C(lit.)
density   1.119 g/mL at 25 °C(lit.)
Gene Information   human ... CYP1A2(1544)

Description

Packaging

1 kg in poly bottle

100, 500 g in poly bottle

5 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

WGK Germany 
1
RTECS 
BZ2625000
Flash Point(F) 
240.8 °F
Flash Point(C) 
116 °C

Protocols & Articles

Articles

Knoevenagel Condensation Reaction

The Knoevenagel Condensation Reaction is a classic organic synthesis, described by Emil Knoevenagel in the 1890’s. The Knoevenagel reaction is a modified Aldol Condensation with a nucleophilic additi...
Keywords: Aldol condensation, C-C bond formation, Condensations, Dehydration reaction, Knoevenagel Condensation, Nucleophilic additions, Organic synthesis

Peer-Reviewed Papers

References

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Au-containing all-carbon 1,3-dipoles: generation and [3+2] cycloaddition reactions. Zhang G and Zhang L J. Am. Chem. Soc. 130(38), 12598-9, (2008)

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Synthesis and antityrosinase mechanism of benzaldehyde thiosemicarbazones: novel tyrosinase inhibitors. Chen LH, Hu YH, Song W, et al. J. Agric. Food Chem. 60(6), 1542-7, (2012)

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Solvent-free condensation of phenylacetonitrile and nonanenitrile with 4-methoxybenzaldehyde: optimization and mechanistic studies. Loupy A, Pellet M, Petit A, et al. Org. Biomol. Chem. 3(8), 1534-40, (2005)

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Simultaneous trace-levels determination of Hg(II) and Pb(II) ions in various samples using a modified carbon paste electrode based on multi-walled carbon nanotubes and a new synthesized Schiff base. Afkhami A, Bagheri H, Khoshsafar H, et al. Anal. Chim. Acta 746, 98-106, (2012)

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Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. Laura E Korhonen et al J. Med. Chem. 48, 3808-15, (2005)

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Acaricidal activity of constituents identified in Foeniculum vulgare fruit oil against Dermatophagoides spp. (Acari: Pyroglyphidae). Lee HS J. Agric. Food Chem. 52(10), 2887-9, (2004)

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Does facilitating pollinator learning impede deceptive orchid attractiveness? A multi-approach test of avoidance learning. Juillet N, Salzmann CC, and Scopece G Plant Biol. (Stuttg.) 13(4), 570-5, (2011)

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Host-seeking and blood-feeding behavior of Aedes albopictus (Diptera: Culicidae) exposed to vapors of geraniol, citral, citronellal, eugenol, or anisaldehyde. Hao H, Wei J, Dai J, et al. J. Med. Entomol. 45(3), 533-9, (2008)

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Quantitative structure-activity relationship analysis of inhibitors of the nicotine metabolizing CYP2A6 enzyme. Minna Rahnasto et al J. Med. Chem. 48, 440-9, (2005)

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3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors. Chao-Bin Xue et al Bioorg. Med. Chem. 15, 2006-15, (2007)

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Enhancing the production of hydroxyl radicals by Pleurotus eryngii via quinone redox cycling for pollutant removal. Gómez-Toribio V, García-Martín AB, Martínez MJ, et al. Appl. Environ. Microbiol. 75(12), 3954-62, (2009)

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Effects of mushroom tyrosinase on anisaldehyde. Ha TJ, Tamura S, and Kubo I J. Agric. Food Chem. 53(18), 7024-8, (2005)

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New stable backbone linker resins for solid-phase peptide synthesis. Gu W and Silverman RB Org. Lett. 5(4), 415-8, (2003)

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Chemical and biological investigations of Delonix regia (Bojer ex Hook.) Raf. Jahan I, Rahman MS, Rahman MZ, et al. Acta. Pharm. 60(2), 207-15, (2010)

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Prenatal chemosensory learning by the predatory mite Neoseiulus californicus. Peralta Quesada PC and Schausberger P PLoS ONE 7(12), e53229, (2012)

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Isotope effects and heavy-atom tunneling in the Roush allylboration of aldehydes. Vetticatt MJ and Singleton DA Org. Lett. 14(9), 2370-3, (2012)

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p-Anisaldehyde: acaricidal component of Pimpinella anisum seed oil against the house dust mites Dermatophagoides farinae and Dermatophagoides pteronyssinus. Lee, H.S. Planta Med. 70, 279-281, (2004)

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Isolation of a gene responsible for the oxidation of trans-anethole to para-anisaldehyde by Pseudomonas putida JYR-1 and its expression in Escherichia coli. Han D, Ryu JY, Kanaly RA, et al. Appl. Environ. Microbiol. 78(15), 5238-46, (2012)

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Vibrational spectroscopy investigation using ab initio and density functional theory on p-anisaldehyde. Gunasekaran S, Seshadri S, Muthu S, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 70(3), 550-6, (2008)

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Discovery of estrogen receptor ? modulators from natural compounds in Si-Wu-Tang series decoctions using estrogen-responsive MCF-7 breast cancer cells. Li Liu et al Bioorg. Med. Chem. Lett. 22, 154-63, (2012)

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Evidence of 13C non-covalent isotope effects obtained by quantitative 13C nuclear magnetic resonance spectroscopy at natural abundance during normal phase liquid chromatography. Botosoa EP, Silvestre V, Robins RJ, et al. J. Chromatogr. A 1216(42), 7043-8, (2009)

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A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. Ashley A Reinke et al Bioorg. Med. Chem. Lett. 19, 4952-7, (2009)

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Geraniol, the putative anthelmintic principle of Cymbopogon martinii. Kumaran AM, D'Souza P, Agarwal A, et al. Phytother Res. 17(8), 957, (2003)

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Dynamic liquid phase nanoextraction coupled to GC/MS for rapid analysis of methoxyacetophenone and anisaldehyde isomers in urine. Wu HF and Yen JH J. Sep. Sci. 31(12), 2295-302, (2008)

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Inhibition of GABA shunt enzymes' activity by 4-hydroxybenzaldehyde derivatives. Yun-Hai Tao et al Bioorg. Med. Chem. Lett. 16, 592-5, (2006)

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Chemical composition of the essential oil of Feronia elephantum Correa. Pande C, Tewari G, Singh C, et al. Nat. Prod. Res. 24(19), 1807-10, (2010)

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Microarray analysis of p-anisaldehyde-induced transcriptome of Saccharomyces cerevisiae. Yu L, Guo N, Yang Y, et al. J. Ind. Microbiol. Biotechnol. 37(3), 313-22, (2010)

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Total synthesis of flocoumafen via knoevenagel condensation and intramolecular ring cyclization: general access to natural products. Jung JC, Lim E, Lee Y, et al. Molecules 17(2), 2091-102, (2012)

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Interesting anticandidal effects of anisic aldehydes on growth and proton-pumping-ATPase-targeted activity. Shreaz S, Bhatia R, Khan N, et al. Microb. Pathog. 51(4), 277-84, (2011)

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Exposure of Candida to p-anisaldehyde inhibits its growth and ergosterol biosynthesis. Shreaz S, Bhatia R, Khan N, et al. J. Gen. Appl. Microbiol. 57(3), 129-36, (2011)

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Anisaldehyde, a melanogenesis potentiator. Nitoda T, Fan MD, and Kubo I Z. Naturforsch. C 62(1-2), 143-9, (2007)

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Merck 14,663

Beil. 8,IV,252

Aldrich MSDS 1, 127:D / Arctander, 241 / Corp MSDS 1 (2), 274:D / Corp MSDS 1 (1), 274:D / FT-IR 2 (2), 2529:D / FT-IR 1 (2), 111:B / FT-NMR 1 (2), 941:A / Fenaroli / IR-Spectra (2), 800:F / IR-Spectra (3), 914:H / NMR-Reference 2 (2), 109:C / RegBook 1 (2), 1717:H / RegBook 41 (2), 1717:H / Sax 6, 283 / Sigma FT-IR 1 (2), 285:D / Structure Index 1, 272:A:7 / Vapor Phase 3, 1290:C

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