A88107 Aldrich



Synonym: 4-Methoxybenzaldehyde, Aubépine



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)



1 kg in poly bottle

100, 500 g in poly bottle

5 g in glass bottle

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Safety & Documentation

Safety Information

WGK Germany 
Flash Point(F) 
240.8 °F
Flash Point(C) 
116 °C

Protocols & 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


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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)


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)


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)


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)


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


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)


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)


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)


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


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)


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)


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


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


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)


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


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


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)


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)


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)


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)


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)


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)


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


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)


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


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)


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)


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)


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)


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)


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


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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