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W300403 Aldrich

Salicylaldehyde

≥98%, FG

Synonym: 2-Hydroxybenzaldehyde

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Properties

Related Categories Alphabetical Listings, Flavors and Fragrances, Halal Certified Products, Kosher Certified Products, O - Z,
biological source   synthetic
grade   FG
  Halal
  Kosher
  NI
reg. compliance   FDA 21 CFR (172.515)
  EU Regulation 1334/2008 & 872/2012
vapor density   4.2 (vs air)
vapor pressure   1 mmHg ( 33 °C)
assay   ≥98%
refractive index   n20/D 1.573(lit.)
bp   197 °C(lit.)
mp   1-2 °C(lit.)
density   1.146 g/mL at 25 °C(lit.)
Organoleptic   almond; spicy
allergen   no known allergens

Description

Packaging

1 kg in poly bottle

10, 25 kg in poly drum

Other Notes

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Salicylaldehyde

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
Risk Statements (Europe) 
Safety Statements (Europe) 
29/35-61-64
WGK Germany 
2
RTECS 
VN5250000
Flash Point(F) 
170.6 °F
Flash Point(C) 
77 °C

Protocols & Articles

Articles

Determination of Water Content in Salicylaldehyde Using Karl Fischer Titration

Aldehydes have a tendency to form acetals. At the same time water is formed. Water is bound in the bisulfite addition. Short chain aldehydes show a strong tendency to acetal formation, aromatic aldeh...
Keywords: Size-exclusion chromatography, Titrations

Understanding the Complexities of Kosher Ingredients

Dr. Luke Grocholl, Quality Assurance Supervisor, Sigma-Aldrich Flavors & Fragrances and Rabbi Gershon Segal
Keywords: Fermentation, Food & Beverage, Safety industry

Peer-Reviewed Papers

References

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Catalytic hydroacylation as an approach to homoaldol products. Murphy SK, Petrone DA, Coulter MM, et al. Org. Lett. 13(23), 6216-9, (2011)

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Direct access to enantioenriched spiroacetals through asymmetric relay catalytic three-component reaction. Wu H, He YP, and Gong LZ Org. Lett. 15(3), 460-3, (2013)

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Rhenium(I) tricarbonyl complexes of salicylaldehyde semicarbazones: synthesis, crystal structures and cytotoxicity. Ho J, Lee WY, Koh KJ, et al. J. Inorg. Biochem. 119, 10-20, (2013)

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DNA binding and nucleolytic properties of Cu(ii) complexes of salicylaldehyde semicarbazones. Lee WY, Yan YK, Lee PP, et al. Metallomics 4(2), 188-96, (2012)

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Rhodium(III)-catalyzed dehydrogenative Heck reaction of salicylaldehydes. Shi Z, Schröder N, and Glorius F Angew. Chem. Int. Ed. Engl. 51(32), 8092-6, (2012)

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Analgesic and anti-inflammatory activities of salicylaldehyde 2-chlorobenzoyl hydrazone (H(2)LASSBio-466), salicylaldehyde 4-chlorobenzoyl hydrazone (H(2)LASSBio-1064) and their zinc(II) complexes. Júnior WB, Alexandre-Moreira MS, Alves MA, et al. Molecules 16(8), 6902-15, (2011)

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Protein chemical synthesis by serine and threonine ligation. Zhang Y, Xu C, Lam HY, et al. Proc. Natl. Acad. Sci. U. S. A. 110(17), 6657-62, (2013)

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Mutual interference between intramolecular proton transfer sites through the adjoining π-conjugated system in Schiff bases of double-headed, fused salicylaldehydes. Houjou H, Shingai H, Yagi K, et al. J. Org. Chem. 78(18), 9021-31, (2013)

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Enantioselective organocatalytic three-component Petasis reaction among salicylaldehydes, amines, and organoboronic acids. Han WY, Wu ZJ, Zhang XM, et al. Org. Lett. 14(4), 976-9, (2012)

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Desmotropy, polymorphism, and solid-state proton transfer: four solid forms of an aromatic o-hydroxy Schiff base. Rubčić M, Užarević K, Halasz I, et al. Chemistry 18(18), 5620-31, (2012)

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A novel dinuclear Schiff-base copper(II) complex modified electrode for ascorbic acid catalytic oxidation and determination. Zhang Z, Li X, Wang C, et al. Dalton Trans. 41(4), 1252-8, (2012)

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Interplay of salicylaldehyde, lysine, and M2+ ions on α-synuclein aggregation: cancellation of aggregation effects and determination of salicylaldehyde neurotoxicity. Ha Y, Liew H, Park HY, et al. Neurosci. Res. 71(2), 168-77, (2011)

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Comparison of the simple cyclic voltammetry (CV) and DPPH assays for the determination of antioxidant capacity of active principles. Arteaga JF, Ruiz-Montoya M, Palma A, et al. Molecules 17(5), 5126-38, (2012)

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Synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans via (3,5)-oxonium-ene reaction. Saha P, Bhunia A, and Saikia AK Org. Biomol. Chem. 10(12), 2470-81, (2012)

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Highly efficient enantioselective three-component synthesis of 2-amino-4H-chromenes catalysed by chiral tertiary amine-thioureas. Yang G, Luo C, Mu X, et al. Chem. Commun. (Camb.) 48(47), 5880-2, (2012)

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Syntheses, characterization, biological activity and fluorescence properties of bis-(salicylaldehyde)-1,3-propylenediimine Schiff base ligand and its lanthanide complexes. Taha ZA, Ajlouni AM, Al-Hassan KA, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 81(1), 317-23, (2011)

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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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Acceleration of Petasis reactions of salicylaldehyde derivatives with molecular sieves. Shi X, Hebrault D, Humora M, et al. J. Org. Chem. 77(2), 1154-60, (2012)

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Crystal structure and theoretical studies of the keto-enol isomerism of N,N'-bis(salicylidene)-o-phenylenediamine (salophen). Mota VZ, de Carvalho GS, Corbi PP, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 99, 110-5, (2012)

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Substituted salicylaldehydes as potential antimicrobial drugs: minimal inhibitory and microbicidal concentrations. Pelttari E, Lehtinen M, and Elo H Z. Naturforsch. C 66(11-12), 571-80, (2011)

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Fluorescent studies of salicylaldehyde and other related carbonyl compounds for the selective and sensitive detection of zinc(II) ions in aqueous solution. Hisaindee S, Zahid O, Meetani MA, et al. J. Fluoresc. 22(2), 677-83, (2012)

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Spectroscopic analyses on interaction of Amantadine-Salicylaldehyde, Amantadine-5-Chloro-Salicylaldehyde and Amantadine-o-Vanillin Schiff-Bases with bovine serum albumin (BSA). Wang Z, Gao J, Wang J, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 83(1), 511-7, (2011)

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Synthesis and biological evaluation of a novel series of bis-salicylaldehydes as mushroom tyrosinase inhibitors. Giovanna Delogu et al Bioorg. Med. Chem. Lett. 20, 6138-40, (2010)

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Catalytic asymmetric Petasis reactions of vinylboronates. Shi X, Kiesman WF, Levina A, et al. J. Org. Chem. 78(18), 9415-23, (2013)

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Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors. Fabien Vincent et al Bioorg. Med. Chem. Lett. 19, 6793-6, (2009)

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Synthesis, characterization of conjugated oligo-phenylene-ethynylenes and their supramolecular interaction with β-cyclodextrin for salicylaldehyde detection. Liu M, Deng J, Lai C, et al. Talanta 100, 229-38, (2012)

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Synthesis and biological activity of new 1,3-dioxolanes as potential antibacterial and antifungal compounds. Küçük HB, Yusufoğlu A, Mataracı E, et al. Molecules 16(8), 6806-15, (2011)

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Simultaneous determination of amoxicillin and ampicillin in eggs by reversed-phase high-performance liquid chromatography with fluorescence detection using pre-column derivatization. Xie K, Jia L, Xu D, et al. J. Chromatogr. Sci. 50(7), 620-4, (2012)

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Synthesis, spectral, thermal and thermodynamic studies of oxovanadium(IV) complexes of Schiff bases derived from 3,4-diaminobenzoic acid with salicylaldehyde derivatives. Mohammadi K, Niad M, and Irandoost A Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 107, 145-50, (2013)

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[Antibacterial activity of essential oil vapor for histamine-producing bacteria]. Kamii E, Terada G, Akiyama J, et al. Shokuhin Eiseigaku Zasshi 52(5), 276-80, (2011)

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Iron-catalyzed oxidative direct α-C-H bond functionalization of cyclic ethers: selective C-O bond formation in the presence of a labile aldehyde group. Barve BD, Wu YC, El-Shazly M, et al. Org. Lett. 16(7), 1912-5, (2014)

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Merck 14,8326

Beil. 8,IV,176

Aldrich MSDS 1, 1594:D / Arctander, 2815 / Corp MSDS 1 (2), 3064:B / FT-IR 1 (2), 106:A / FT-IR 2 (2), 2524:A / FT-NMR 1 (2), 934:C / Fenaroli / IR-Spectra (3), 912:E / IR-Spectra (2), 798:E / NMR-Reference 2 (2), 105:B / RegBook 1 (2), 1713:L / RegBook 15 (2), 1713:L / Sax 6, 2379 / Sigma FT-IR 1 (2), 885:A / Structure Index 1, 272:B:1 / Vapor Phase 3, 1285:C

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