Vanilla odor

When making vanillin from guaiacol the chemist can smell success because the product will have an intense vanilla odor. One can even flavor cookies with the stuff (true ). This Riemer-Tiemann method is also an excellent way to get salicylal-dehyde from phenol in yields of up to 50%. The chemist does everything the same except uses NaOH instead of KOH. 

Properties. Vanillin is a colorless crystalline solid mp 82-83 °C) with a typical vanilla odor. Because it possesses aldehyde and hydroxyl substituents, it undergoes many reactions. Additional reactions are possible due to the reactivity of the aromatic nucleus. Vanillyl alcohol and 2-methoxy-4-methylphenol are obtained by catalytic hydrogenation vanillic acid derivatives are formed after oxidation and protection of the phenolic hydroxyl group. Since vanillin is a phenol aldehyde, it is stable to autoxidation and does not undergo the Cannizzarro reaction. Numerous derivatives can be prepared by etherification or esterification of the hydroxyl group and by aldol condensation at the aldehyde group. Several of these derivatives are intermediates, for example, in the synthesis of pharmaceuticals. 

The compound responsible for OZ 2 has a very intense sweet vanilla odor, but it is co-eluted with guaiacol on Carbowax 20M, which prevents it from being easily detected. Pre-fractionation on silica gel, combined with mass spectrometry and infra-red spectroscopy, identified the molecule responsible 2,3-dihyciro-5-hydroxy-2-methyl-4(H)-pyran-4-one (5), or DHM. 

PROP Dark-brown, viscid liquid vanilla odor. Sol in fixed oils sltly sol in propylene glycol insol in glycerin. Extracted from... 

White or slightly yellowish crystals with a characteristic intense vanilla odor and flavor. 

White or cream, crystalline needles or powder with characteristic vanilla odor and sweet taste. 

Properties Colorless to pale-yellow liquid slight vanilla odor. D 1.09 (25/25C), solidifies 15C, bp 295C (decomposes), refr index 1.5442-1.5452 (25C). 

Fine needles from water, mp 115. bp 295-300. Faint vanilla odor. Slightly sol in cold, freely in hoi water ale, benzene, chloroform, ether. Practically into in petr ether-... 

Colorless flakes possessing a finer and more intense vanilla odor and taste than vanillin, mp 77-78", Sparingly sol in water sol in ale, ether, glycerol, propylene glycol. Soly in 95% ale about 1 g/2 ml. LD orally in rats > 2000 mg/kg, P. M. Jenner et aL. Food Cos met. Toxicol 2, 327 (1964), USE In flavoring and perfumery. 

White Or very slightly yellow needles pleasant aromatic vanilla odor and taste. Slowly oxidizes somewhat on exposure to moist air. Affected by light, d 1.056 mp 80-81 (81 -83 ) bp 285 bp,j 170°. One gram dissolves in 100 ml water. 16 ml water at 80s, about 20 ml glycerol freely so] in ale, chloroform, ether, carbon disulfide, glacial acetic acid, pyridine also sol in oils and aq solns of alkali hydroxides-Solns are acid to litmus. Preserve in tight, light-resistant containers. LDjo orally in rats 1580 mg/kg (Jenner). 

Phenol aldehydes (Figure 13.9) are also present, but in relatively small quantities. Vanillin and syringaldehyde (benzoic aldehydes) have been identified, as well as coniferaldehyde and sina-paldehyde (cinnamic aldehydes). Vanillin plays an active part in the oaky and vanilla odors that barrels communicate to wine. 

Chem. Descrip. 2-Bromo-4 -hydroxyacetophenone in inert ingreds. Uses Bactericide for water-based paints, adhesives, waxes, polishes, leather food-contact paper/paperboard food-contact slimicide Regulatory FDA21CFR 176.170,176.300 Properties Reddish-bm. opaque liq., mild vanilla odor sp.gr. 1.03 g/ml dens. 8.6 Ib/gal pH 5-6 (100 ppm in water) 10% act. 

Properties Dk. brn. vise, liq., pleasant vanilla odor sol. in fixed oils si. sol. in propylene glycol insol. in water, glycerin dens. 1.150-1.170 Toxicology LD50 (oral, rat) > 5 g/kg, (skin, rabbit) >10 g/kg low toxicity by ing. and skin contact skin irritant mild allergen can cause contact dermatitis and stuffy nose common sensitizer may cross react with benzoin, rosin, benzoic acid, benzyl alcohol, cinnamic acid, essential oils, storax, etc. TSCA listed Precaution Combustible when heated Hazardous Decomp. Prods. Heated to decomp., emits acrid smoke and irritating fumes... 

Properties Pale yel. liq. spicy, carnation, sweet, vanilla odor m.w. 182.2 flash pt. 95 C Uses Fragrance in cosmetics, perfumes... 

Properties Sweet creamy vanilla odor, fruity resinous-caramel nuance Uses Natural flavoring agent in foods, vanilla extract and vanilla powd. flavoring fragrance in perfume... 

Properties Brn. powd., scorched vanilla odor wafer-sol. sp.gr. 1.2-1.3 bulk dens. 

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