Veratraldehyde;3,4-Dimethoxybenzaldehyde 120-14-9 manufacturer

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Synonyms:n-VERATRALDEHYDE pure;Vanillin methyl ether, Veratraldehyde;Methyl vanilline;Vanilline methyl ether;3,4-Dimethoxybenzald;Extracts of Veratrum aldehyde;3,4-DiMethoxybenzene carbinal;4-DiMethoxybenzaldehyde

CAS:120-14-9

MF:C9H10O3

MW:166.17

EINECS:204-373-2

Product Categories:Isoquinolines ,Quinolines ,Quinaldines;API Intermediate;Aromatics;Miscellaneous Reagents;Pharmaceutical intermediate;aldehyde Flavor;Pharmaceutical Raw Materials;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;FINE Chemical & INTERMEDIATES;Veratraldehyde

Veratraldehyde Chemical Properties

Melting point 40-43 °C(lit.)

Boiling point 281 °C(lit.)

density 1.1708 (rough estimate)

FEMA 3109 | VERATRALDEHYDE

refractive index 1.5260 (estimate)

Fp >230 °F

storage temp. Store below +30°C.

solubility alcohol: freely soluble

form Lumps or Fused Solid

color：White to yellow

Water Solubility <0.1 g/100 mL at 22 oC

Sensitive Air Sensitive

Merck 14,9951

JECFA Number877

BRN：473899

Stability:Stable. Incompatible with strong bases, strong oxidizing agents.

CAS DataBase Reference：120-14-9(CAS DataBase Reference)

NIST Chemistry ReferenceBenzaldehyde, 3,4-dimethoxy-(120-14-9)

EPA Substance Registry System：Veratraldehyde (120-14-9)

Safety Information

Hazard Codes Xn,Xi

Risk Statements 22-38-36/37/38-36/38

Safety Statements 26-22-24/25-36

WGK Germany 3

RTECS YX5088000

F 9-23

TSCA Yes

HS Code：29124900

ToxicityLD50 orally in Rabbit: 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg

Veratraldehyde Usage And Synthesis

Chemical properties：White to brown or blue-gray needle crystal (crystallization in ether); sweet woody fragrance, fragrant grass aroma and strong flavor of vanilla blue; oxidized into odorless 3,4-dimethoxybenzoic acid (veratric acid) in the air; Melting point 43~45℃; Insoluble in cold water; soluble in hot water, ethanol and oil.

Natural products exist in the Java citronella oil and Hu Xanthium parsley oil and so on.

Use GB 2760 a 1996 provisions for the use of food spices.

Application

This product is the intermediate of organic synthesis. In pharmaceutical industry, it is used to synthesize methamphetamine and also used in the production of veterinary drug sulfonamide synergist. Adding 0.02% (weight) of this veterinary drug into feed can increase the efficiency of the iodine drug synergistic added in feed, which can prevent and control the poultry bacterial infection.

Used as pharmaceutical intermediate and mainly used for antibiotic drug synthesis.

PreparationIt can be derived from the reaction of 3-methoxy-4-hydroxybenzaldehyde (vanillin) and dimethyl sulfate, or derived from the methylation of dimethyl sulfate with vanillin in alkaline conditions.

Chemical Propertiesoff-white crystalline solid

Chemical PropertiesVeratraldehyde is a crystalline solid (mp 44.5–45°C) with a woody, vanillalike odor.

Veratraldehyde can be prepared by methylation of vanillin. It is used in oriental and warm, woody fragrances, as well as in flavor compositions for vanilla notes. It is an intermediate in, for example, the synthesis of pharmaceuticals.

Chemical PropertiesVeratraldehyde has a very sweet, woody, vanilla-like odor with a warm, sweet, vanilla-like taste. This compound gets oxidized in air to odorless veratric acid.

OccurrenceReported among the constituents of the essential oils of Cymbopogon javanensis and Eryngium poterium. Also reported found in raspberry, ginger, peppermint oil, Bourbon vanilla and mastic gum oil.

PreparationPrepared from vanillin by methylation of vanillin with dimethylsulfate under mildly alkaline conditions.

Aroma threshold valuesAroma characteristics at 1.0%: phenolic, sweet vanilla, powdery, slightly woody with a candy and cocoa creaminess.

Taste threshold valuesTaste characteristics at 50 ppm: phenolic, vanilla, sweet powdery cocoa, creamy, cherry-like with phenolic and balsamic nuances..

Synthesis Reference(s)Journal of the American Chemical Society, 69, p. 2070, 1947 DOI: 10.1021/ja01200a517

Organic Syntheses, Coll. Vol. 2, p. 619, 1943

Tetrahedron Letters, 20, p. 975, 1979

General DescriptionNeedles or chunky light peach powder. Has an odor of vanilla beans.

Air & Water ReactionsInsoluble in water.

Reactivity ProfileVeratraldehyde is incompatible with strong oxidizing agents and strong bases. . Veratraldehyde is an aldehyde. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction).

Fire HazardVeratraldehyde is probably combustible.

Purification MethodsCrystallise the ether from diethyl ether, pet ether, CCl4 or toluene. [Beilstein 8 IV 1765.]