Chemical properties Application Preparation
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Veratraldehyde

Chemical properties Application Preparation
Product Name
Veratraldehyde
CAS No.
120-14-9
Chemical Name
Veratraldehyde
Synonyms
3,4-DIMETHOXYBENZALDEHYDE;3,4-DIMETHOXYANILINE;Benzaldehyde, 3,4-dimethoxy-;204-373-2;VERATRYL ALDEHYDE;METHYL VANILLIN;Methyl vanilline;Veratral;VERATRIC ALDEHYDE;4-O-Methylvanillin
CBNumber
CB7281578
Molecular Formula
C9H10O3
Formula Weight
166.17
MOL File
120-14-9.mol
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Veratraldehyde Property

Melting point:
40-43 °C (lit.)
Boiling point:
281 °C (lit.)
Density 
1.1708 (rough estimate)
vapor pressure 
0.09Pa at 24℃
refractive index 
1.5260 (estimate)
FEMA 
3109 | VERATRALDEHYDE
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
alcohol: freely soluble
form 
Lumps or Fused Solid
color 
White to yellow
Odor
at 10.00 % in dipropylene glycol. sweet woody vanilla
Odor Type
creamy
Water Solubility 
<0.1 g/100 mL at 22 ºC
Sensitive 
Air Sensitive
JECFA Number
877
Merck 
14,9951
BRN 
473899
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents.
LogP
0.8 at 25℃
CAS DataBase Reference
120-14-9(CAS DataBase Reference)
NIST Chemistry Reference
Benzaldehyde, 3,4-dimethoxy-(120-14-9)
EPA Substance Registry System
Veratraldehyde (120-14-9)
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Safety

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
9-23
TSCA 
Yes
HS Code 
29124900
Toxicity
LD50 orally in Rabbit: 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W310905
Product name
Veratraldehyde
Purity
≥98%, FG
Packaging
1kg
Price
$168
Updated
2024/03/01
Sigma-Aldrich
Product number
W310905
Product name
Veratraldehyde
Purity
≥98%, FG
Packaging
5kg
Price
$514
Updated
2024/03/01
Sigma-Aldrich
Product number
W310905
Product name
Veratraldehyde
Purity
≥98%, FG
Packaging
10Kg
Price
$775
Updated
2024/03/01
Sigma-Aldrich
Product number
W310905
Product name
Veratraldehyde
Purity
≥98%, FG
Packaging
25kg
Price
$1620
Updated
2024/03/01
Sigma-Aldrich
Product number
143758
Product name
3,4-Dimethoxybenzaldehyde
Purity
99%
Packaging
5g
Price
$58.2
Updated
2024/03/01
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Veratraldehyde Chemical Properties,Usage,Production

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.

Preparation

It 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 Properties

off-white crystalline solid

Chemical Properties

Veratraldehyde 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 Properties

Veratraldehyde 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.

Occurrence

Reported 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.

Uses

Veratraldehyde was used in the preparation of 4-chloromethyl-2-(dimethoxyphenyl)-1,3-dioxolane. It was used in the synthesis of (+)-lithospermic acid, having anti-HIV activity. It forms 1:1 inclusion complexes with cyclodextrins. It reacts with 3-acetyl-2,5-dimethythiophene to yield chalcone dye, (2E)-3-(3,4-Dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one.

Definition

ChEBI: Veratraldehyde is a dimethoxybenzene that is benzaldehyde substituted by methoxy groups at positions 3 and 4. It is found in peppermint, ginger, raspberry, and other fruits. It has a role as an antifungal agent. It is a member of benzaldehydes and a dimethoxybenzene.

Preparation

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

Aroma threshold values

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

Taste threshold values

Taste 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 Description

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

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Veratraldehyde 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 Hazard

Veratraldehyde is probably combustible.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Taste at 50 ppm

Purification Methods

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

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View Lastest Price from Veratraldehyde manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
veratraldehyde 120-14-9
Price
US $15.00/kg
Min. Order
1kg
Purity
99.912%
Supply Ability
10ton
Release date
2024-04-26
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Veratraldehyde 120-14-9
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-04-24
Henan Fengda Chemical Co., Ltd
Product
Veratraldehyde 120-14-9
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24

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