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Ethyl vanillin

Ethyl vanillin Structure
CAS No.
121-32-4
Chemical Name:
Ethyl vanillin
Synonyms
3-ETHOXY-4-HYDROXYBENZALDEHYDE;Rhodiarome;ETHYL VANILIN;Vanirom;FEMA 2464;FEMA 3107;BOURBONAL;ethvlvanillin;ethyl-vanilli;3-Ethoxy-4-hydroxybenzaldehyd
CBNumber:
CB7852934
Molecular Formula:
C9H10O3
Molecular Weight:
166.17
MOL File:
121-32-4.mol
MSDS File:
SDS
Modify Date:
2024/6/24 22:20:23

Ethyl vanillin Properties

Melting point 74-77 °C (lit.)
Boiling point 285°C
Density 1.1097 (rough estimate)
vapor pressure <0.01 mm Hg ( 25 °C)
refractive index 1.4500 (estimate)
FEMA 2464 | ETHYL VANILLIN
Flash point 127°C
storage temp. Store below +30°C.
solubility 2.82g/l
form Fine Crystalline Powder
pka 7.91±0.18(Predicted)
color White to off-white
Odor at 10.00 % in dipropylene glycol. sweet creamy vanilla caramel
Odor Type vanilla
Water Solubility slightly soluble
Sensitive Light Sensitive
Merck 14,3859
JECFA Number 893
BRN 1073761
Stability Hygroscopic
LogP 1.58 at 25℃
CAS DataBase Reference 121-32-4(CAS DataBase Reference)
NIST Chemistry Reference 3-Ethoxy-4-hydroxybenzadehyde(121-32-4)
EPA Substance Registry System Ethyl vanillin (121-32-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  1
RTECS  CU6125000
Hazard Note  Harmful/Irritant/Light Sensitive
TSCA  Yes
HS Code  29124200
Toxicity LD50 orally in rats: >2000 mg/kg, P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964)
NFPA 704
0
2 0

Ethyl vanillin price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W246409 Ethyl vanillin ≥98%, FCC, FG 121-32-4 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W246409 Ethyl vanillin ≥98%, FCC, FG 121-32-4 1KG ₹12383.8 2022-06-14 Buy
Sigma-Aldrich(India) W246409 Ethyl vanillin ≥98%, FCC, FG 121-32-4 10KG ₹56733.83 2022-06-14 Buy
Sigma-Aldrich(India) PHR1268 Ethyl vanillin Pharmaceutical Secondary Standard; Certified Reference Material 121-32-4 1G ₹8107.93 2022-06-14 Buy
Sigma-Aldrich(India) 75042 Ethyl vanillin analytical standard 121-32-4 100MG ₹5260.95 2022-06-14 Buy
Product number Packaging Price Buy
W246409 1SAMPLE-K ₹5141.88 Buy
W246409 1KG ₹12383.8 Buy
W246409 10KG ₹56733.83 Buy
PHR1268 1G ₹8107.93 Buy
75042 100MG ₹5260.95 Buy

Ethyl vanillin Chemical Properties,Uses,Production

Chemical Properties

Ethyl vanillin has an intense vanilla odor and sweet taste. The flavoring power is two to four times stronger than vanillin. Ethyl vanillin has been used in food since the 1930s; it enhances fruity and chocolate odor impression. Its addition is self-limiting, as too high a level may impart an unpleasant flavor in the product; the product is not stable. In contact with iron or alkali, it exhibits a red color and loses its flavoring power.

Occurrence

Not reported found in nature; it can be distinguished from vanillin because of the yellow color developed in the presence of concentrated H2SO4.

Uses

Ethyl Vanillin is a flavoring agent that is a synthetic vanilla flavor with approximately three and one-half times the flavoring power of vanillin. it has a solubility of 1 g in 100 ml of water at 50°c. it is used in ice cream, beverages, and baked goods.

Preparation

From safrole by isomerization to isosafrole and subsequent oxidation to piperonal; the methylene linkage is then broken by heating piperonal in an alcoholic solution of KOH; finally the resulting protocatechualdehyde is reacted with ethyl alcohol. From guaethol by condensation with chloral to yield 3-ethoxy-4-hydroxyphenyl trichloromethyl carbinol; this is then boiled with an alcoholic solution of KOH or NaOH, acidified, and extracted with chloroform to yield ethyl vanillin.

Production Methods

Unlike vanillin, ethyl vanillin does not occur naturally. It may be prepared synthetically by the same methods as vanillin, using guethol instead of guaiacol as a starting material; see Vanillin.

Definition

ChEBI: A member of the class of benzaldehydes that is vanillin in which the methoxy group is replaced by an ethoxy group.

General Description

Colorless crystals. More intense vanilla odor and taste than vanillin.

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

Protect from light. 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). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic. May cause irritation on contact.

Fire Hazard

Combustible

Pharmaceutical Applications

Ethyl vanillin is used as an alternative to vanillin, i.e. as a flavoring agent in foods, beverages, confectionery, and pharmaceuticals. It is also used in perfumery.
Ethyl vanillin possesses a flavor and odor approximately three times as intense as vanillin; hence the quantity of material necessary to produce an equivalent vanilla flavor may be reduced, causing less discoloration to a formulation and potential savings in material costs. However, exceeding certain concentration limits may impart an unpleasant, slightly bitter taste to a product due to the intensity of the ethyl vanillin flavor.

Safety Profile

Moderately toxic by ingestion, intraperitoneal, subcutaneous, and intravenous routes. A human skin irritant. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES and ETHERS.

Safety

Ethyl vanillin is generally regarded as an essentially nontoxic and nonirritant material. However, cross-sensitization with other structurally similar molecules may occur.
The WHO has allocated an acceptable daily intake for ethyl vanillin of up to 3 mg/kg body-weight.
LD50 (guinea pig, IP): 1.14 g/kg
LD50 (mouse, IP): 0.75 g/kg
LD50 (rabbit, oral): 3 g/kg
LD50 (rabbit, SC): 2.5 g/kg
LD50 (rat, oral): 1.59 g/kg
LD50 (rat, SC): 3.5–4.0 g/kg

storage

Store in a well-closed container, protected from light, in a cool, dry place. See Vanillin for further information.

Incompatibilities

Ethyl vanillin is unstable in contact with iron or steel, forming a redcolored, flavorless compound. In aqueous media with neomycin sulfate or succinylsulfathiazole, tablets of ethyl vanillin produced a yellow color. See Vanillin for other potential incompatibilities.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral capsules, suspensions, and syrups). Included in nonparenteral medicines licensed in the UK.

Global( 779)Suppliers
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