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Ethyl vanillin

Overview
Ethyl vanillin
Ethyl vanillin structure
CAS No.
121-32-4
Chemical Name:
Ethyl vanillin
Synonyms
Ethavan;ETHOVAN;Vanilal;Vanirom;VANILLAL;burbonal;vanirome;NSC 1803;3-ethoxy-;FEMA 2464
CBNumber:
CB7852934
Molecular Formula:
C9H10O3
Formula Weight:
166.17
MOL File:
121-32-4.mol

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
Water Solubility 
slightly soluble
Sensitive 
Light Sensitive
Merck 
14,3859
JECFA Number
893
BRN 
1073761
CAS DataBase Reference
121-32-4(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
ETHYL VANILLIN
FDA 21 CFR
182.60; 182.90; 582.60
EWG's Food Scores
1
FDA UNII
YC9ST449YJ
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  H302-H315-H319-H335
Precautionary statements  P280a-P304+P340-P405-P501a-P264-P270-P280-P305+P351+P338+P337+P313-P501-P261-P305+P351+P338-P301+P312+P330
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(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.21276 3-Ethoxy-4-hydroxybenzaldehyde for synthesis 121-32-4 5 g $27.19 2021-03-22 Buy
Sigma-Aldrich 128090 3-Ethoxy-4-hydroxybenzaldehyde ReagentPlus , 99% 121-32-4 100g $33.2 2021-03-22 Buy
Sigma-Aldrich 8.21276 3-Ethoxy-4-hydroxybenzaldehyde for synthesis 121-32-4 250 g $91.11 2021-03-22 Buy
Sigma-Aldrich W246409 Ethyl vanillin ≥98%, FCC, FG 121-32-4 1 kg $107 2021-03-22 Buy
Sigma-Aldrich 1267500 Ethyl vanillin United States Pharmacopeia (USP) Reference Standard 121-32-4 200mg $399 2021-03-22 Buy

Ethyl vanillin Chemical Properties,Uses,Production

Overview

Vanillin (4-hydroxy-3-methoxybenzaldehyde) is the primary chemical component of the extract of vanilla bean. Natural vanilla extract is a mixture of several hundred compounds in addition to vanillin. Artificial vanilla flavoring solution of pure vanillin, is usually of synthetic origin. Synthetic vanillin and ethyl vanillin are used as flavoring agents in foods, beverages, and pharmaceuticals. Ethyl vanillin (3-ethoxy-4-hydroxybenzaldehyde; EVA, Fig. 1) is more expensive and has a stronger flavor. Compared to vanillin, ethyl vanillin has an ethoxy group (-O-CH2CH3) rather than a methoxy group (-O-CH3). The largest single use of ethyl vanillin is for flavoring. It is first synthesized from eugenol found in oil of clove and afterward synthesized from lignincontaining sulfite liquor, a by-product of wood pulp processing in paper manufacture. While some ethyl vanillin is still made from lignin waste, today most synthetic vanillin is synthesized in a two-step process from the petrochemical precursors: vanillin, ethyl vanillin, and guaiacol and, glyoxylic acid. Vanilla, being the world’s most popular flavoring materials, finds extensive applications in food, beverages, perfumery and pharmaceutical industry. With the high demand and limited supply of vanilla pods and the continuing increase in their cost, numerous efforts of blending and adulteration in natural vanilla extracts have been reported.

Ethyl vanillin and vanillin, the major phenolic constituents in vanilla products, are widely used as flavoring agents in foods and beverages. Ethyl vanillin, also used as a synthetic compound, is 2.5 times stronger in flavor than vanillin and used to substitute a large amount of vanillin, since it is less expensive and keeps better in storage and transport. Ethyl vanillin is converted to 3-ethoxy4-hydroxybenzaldehyde and 3-ethoxy-4-hydroxymandelic acid after dietary intake[1].

Chemical Properties

WHITE TO OFF-WHITE FINE CRYSTALLINE POWDER

Chemical Properties

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

Chemical Properties

Its odor resembles that of vanillin but is approximately three times as strong. Ethylvanillin can be prepared by method 2 as described for vanillin, using guethol instead of guaiacol as the starting material.

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.

Uses

In flavoring and perfumery.

Definition

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

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.

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.

Aroma threshold values

Detection: 100 ppb; recognition: 2 ppm

Taste threshold values

Taste characteristics at 50 ppm: sweet, creamy, vanilla, smooth and caramellic.

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 3305, 1979 DOI: 10.1021/jo01333a006

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.

Ethyl vanillin Preparation Products And Raw materials

Raw materials

Preparation Products


Ethyl vanillin Suppliers

Global( 451)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hengshui Haoye Chemical Co.,Ltd.
0318-2102300
hy@chemcoms.com CHINA 215 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8881 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 3001 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29968 58
NINGBO INNO PHARMCHEM CO., LTD.
13867897135
sales@nbinno.com CHINA 925 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Accela ChemBio Inc.
(+1)-858-699-3322
(+1)-858-876-1948 info@accelachem.com United States 19969 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 4940 58
hdzhl biotechnology co., ltd
86-13032617415
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View Lastest Price from Ethyl vanillin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-09-07 Ethyl vanillin
121-32-4
US $20.00 / Kg/Drum 25Kg/Drum 99.99% 1 ton per week Wuhan Mulei New Material Technology Co. Ltd
2021-08-10 Ethyl vanillin
121-32-4
US $20.00 / Kg 1KG 99% 500ton Shanghai Yunao International Trade Co., Ltd
2021-07-30 Ethyl Vanillin
121-32-4
US $50.00 / KG 1KG 99% 10t Nanjing Sky Hope Tongyuan Biological Engineering Co., Ltd.

Ethyl vanillin Spectrum


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