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Vanillylacetone

CAS No.
122-48-5
Chemical Name:
Vanillylacetone
Synonyms
ZINGERONE;4-(4-HYDROXY-3-METHOXYPHENYL)BUTAN-2-ONE;ZINGIBERONE;Gingerone;Zingarone;FEMA 3124;NSC 15335;zingherone;[0]-Paradol;(0)-paradol
CBNumber:
CB9479326
Molecular Formula:
C11H14O3
Molecular Weight:
194.23
MDL Number:
MFCD00048232
MOL File:
122-48-5.mol
MSDS File:
SDS
Last updated:2024-04-01 18:08:31

Vanillylacetone Properties

Melting point 40-41 °C(lit.)
Boiling point 141 °C0.5 mm Hg(lit.)
Density 1.14 g/mL at 25 °C(lit.)
FEMA 3124 | ZINGERONE
refractive index n20/D 1.541(lit.)
Flash point >230 °F
storage temp. Sealed in dry,2-8°C
solubility Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka 10.03±0.20(Predicted)
color White to Pale Yellow
Odor at 100.00 %. sweet spicy phenolic ginger vanilla woody
Odor Type spicy
Merck 14,10166
JECFA Number 730
InChIKey OJYLAHXKWMRDGS-UHFFFAOYSA-N
LogP 0.64
CAS DataBase Reference 122-48-5(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) ZINGERONE
EWG's Food Scores 1
FDA UNII 4MMW850892
NIST Chemistry Reference 2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-(122-48-5)
EPA Substance Registry System 2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)- (122-48-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H303-H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  2
RTECS  EL8900000
TSCA  Yes
HS Code  29333999
NFPA 704
1
1 0

Vanillylacetone price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W312420 Vanillylacetone ≥98%, natural (US), FG 122-48-5 100g $193 2024-03-01 Buy
Sigma-Aldrich W312401 Vanillylacetone ≥96%, FG 122-48-5 sample $54.6 2024-03-01 Buy
Sigma-Aldrich W312420 Vanillylacetone ≥98%, natural (US), FG 122-48-5 500g $576 2024-03-01 Buy
Sigma-Aldrich 88787 Vanillylacetone analytical reference material 122-48-5 50mg $97.3 2024-03-01 Buy
TCI Chemical H1314 4-(4-Hydroxy-3-methoxyphenyl)-2-butanone >98.0%(GC) 122-48-5 25g $72 2024-03-01 Buy
Product number Packaging Price Buy
W312420 100g $193 Buy
W312401 sample $54.6 Buy
W312420 500g $576 Buy
88787 50mg $97.3 Buy
H1314 25g $72 Buy

Vanillylacetone Chemical Properties,Uses,Production

Food flavorings

Vanillylacetone also called zingerone , is a food spice which is allowed to be prepared   appropriately according to production needs by Chinese "Sanitary Standards of Using Food Additives" (GB 2760-1996),its chemical name is 4-(4-hydroxy 3-methoxyphenyl)-2-butanone. Yellow or light amber crystal (acetone, petroleum ether or ethyl ether-petroleum ether), at room temperature, after long time ,it becomes to a viscous liquid.It  has a strong irritating odor like spicy ginger and ginger-like pungent taste,it has a sweet, spicy, full-bodied and deep floral aroma, fragrance lasts for a long time. The relative density is 1.138~1.139 (25 ℃), melting point 40~41 ℃, boiling point 290 ℃ (102 ℃), refractive index 1.544~1.545. It  can be dissolved in 50% ethanol in 1:1 ratio , slightly soluble in water and petroleum ether, soluble in dilute alkali. In the steam it slowly evaporates. When heated ,it can deoxidate silver nitrate ammonia solution; and it can react with an alcohol solution of ferric chloride to turn to green. It is derived from the Zingiber officinale essential oils , Vanillylacetone is the main constituent of ginger oil . After the condensation reaction of vanillin and acetone,it is obtained through hydrogenation .it is used as a full-bodied flavor sweeteners and edible flavorings. In the perfumed products ,it can have a "leather", "tobacco" flavor. It is not easy to change color.
Vanillylacetone can be used in the formulation of flavors, it is mainly used as sweeteners for rich aromas and flavors , in very small quantities, the application range is very small. IFRA has no restrictions.
Vanillylacetone is recognized as GRAS by FEMA , FEMA number is 3124, and it is  approved by the FDA for human consumption,it is included in the artificial flavor table by the Council of Europe in the level of 15mg/kg dosage which can be used in foods and is not harmful to human health . Vanillylacetone can be used for food flavor and seasoning product formulations.
FEMA provides: Vanillylacetone highest reference amount is  soft drinks, 6.9mg/kg; ice cream, ices, 7.8mg/kg; candy, 11mg/kg; baked goods, 11mg/kg; chewing gum, 15mg/kg.

Content Analysis

Use gas chromatography (GT-10-4) nonpolar column method for the determination.

Toxicity

GRAS (FEMA).
LD502.58g/kg (rat, dictation).

Limited use

FEMA (mg/kg): Soft drinks 6.9; cold:7.8 ; confectionery, bakery products, 11.0; Chewing Gum:15.0
FDA, §172.515: the right amount limit.

Chemical Properties

White solid. Soluble in ether; sparingly soluble in water and petroleum ether.

Chemical Properties

Zingerone has a strong, pungent odor reminiscent of ginger. It has a sharp taste, similar to ginger.

Occurrence

Reported found in the essential oil of Zingiber officinale. Also reported found in cranberry, raspberry, ginger and mango.

Uses

Vanillylacetone is a phenolic compound that naturally occurs in cranberry and ginger. Studies shows that Vanillylacetone exhibits variable cytotoxic, cytoprotective and antioxidant activity against liver and human tumor cells. Vanillylacetone is also used in herbal medicine for various purposes.

Uses

In fragrances, flavors and cosmetics; in artificial spice oils.

Preparation

By condensation of vanillin with acetone followed by hydrogenation.

Definition

ChEBI: A ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at positions 3 and 4 by methoxy and hydroxy groups respectively. The major pungent component in ginger.

Aroma threshold values

Aroma characteristics at 10.0%: low impacting, creamy, spicy eugenol clove-like with a slight balsamic vanilla-like note.

Taste threshold values

Taste characteristics at 80 ppm: spicy with a biting, lingering heat. Taste characteristics at 20 ppm in 5% sugar solution: smooth, sweet, creamy and warm, spicy clove with a slight lingering burning bite.

Safety Profile

Moderately toxic by ingestion. A skin irritant. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

1080-12-2
122-48-5
Synthesis of Vanillylacetone from Vanillylidenacetone
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View Lastest Price from Vanillylacetone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Vanillylacetone pictures 2024-04-02 Vanillylacetone
122-48-5
US $10.00-30.00 / kg 1kg 99% 100ton/ month Nanjing Deda New Material Technology Ltd.
Vanillylacetone pictures 2023-09-13 Vanillylacetone
122-48-5
US $9.00 / KG 1KG 99.9 1 ton Hebei Guanlang Biotechnology Co,.LTD
Vanillylacetone pictures 2023-08-08 Vanillylacetone
122-48-5
US $0.00-0.00 / kg 1kg 99% 500000kg Hebei Kingfiner Technology Development Co.Ltd
  • Vanillylacetone pictures
  • Vanillylacetone
    122-48-5
  • US $10.00-30.00 / kg
  • 99%
  • Nanjing Deda New Material Technology Ltd.
  • Vanillylacetone pictures
  • Vanillylacetone
    122-48-5
  • US $9.00 / KG
  • 99.9
  • Hebei Guanlang Biotechnology Co,.LTD
  • Vanillylacetone pictures
  • Vanillylacetone
    122-48-5
  • US $0.00-0.00 / kg
  • 99%
  • Hebei Kingfiner Technology Development Co.Ltd

Vanillylacetone Spectrum

(0)-paradol [0]-Paradol 3-Methoxy-4-hydroxybenzylacetone 3-methoxy-4-hydroxy-benzylacetone 4-(3-methoxy-4-hydroxyphenyl)-2-butanone 4-(4-hydroxy-3 4-(4-hydroxy-3-methoxyphenyl)-2-butanon Gingerone zingerone [3-(4-hydroxy-3-methoxyphenyl)butan-2-one] zingherone VANILLYLACETONE (4-HYDROXY-3-METHOXYPHENYL)ETHYL METHYL KETONE 4-HYDROXY-3-METHOXYBENZYLACETONE 4-(4-HYDROXY-3-METHOXYPHENYL)-2-BUTANONE VANILLYLACETONE 96+% Zingarone 2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)- HOMOVANILLYL-METHYLKETONE 4-(4-Hydroxy-3-methoxyphenyl)butan-2-on Natural zingerone 2-(4-HYDROXY-3-METHOXYPHENYL)ETHYL METHYL KETONE ZINGERONE CONG. SOLID ZINGERONE CRYST. POWDER ZINGERONE, NATURAL Vanillylacetone ,98% Vanillylacetone - Natural FEMA 3124 ZINGERONE(P) Vanillylacetone Zingerone NSC 15335 4-(4-Hydroxy-3-methoxyphenyl) Natural Vanillylacetone 4-(4-Hydroxy-3-methoxyphenyl)-2-butanone> Vanillylacetone USP/EP/BP Zingerone,Vacillation TIANFUCHEM--High purity 122-48-5 Vanillylacetone ZINGERONE ZINGIBERONE 4-(4-HYDROXY-3-METHOXYPHENYL)BUTAN-2-ONE Zingerone 5503001 122-48-5 4HOC6H33OCH3CH2CH2COCH3 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Inhibitors Miscellaneous Natural Products