Superiority:
PRODUCT DETAILS
Product Name: |
ISOEUGENOL |
Synonyms: |
4-HYDROXY-3-METHOXY-1-PROPENYLBENZENE;4-PROPENYL-2-METHOXYPHENOL;4-PROPENYLGUAIACOL;3-METHOXY-4-HYDROXYPROPENYLBENZENE;2-METHOXY-4-((E)-PROPENYL)-PHENOL;2-METHOXY-4-PROPENYLPHENOL;FEMA 2468;ISOEUGENOL |
CAS: |
97-54-1 |
MF: |
C10H12O2 |
MW: |
164.2 |
EINECS: |
202-590-7 |
Product Categories: |
|
Mol File: |
97-54-1.mol |
|
|
ISOEUGENOL Chemical Properties |
Melting point |
-10 °C |
Boiling point |
266 °C |
density |
1.082 g/mL at 25 °C |
vapor density |
>1 (vs air) |
vapor pressure |
<0.01 mm Hg ( 20 °C) |
refractive index |
n20/D 1.575(lit.) |
FEMA |
2468 | ISOEUGENOL |
Fp |
>230 °F |
storage temp. |
-20°C |
solubility |
Benzene (Slightly), Chloroform, Methanol (Sparingly) |
pka |
10.10±0.31(Predicted) |
form |
Viscous Liquid |
color |
Clear yellow |
Merck |
14,5171 |
JECFA Number |
1260 |
BRN |
1909602 |
Stability: |
Stable. Incompatible with strong oxidizing agents. |
CAS DataBase Reference |
97-54-1(CAS DataBase Reference) |
EPA Substance Registry System |
Isoeugenol (97-54-1) |
Provider |
Language |
SigmaAldrich |
English |
ACROS |
English |
ALFA |
English |
|
ISOEUGENOL Usage And Synthesis |
Description |
Isoeugenol is a phenylpropene, a propenyl-substituted guaiacol existing in some essential oils of plants. It is produced by plants as defense compounds against animals and microorganisms and as floral attractants of pollinators. It can also be used as inhibitors of lipid peroxidation and as free radicals scavenger. Because of its antimicrobial properties as well as pleasing aromas and flavors, humans, since antiquity, have used plant material containing phenylpropenes to preserve and flavor their food. |
References |
Koeduka, Takao, et al. "Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester." Proceedings of the National Academy of Sciences 103.26 (2006): 10128-10133.
Rajakumar, D. V., and M. N. A. Rao. "Dehydrozingerone and isoeugenol as inhibitors of lipid peroxidation and as free radical scavengers." Biochemical pharmacology 46.11 (1993): 2067-2072. |
Description |
Isoeugenol has a floral odor reminiscent of carnation. May be prepared by the alkaline isomerization of eugenol obtained from essential oils high in eugenol. |
Chemical Properties |
Isoeugenol has a floral odor reminiscent of carnation. |
Chemical Properties |
light yellow-green viscous liquid |
Chemical Properties |
Isoeugenol occurs in many essential oils, mostly with eugenol, but not as the main component. Commercial isoeugenol is a mixture of (E)- and (Z)-isomers, in which the (E)-isomer dominates because it is thermodynamically more stable. Isoeugenol is a yellowish, viscous liquid with a fine clove odor, with that of the crystalline trans-isomer being the more delicate.
Isoeugenol can be hydrogenated catalytically to form dihydroeugenol. Vanillin was formerly prepared by oxidation of isoeugenol. Additional fragrance materials are prepared by esterification or etherification of the hydroxy group.
Isoeugenol can be hydrogenated catalytically to form dihydroeugenol. Vanillin was formerly prepared by oxidation of isoeugenol. Additional fragrance materials are prepared by esterification or etherification of the hydroxy group. |
Occurrence |
The commercial product is a mixture of cis- and trans-isomers; reported found in the essential oils of ylangylang and nutmeg; also in the oil from flowers of Michelia champaca and in the oil from seeds of Nectandra puchury. Reported found in bilberry, guava, blackberry, tomato, cinnamon, clove bud and stem, nutmeg, mace, thymus, tea, coffee, fatty fish, beer, rum, plum, mushroom, dill, malt wort, elder flower, cuttlefish, Chinese quince, pimento leaf and maté. |
Uses |
Isoeugenol is used inmanufacture of vanillin; perfumes; flavoring; fragrance in perfumery, over-the-counter medicines, dental materials, foods; some perfumery uses (soap gardenia; coffee; abronea; tuberose; jonquil); natural occurrence (nutmeg oil). |
Uses |
Isoeugenol may be used as an analytical reference standard for the determination of the analyte in bioconversion broth using reversed-phase high-performance liquid chromatography with ultraviolet detection (RP-HPLC-UV). |
Uses |
isoeugenol is a volatile oil fraction derived from eugenol. It is also found in ylang-ylang and nutmeg oils. It is used in cosmetics as a fragrance or to mask odor. |
Preparation |
The starting material for the synthesis of isoeugenol is eugenol.The sodium or potassium salt of eugenol is isomerized to isoeugenol by heating. Isomerization can also be achieved catalytically in the presence of ruthenium [346] or rhodium compounds. |
Definition |
ChEBI: A phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group. |
Aroma threshold values |
Detection: 100 ppb |
Taste threshold values |
Taste characteristics at 10 ppm: sweet spice and clove with woody and phenolic nuances. |
General Description |
Pale yellow oily liquid with a spice-clove odor. Freezes at 14°F. Density 1.08 g / cm3. Occurs in ylang-ylang oil and other essential oils. |
Air & Water Reactions |
Slightly water soluble . |
Fire Hazard |
ISOEUGENOL is combustible. |
Contact allergens |
Isoeugenol is a mixture of two cis and trans isomers. It occurs in ylang-ylang and other essential oils. It is a common allergen of perfumes and cosmetics such as deodorants and is contained in fragrance mix. Its presence in cosmetics is indicated in the INGREDIENTS series. Substitution by esters such as isoeugenyl acetate (not indicated on the package) does not always resolve the allergenic problem, because of the in vivo hydrolysis of the substitute into isoeugenol. |
Chemical Synthesis |
By the alkaline isomerization of eugenol obtained from essential oils high in eugenol. |
|
ISOEUGENOL Preparation Products And Raw materials |
Raw materials |
Potassium hydroxide solution-->Eugenol-->Alkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml-->Safrole-->ISOAMYL ALCOHOL-->ISOSAFROLE-->Ylang Ylang Oil-->Mace oil-->Phenol, 4-[4-(dibutylamino)butyl]-2-methoxy--->Dibutylamine-->2-methoxy-4-prop-1-enylphenetole-->PROPENYL GUAETHOL |
Preparation Products |
Ethyl vanillin-->1-Benzyloxy-2-methoxy-4-propenylbenzene-->1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE-->Methyl isoeugenol-->2,6-Dimethoxyphenol-->DIHYDROEUGENOL-->4-Propylphenol-->4-HYDROXY-3-METHOXYPHENYLACETONE-->Vanillic acid |
|
|
|
|
|
About Our Group
Leader Biochemical Group is a large leader incorporated industry manufacturers and suppliers of advanced refined raw materials From the year of 1996 when our factory was put into production to year of 2020, our group has successively invested in more than 52 factories with shares and subordinates.We focus on manufacture Pharm & chemicals, functional active ingredients, nutritional Ingredients, health care products, cosmetics, pharmaceutical and refined feed, oil, natural plant ingredients industries to provide top quality of GMP standards products.All the invested factories' product lines cover API and intermediates, vitamins, amino acids, plant extracts, daily chemical products, cosmetics raw materials, nutrition and health care products, food additives, feed additives, essential oil products, fine chemical products and agricultural chemical raw materials And flavors and fragrances. Especially in the field of vitamins, amino acids, pharmaceutical raw materials and cosmetic raw materials, we have more than 20 years of production and sales experience. All products meet the requirements of high international export standards and have been recognized by customers all over the world. Our manufacture basement & R&D center located in National Aerospace Economic & Technical Development Zone Xi`an Shaanxi China. Now not only relying on self-cultivation and development as well as maintains good cooperative relations with many famous research institutes and universities in China. Now, we have closely cooperation with Shanghai Institute of Organic Chemistry of Chinese Academy of Science, Beijing Institute of Material Medical of Chinese Academy of Medical Science, China Pharmaceutical University, Zhejiang University. Closely cooperation with them not only integrating Science and technology resources, but also increasing the R&D speed and improving our R&D power. Offering Powerful Tech supporting Platform for group development. Keep serve the manufacture and the market as the R&D central task, focus on the technical research. Now there are 3 technology R & D platforms including biological extract, microorganism fermentation and chemical synthesis, and can independently research and develop kinds of difficult APIs and pharmaceutical intermediates. With the strong support of China State Institute of Pharmaceutical Industry (hereinafter short for CSIPI), earlier known as Shanghai Institute of Pharmaceutical Industry (SIPI), we have unique advantages in the R & D and industrialization of high-grade, precision and advanced products. Now our Group technical force is abundant, existing staff more that 1000 people, senior professional and technical staff accounted for more than 50% of the total number of employees, including 15 PhD research and development personnel, 5 master′ S degree in technical and management personnel 9 people. We have advanced equipment like fermentation equipment and technology also extraction, isolation, purification, synthesis with rich production experience and strict quality control system, According to the GMP required, quickly transforming the R&D results to industrial production in time, it is our advantages and our products are exported to North and South America, Europe, Middle East, Africa, and other five continents and scale the forefront in the nation, won good international reputation. We believe only good quality can bring good cooperation, quality is our key spirit during our production, we are warmly welcome clients and partner from all over the world contact us for everlasting cooperation, Leader will be your strong, sincere and reliable partner in China.
Our Group profiles
Our Factories production lines
Our Factories R&D ability
Our Factories warehouse