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ISOEUGENOL

Description References

ISOEUGENOL

CAS No.97-54-1
Chemical Name:ISOEUGENOL
CBNumber:CB8133429
Molecular Formula:C10H12O2
Formula Weight:164.2
MOL File:97-54-1.mol

ISOEUGENOL Property

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
Flash point >230 °F
storage temp. -20°C
solubility Benzene (Slightly), Chloroform, Methanol (Sparingly)
form Viscous Liquid
pka 10.10±0.31(Predicted)
color Clear yellow
Odor at 100.00 %. sweet spicy clove woody allspice carnation floral
Odor Type spicy
biological source synthetic
Merck 14,5171
JECFA Number 1260
BRN 1909602
Stability Stable. Incompatible with strong oxidizing agents.
LogP 2.48
CAS DataBase Reference 97-54-1(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) ISOEUGENOL
FDA 21 CFR 172.515
EWG's Food Scores 4-7
FDA UNII 5M0MWY797U
EPA Substance Registry System Isoeugenol (97-54-1)
UNSPSC Code 85151701
NACRES NA.24

Safety

Hazard Codes :Xn
Risk Statements :22-36/37/38-43
Safety Statements :26-36-36/37-24/25
RIDADR :UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany :2
RTECS :SL7875000
TSCA :Yes
HS Code :29095000
Hazardous Substances Data :97-54-1(Hazardous Substances Data)
Toxicity :LD50 orally in rats: 1560 mg/kg (Jenner)

NFPA 704:

	2
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302+H312-H315-H317-H319-H335
Precautionary statements P261-P264-P280-P301+P312-P302+P352+P312-P305+P351+P338

ISOEUGENOL Price More Price(16)

Brand: Sigma-Aldrich(India)
Product number: W246830
Product name : Isoeugenol
Purity: natural, 99%, FG
Packaging: 1SAMPLE-K
Price: ₹5196
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W246808
Product name : Isoeugenol
Purity: mixture of cis and trans, 99%, FG
Packaging: 1SAMPLE-K
Price: ₹4990.33
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W246830
Product name : Isoeugenol
Purity: natural, 99%, FG
Packaging: 1KG
Price: ₹16183.38
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W246808
Product name : Isoeugenol
Purity: mixture of cis and trans, 99%, FG
Packaging: 1KG
Price: ₹15090.05
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W246808
Product name : Isoeugenol
Purity: mixture of cis and trans, 99%, FG
Packaging: 10KG
Price: ₹100932.3
Updated: 2022/06/14
Buy: Buy

ISOEUGENOL Chemical Properties,Usage,Production

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 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.
Chemical Properties light yellow-green viscous liquid
Chemical Properties Isoeugenol has a floral odor reminiscent of carnation.
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 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.
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).
Definition ChEBI: A phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group.
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.
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.
Synthesis By the alkaline isomerization of eugenol obtained from essential oils high in eugenol.