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GERANIC ACID

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CAS:459-80-3
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CAS:459-80-3
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Products Intro: Product Name:GERANIC ACID
CAS:459-80-3
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CAS:459-80-3
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  • 2020-01-15
  • CAS:459-80-3
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GERANIC ACID Basic information
Product Name:GERANIC ACID
Synonyms:3,7-dimethyl-6-octadienoicacid;(2E)-3,7-Dimethyl-2,6-octadienoic acid;3,7-dimethyl-2,6(and2,7)-octadienoicacid;GERANIC ACID;6-Octadienoicacid,3,7-dimethyl-2;RARECHEM AL BO 0140;geranic acid, mixture of isomers;3,7-dimethylocta-2,6-dienoic acid
CAS:459-80-3
MF:C10H16O2
MW:168.23
EINECS:207-299-9
Product Categories:Building Blocks;C10;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
Mol File:459-80-3.mol
GERANIC ACID Structure
GERANIC ACID Chemical Properties
Melting point 185-186 °C (decomp)
Boiling point 250 °C(lit.)
density 0.97 g/mL at 25 °C(lit.)
refractive index n20/D 1.484(lit.)
FEMA 4121 | GERANIC ACID
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility H2O: insoluble
pka5.17±0.33(Predicted)
form liquid
color Colorless liquid, slightly viscous, and increasing in viscosity with age or exposure to air and daylight.
Odorat 10.00 % in propylene glycol. dry weedy acidic green moldy feet woody
Odor Typegreen
biological sourcesynthetic
Water Solubility H2O: insoluble
alcohol: soluble
JECFA Number1825
BRN 1763804
Cosmetics Ingredients FunctionspH ADJUSTERS
FRAGRANCE
PERFUMING
DEODORANT
FLAVOURING
InChI1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+
InChIKeyZHYZQXUYZJNEHD-VQHVLOKHSA-N
SMILESC\C(C)=C\CC\C(C)=C\C(O)=O
LogP3.46
CAS DataBase Reference459-80-3(CAS DataBase Reference)
EPA Substance Registry System2,6-Octadienoic acid, 3,7-dimethyl- (459-80-3)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 21-38
Safety Statements 36/37
WGK Germany 3
RTECS RG5380000
10
Hazard Note Irritant
TSCA TSCA listed
HS Code 2916199590
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Dermal
Skin Irrit. 2
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
GERANIC ACID Usage And Synthesis
Chemical PropertiesColorless viscous liquid; neat; sweet, foral green, geranium leafike, woody with a citrus orange body nuance.
OccurrenceReported found in tea, tomato and wine
UsesPossible uses: orange, tea, mint, ripe fruit and melon notes.
DefinitionChEBI: Geranic acid is a polyunsaturated fatty acid that is octa-2,6-dienoic acid bearing two methyl substituents at positions 3 and 7 (the 2E-isomer). It has a role as a pheromone, an EC 1.14.18.1 (tyrosinase) inhibitor, a plant metabolite, an antifungal agent and a melanin synthesis inhibitor. It is a polyunsaturated fatty acid, a methyl-branched fatty acid, a monoterpenoid and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a geranate.
Production Methods Geranic acidacid is produced
1) from 2-Methylhepten-2-one-6 with Iodoor Bromoacetic ester and a Zinc type catalyst.
2) by oxidation of Citral.
Aroma threshold valuesMedium strength odor, green type; recommend smelling in a 10.0% solution or less.
Taste threshold valuesSweet, woody, leafy, fruity body with some mouthfeel effects at 20 ppm.
General DescriptionGeranic acid is a monoterpenemainly used in flavor, fragrance, cosmetics and agro-industries. In vitro studies show that geranic acid exhibits strong inhibitory activity against Fusarium graminearum and Colletotrichum graminicola, the two main fungal pathogens of maize. It may be responsible for the potent tyrosinase inhibitory activity of lemongrass (Cymbopogon citratus).
Biochem/physiol ActionsOdor (neat): sweet, floral green, geranium leaf-like, woody with a citrus orange body nuance.
Tag:GERANIC ACID(459-80-3) Related Product Information
Methyl geranate GERANIC ACID ETHYL GERANATE JH I Folic acid (Z)-Geranic acid methyl,cis-Geranic acid methyl RUBRATOXIN B ADYNERIN LUFFARIELLOLIDE Geranic acid b RUBRATOXINA prednisolone farnesylate MANOALIDE ISOAMYL GERANATE (E,E)-Methyl Farnesoate JUVENILE HORMONE III 2,6-OCTADIENE GERANYL GERANIC ACID