GERANIC ACID

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;3,7-DIMETHYL-2,6-OCTADIENOIC ACID;6-Octadienoicacid,3,7-dimethyl-2;RARECHEM AL BO 0140;geranic acid, mixture of isomers
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)
Odorat 10.00 % in propylene glycol. dry weedy acidic green moldy feet woody
Odor Typegreen
JECFA Number1825
BRN 1763804
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 Yes
HS Code 2916199590
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.
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.
LUFFARIELLOLIDE JUVENILE HORMONE III FARNESYLIC ACID Geranic acid b SALOR-INT L165603-1EA Geranic acid a,trans-Geranic acid JH I (Z)-Geranic acid methyl,cis-Geranic acid methyl RUBRATOXIN B ADYNERIN (E,E)-METHYL FARNESOATE ETHYL GERANATE MANOALIDE prednisolone farnesylate ISOAMYL GERANATE RUBRATOXINA 2,6-OCTADIENE GERANYL GERANIC ACID

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