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GERANIC ACID

Product NameGERANIC ACID
CAS459-80-3
MFC10H16O2
MW168.23
EINECS207-299-9
MOL File459-80-3.mol

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
Flash point	>230 °F
storage temp.	Sealed in dry,Room Temperature
solubility	H2O: insoluble
pka	5.17±0.33(Predicted)
form	liquid
color	Colorless liquid, slightly viscous, and increasing in viscosity with age or exposure to air and daylight.
Odor	at 10.00 % in propylene glycol. dry weedy acidic green moldy feet woody
Odor Type	green
biological source	synthetic
Water Solubility	H2O: insoluble alcohol: soluble
JECFA Number	1825
BRN	1763804
Cosmetics Ingredients Functions	pH ADJUSTERS FRAGRANCE PERFUMING DEODORANT FLAVOURING
InChI	1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+
InChIKey	ZHYZQXUYZJNEHD-VQHVLOKHSA-N
SMILES	C\C(C)=C\CC\C(C)=C\C(O)=O
LogP	3.46
CAS DataBase Reference	459-80-3(CAS DataBase Reference)
EPA Substance Registry System	2,6-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
F	10
Hazard Note	Irritant
TSCA	TSCA listed
HS Code	2916199590
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Dermal Skin Irrit. 2

MSDS

Provider	Language
SigmaAldrich	English
ALFA	English

Usage And Synthesis

Chemical Properties

Colorless viscous liquid; neat; sweet, foral green, geranium leafike, woody with a citrus orange body nuance.

Occurrence

Reported found in tea, tomato and wine

Uses

Possible uses: orange, tea, mint, ripe fruit and melon notes.

Definition

ChEBI: 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 values

Medium strength odor, green type; recommend smelling in a 10.0% solution or less.

Taste threshold values

Sweet, woody, leafy, fruity body with some mouthfeel effects at 20 ppm.

General Description

Geranic 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 Actions

Odor (neat): sweet, floral green, geranium leaf-like, woody with a citrus orange body nuance.

GERANIC ACID

Chemical Properties

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MSDS

Usage And Synthesis

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