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

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

H2O: insoluble

pka

5.17±0.33(Predicted)

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

JECFA Number

1825

BRN 

1763804

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 

Yes

HS Code 

2916199590

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

GERANIC ACID 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(459-80-3)Related Product Information

• GERANIC ACID
• ETHYL GERANATE
• JH I
• Methyl geranate
• (Z)-Geranic acid methyl,cis-Geranic acid methyl
• ADYNERIN
• RUBRATOXIN B
• Folic acid
• (E,E)-METHYL FARNESOATE
• LUFFARIELLOLIDE
• Geranic acid b
• RUBRATOXINA
• prednisolone farnesylate
• MANOALIDE
• ISOAMYL GERANATE
• JUVENILE HORMONE III
• 2,6-OCTADIENE
• Geranic acid a,trans-Geranic acid