Methyl trans-2-nonenoate

Synonym(s):melon nonenoate;Methyl (E)-2-nonenoate;Methyl 2-nonenoate

CAS NO.：111-79-5
Empirical Formula: C10H18O2
Molecular Weight: 170.25
MDL number: MFCD00027316
EINECS: 203-908-7
SAFETY DATA SHEET (SDS)
Update Date: 2026-06-24 18:39:39

What is Methyl trans-2-nonenoate?

Description

Methyl 2-nonenoate has a characteristic violet-like odor. May be obtained in quantitative yields by treating methyl P-chlorocaproate with sodium acetate, or by dehydrogenating the corresponding saturated ester.

Physical properties

Methyl trans-2-nonenoate is colorless to slightly yellow liquid;strong violet-leaf odor. Stable; soluble in alco-hol. Combustible.

Chemical properties

Methyl 2-Nonenoate is a colorless to pale yellow liquid with a green, floral note. It imparts freshness to floral fragrance compositions and is recommended as a substitute for methyl 2-octynoate.The synthesis consists of a condensation of heptanal withmalonic acid, decarboxylation, and subsequent esterification with methanol.

Occurrence

Methyl trans-2-nonenoate has apparently not been reported to occur in nature.

The Uses of Methyl trans-2-nonenoate

Perfumes.

Preparation

Obtained in quantitative yields by treating methyl β-chlorocaproate with sodium acetate, or by dehydrogenating the corresponding saturated ester.

Definition

ChEBI: Methyl 2-nonenoate is a fatty acid ester.

Taste threshold values

Taste characteristics at 5 ppm: green, waxy, oily, fruity, watermelon rind, pear- and apple-like.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 1831, 1989 DOI: 10.1021/jo00269a017
Synthetic Communications, 24, p. 2069, 1994 DOI: 10.1080/00397919408010217
Tetrahedron Letters, 30, p. 6555, 1989 DOI: 10.1016/S0040-4039(01)89020-1

Flammability and Explosibility

Not classified

Trade name

Neofolione (Givaudan).

Metabolism

2-Nonenoic acid produced by the hydrolysis of methyl nonylenate will presumably pass through the normal pathways of fatty acid metabolism (Lehninger, 1970)

Properties of Methyl trans-2-nonenoate

Melting point:	-89.9°C (estimate)
Boiling point:	115 °C21 mm Hg(lit.)
Density	0.895 g/mL at 25 °C(lit.)
vapor pressure	13.33hPa at 95.84℃
refractive index	n20/D 1.444(lit.)
FEMA	2725 \| METHYL 2-NONENOATE
Flash point:	196 °F
storage temp.	Sealed in dry,Room Temperature
Odor	at 100.00 %. sweet green waxy violet pear fruity melon vegetable
Water Solubility	52.1mg/L at 25℃
JECFA Number	1813
CAS DataBase Reference	111-79-5(CAS DataBase Reference)
NIST Chemistry Reference	2-Nonenoic acid, methyl ester(111-79-5)
EPA Substance Registry System	2-Nonenoic acid, methyl ester (111-79-5)

Safety information for Methyl trans-2-nonenoate

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Environment GHS09
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P273:Avoid release to the environment. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.