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HomeProduct name listMethyl trans-2-nonenoate

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: 2024-12-18 13:37:16
Methyl trans-2-nonenoate Structural

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)
ghs
Exclamation Mark
Irritant
GHS07
ghs
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.

Computed Descriptors for Methyl trans-2-nonenoate

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