FEMA 3377 Chemical Properties

Boiling point:

94-95 °C18 mm Hg(lit.)

Density 

0.86 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.474(lit.)

FEMA 

3377 | NONA-2-TRANS-6-CIS-DIENAL

Flash point:

181 °F

storage temp. 

Refrigerator

solubility 

Soluble in ethanol and most non volatile oils, insoluble in water.

form 

Oil

color 

Sltly yellow liquid

Odor

powerful, violet-cucumber odor

Odor Type

green

Sensitive 

Air Sensitive

JECFA Number

1186

InChIKey

HZYHMHHBBBSGHB-ODYTWBPASA-N

LogP

2.60

CAS DataBase Reference

557-48-2(CAS DataBase Reference)

EPA Substance Registry System

2,6-Nonadienal, (2E,6Z)- (557-48-2)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

RIDADR 

NA 1993 / PGIII

WGK Germany 

2

RTECS 

RA5391800

TSCA 

Yes

HS Code 

2912.19.5000

Toxicity

LD50 orl-rat: >5 g/kg FCTOD7 20,769,82

MSDS

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

FEMA 3377 Usage And Synthesis

Chemical Properties

Nona-2-trans-6-cis-dienal is a clear colorless to pale yellow liquid that has an odor reminiscent of green cucumber. The organoleptic character of this compound is attributed almost entirely to olfactory sensations. May be obtained from the steam distillation of fresh cucumber.

Occurrence

Reported as naturally occurring in violet leaves and flowers, in cucumber, sweet and sour cherry, guava, peas, tomato, potato, bell pepper, wheat bread, rye bread, milk, milk powder, fish and fish oil, roast chicken, guinea hen, beef, beer, coffee, tea, oats, mango, kelp, prickly pear, malt, dried bonito, endive, oysters, clam and mate.

Uses

trans-2,cis-6-Nonadienal is an unsaturated aldehyde that is responsible for the cucumber smell of Synura petersenii, a freshwater colonial flagellate. trans-2,cis-6-Nonadienal is also a common natural and drinking water contaminant.

Definition

ChEBI: (2E,6Z)-nona-2,6-dienal is an enal that is (2E,6Z)-nona-2,6-diene substituted by an oxo group at position 1. It has a role as a plant metabolite. It is an enal and a trans-2,3-unsaturated fatty aldehyde.

Preparation

From natural hexenol

Aroma threshold values

Detection: 0.01 ppb

Taste threshold values

Taste characteristics at 10 ppm: green, melon, cucumber-like with an aldehydic nuance

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 36, 1973 DOI: 10.1021/jo00941a008

General Description

trans-2,cis-6-Nonadienal is the key contributor to the cucumber flavor. It is also found in mango ripened anchovy and kelp. Unialgal cultures of various Synurophycean species for the occurrence of trans-2,cis-6-nonadienal have been investigated.

Safety Profile

Low toxicity by ingestion and skin contact. A moderate skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

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