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Basic Information
CAS No.: 557-48-2
Name: FEMA 3377
Molecular Structure:
Molecular Structure of 557-48-2 (FEMA 3377)
Formula: C9H14 O
Molecular Weight: 138.21
Synonyms: 2,6-Nonadienal,(E,Z)- (8CI); 2,6-Nonadienal, trans,cis- (7CI); (2E,6Z)-Nona-2,6-dienal;(2E,6Z)-Nonadienal; (E,Z)-2,6-Nonadienal; (E,Z)-2,6-Nonadienal;2-trans-6-cis-Nonadienal; trans,cis-2,6-Nonadienal; trans-2,cis-6-Nonadienal
Density: 0.86g/mLat 25°C(lit.)
Boiling Point: 94-95°C18mm Hg(lit.)
Flash Point: 181°F
Appearance: clear colorless to pale yellow liquid
Risk Codes: R36/37/38
Safety: Low toxicity by ingestion and skin contact. A moderate skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA: 17.07000
LogP: 2.48790
Synthetic route
67674-37-7

nona-2(Z),6(Z)-dienal diethyl acetal

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
Stage #1: nona-2(Z),6(Z)-dienal diethyl acetal In water at 3 - 8℃; for 0.166667h;
Stage #2: With hydrogenchloride In water at 3 - 25℃; for 2h;
93.2%
With sulfuric acid In acetone at 70℃; for 1h;25%
With sulfuric acid
With hydrogenchloride In hexane; water at 20℃; for 0.5h; Solvent;52.56 g

(3Z,6Z)-1,1-dimethoxynona-3,6-diene

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
With hydrogenchloride In water; acetone for 3h;80%
5820-89-3, 7786-44-9, 28069-72-9

(2E,6Z)-2,6-nonadien-1-ol

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
With manganese(IV) oxide In pentane67%
With sodium acetate; pyridinium chlorochromate In dichloromethane for 4h;52%
With chromium(III) oxide; sulfuric acid
6728-31-0

(Z)-4-heptenal

2136-75-6

(triphenylphosphoranylidene)acetaldehyde

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
In 1,4-dioxane at 0 - 20℃; for 16h; Solvent;38%
In benzene Wittig reaction; Heating;
186906-31-0

nona-2c,6c-dien-1-ol

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid
26939-18-4

2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine

6728-31-0

(Z)-4-heptenal

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
Multistep reaction;
52077-22-2

methyl colnelenate

A

557-48-2

2E,6Z-nonadienal

B

1931-63-1

methyl ester of azelaic acid aldehyde

Conditions
ConditionsYield
With hydrogenchloride In methanol for 18h; Ambient temperature;

C9H15O(1-)*Br(1-)*Mg(2+)

A

5820-89-3, 7786-44-9, 28069-72-9

(2E,6Z)-2,6-nonadien-1-ol

B

557-48-2

2E,6Z-nonadienal

Conditions
ConditionsYield
With benzaldehyde In diethyl ether for 5h; Yield given. Yields of byproduct given;
With benzaldehyde In diethyl ether for 5h; Product distribution;

(3Z,6Z)-1,1-dimethoxynona-3,6-diene

A

557-48-2

2E,6Z-nonadienal

B

21944-83-2

(3Z,6Z)-nona-3,6-dienal

Conditions
ConditionsYield
With water; hydrogen cation In acetone Yield given;

S-[3-[1-oxonon-(Z)-6-enyl]]-glutathione

A

557-48-2

2E,6Z-nonadienal

B

70-18-8

GLUTATHIONE

Conditions
ConditionsYield
With phosphate buffer at 25℃; pH=7.2; Kinetics; Decomposition;
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Chemistry

IUPAC Name:(2E,6Z)-Nona-2,6-dienal  (557-48-2)
Synonyms: Timtec-bb sbb006611 ; T2 c6 nonadienal ; Trans-2,cis-6-nonadienal ; Trans-2,cis-6-nonadien-1-al ; (2E,6Z)-2,6-Nonadienal ; (2E,6Z)-Nonadienal ; (eE-2,(Z)-6-Nonadienal ; (E,Z)-2,6-Nonadienal
CAS: 557-48-2
Molecular Formula: C9H14
Molecular Weight: 138.2069
Molecular Struture: 
Surface Tension: 28.5 dyne/cm 
Density: 0.855 g/cm
Flash Point: 82.8 °C 
Enthalpy of Vaporization: 43.95 kJ/mol 
Boiling Point: 203.3 °C at 760 mmHg 
Vapour Pressure: 0.28 mmHg at 25°C 
Density:  0.86 g/mL at 25 °C(lit.)
Refractive index : n20/D 1.474(lit.)
FEMA :3377
Storage temp:  Refrigerator
Chemical properties: Trans,cis-2,6-nonadienal  (557-48-2) is clear colorless to pale yellow liquid,with a strong aroma of violet and cucumber like. Soluble in ethanol, and most of the non-volatile oil, insoluble in water.

Uses

GB 2760 - 1996 require that Trans,cis-2,6-nonadienal  (557-48-2) can be used for the temporary to allow the use of food spices, mainly for the preparation of melon flavor.

Production

 derived from 2,6 - Wang diene -1 -  alcohol by oxidation of  chromium oxide

Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MOD

    FCTOD7    Food and Chemical Toxicology. 20 (1982),769.
2.    

orl-rat LD50:>5 g/kg

    FCTOD7    Food and Chemical Toxicology. 20 (1982),769.
3.    

skn-rbt LD50:>5 g/kg

    FCTOD7    Food and Chemical Toxicology. 20 (1982),769.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Risk Statements : 36/37/38
36/37/38: Trans,cis-2,6-nonadienal  (557-48-2) is irritating to eyes, respiratory system and skin 
Safety Statements:  24/25
24/25:  Avoid contact with skin and eyes 
WGK Germany : 2
RTECS : RA5391800

Specification

1.General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire.
2.Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
3.Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
4.Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Keep under a nitrogen blanket. Keep refrigerated. (Store below 4°C/39°F.)