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1-Nonanal

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Name

1-Nonanal

EINECS 204-688-5
CAS No. 124-19-6 Density 0.816 g/cm3
PSA 17.07000 LogP 2.93590
Solubility practically insoluble in water Melting Point -18oC
Formula C9H18O Boiling Point 190.778 °C at 760 mmHg
Molecular Weight 142.241 Flash Point 63.889 °C
Transport Information UN 3082 Appearance brown liquid
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 124-19-6 (1-Nonanal) Hazard Symbols IrritantXi
Synonyms

Nonanaldehyde(7CI);Aldehyde C 09;Aldehyde C 9;NSC 5518;Nonaldehyde;Nonanoic aldehyde;Nonylaldehyde;Nonylic aldehyde;Pelargonaldehyde;Pelargonic aldehyde;n-Nonanal;n-Nonylaldehyde;Nonanal;

Article Data 548

1-Nonanal Synthetic route

112-62-9

Methyl oleate

A

124-19-6

nonan-1-al

B

1931-63-1

methyl ester of azelaic acid aldehyde

Conditions
ConditionsYield
Stage #1: Methyl oleate With ozone In dichloromethane at -78℃;
Stage #2: With triphenylphosphine In dichloromethane at -78 - 23℃; for 18h;
A 100%
B 100%
With N-methyl-2-indolinone; ozone at 0℃;A 74%
B 96%
With ozone; acetic acid; zinc 1.) MeOH, CH2Cl2, -78 deg C, 2.) MeOH, CH2Cl2, 30 min; Multistep reaction. Yields of byproduct given;
111-66-0

oct-1-ene

201230-82-2

carbon monoxide

124-19-6

nonan-1-al

Conditions
ConditionsYield
With 2-pyridylpropylimine rhodium(I)chlorocarbonyl; hydrogen In toluene at 95℃; Catalytic behavior; Reagent/catalyst; Pressure; Temperature; Autoclave; chemoselective reaction;100%
With hydrogen In dichloromethane at 45℃; under 51716.2 Torr; for 16h; Autoclave; Inert atmosphere; Green chemistry; regioselective reaction;100%
With hydrogen In cyclohexane at 120℃; under 37503.8 Torr; for 4h; Autoclave;99%

C57H110O12

A

124-19-6

nonan-1-al

B

7328-03-2

C30H50O9

Conditions
ConditionsYield
With sodium periodate In 1,4-dioxane; water at 20℃; for 1h;A n/a
B 100%
111-67-1

2-octene

201230-82-2

carbon monoxide

124-19-6

nonan-1-al

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 15001.5 Torr; for 12h; Autoclave; Green chemistry; regioselective reaction;99.5%
With hydrogen; 4,5-bis(9-dibenzo[b,d]phospholyl)-2,7-di-tert-butyl-9,9-dimethylxanthene; (2,2,6,6-tetramethyl-3,5-heptanedionate)Rh(CO)2 In toluene at 80℃; under 15001.2 Torr; for 1h; Yield given;
With hydrogen; 2,2'-bis(di(3,4,5-F-phenyl)phosphanylmethyl)-1,1'-binaphthyl; acetylacetonatodicarbonylrhodium(l) In methoxybenzene; toluene at 120℃; under 7500.6 Torr; for 16h;
143-08-8

nonyl alcohol

124-19-6

nonan-1-al

Conditions
ConditionsYield
With 4-methoxy-TEMPO; sodium hypochlorite; potassium bromide In dichloromethane; water at 0℃; for 0.05h; Mechanism; Product distribution; pH = 8.6; other primary and secondary alcohols, var. temp., time, pH, and catalytic species;98%
With tert.-butylhydroperoxide In water at 60℃; for 3h;98%
With 4-methoxy-TEMPO; sodium hypochlorite; potassium bromide In dichloromethane; water at 0℃; for 0.05h; pH = 8.6;92%
39854-46-1

2-(n-Octyl)-1,3-dithiane

124-19-6

nonan-1-al

Conditions
ConditionsYield
With tri(p-tolyl)amine; lithium perchlorate; sodium hydrogencarbonate In water; acetonitrile at 20℃; electrolysis;97%
With periodic acid In tetrahydrofuran; diethyl ether for 0.0833333h; Ambient temperature;91%
1119-86-4

1,2-decanediol

124-19-6

nonan-1-al

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In dichloromethane at 25℃; for 2.5h; Inert atmosphere;97%
With sodium periodate; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 1.5h;
With N-Bromosuccinimide; (oxybis(2,1-phenylene))bis(diphenylbismuthane); potassium carbonate In [D3]acetonitrile at 23℃; for 1h; Schlenk technique;70 %Spectr.

1-[1-(tert-butyl-dimethyl-silanyloxy)-nonyl]-1H-imidazole

124-19-6

nonan-1-al

Conditions
ConditionsYield
With hydrogen fluoride In acetonitrile at 20℃;96%
2566-91-8

epoxidized methyl oleate

A

124-19-6

nonan-1-al

B

1931-63-1

methyl ester of azelaic acid aldehyde

Conditions
ConditionsYield
With periodic acid In diethyl etherA n/a
B 95%
With periodic acid for 0.05h; Product distribution; Ambient temperature;
Multi-step reaction with 2 steps
1: sulfuric acid / acetic acid; acetonitrile; water / 16 h / 20 °C
2: sodium periodate; sodium hydrogencarbonate / acetic acid; acetonitrile; water / 1.5 h / 20 °C
View Scheme
872-05-9

1-Decene

124-19-6

nonan-1-al

Conditions
ConditionsYield
With oxygen; ozone; 4-methylmorpholine N-oxide In dichloromethane at 0℃;94%
With ozone; 4-methylmorpholine N-oxide In dichloromethane at 0 - 20℃;94%
With sodium periodate; 1,4-diazobicyclo<2.2.2>octane quaternized with chloromethylated styrene-divinylbenzene copolymer*OsO4 In 1,4-dioxane; water for 0.5h; Ambient temperature;100 % Chromat.

1-Nonanal Chemical Properties

IUPAC Name: Nonanal
CAS: 124-19-6
Formula: C9H18O
Molecular Weight of Nonanal (124-19-6): 142.24
Molecular Structure of Nonanal (124-19-6):
 
Density: 0.815 g/cm
Flash Point: 63.9 °C 
Boiling Point: 190.8 °C at 760 mmHg 
Index of Refraction: 1.417 
Molar Refractivity: 43.93 cm3 
Molar Volume: 174.4 cm3 
Polarizability: 17.41 10-24cm
Appearance: brown liquid
Surface Tension: 27.4 dyne/cm 
Enthalpy of Vaporization: 42.7 kJ/mol 
Vapour Pressure: 0.532 mmHg at 25°C 
Water Solubility: 131.6(mg/L) at 25°C 

1-Nonanal Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H SEV

    FCTXAV    Food and Cosmetics Toxicology. 11 (1973),1079.
2.    

sce-rat:lvr 100 nmol/L

    MUREAV    Mutation Research. 290 (1993),183.
3.    

msc-ham:lng 100 µmol/L

    MUTAEX    Mutagenesis. 4 (1989),277.

1-Nonanal Consensus Reports

Reported in EPA TSCA Inventory.

1-Nonanal Safety Profile

  A severe skin irritant. Combustible liquid. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Safety Information about Nonanal (124-19-6):
Hazard Codes:
Xi:  
Risk Statements about Nonanal (124-19-6):
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about Nonanal (124-19-6):
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 2
HazardClass: 9
PackingGroup: III

1-Nonanal Specification

  The chemical synonyms of Nonanal (124-19-6) are Aldehyde c-9 ; 1-Nonanal ; Pelargonic aldehyde ; Pelargonaldehyde ; N-nonylaldehyde ; Nonanal ; Nonanaldehyde . Nonanal (124-19-6) is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. Polymerizes readily with sulfuric acid and oxidized to nonanoic acid. This product is sensitive to air,it shoud be stored at 2-8°C.

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