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| CAS No.: | 506-37-6 | |||
|---|---|---|---|---|
| Name: | Nervonic acid | |||
| Article Data: | 9 | |||
| Molecular Structure: | ||||
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| Formula: | C24H46 O2 | |||
| Molecular Weight: | 366.628 | |||
| Synonyms: | 15-Tetracosenoicacid, (Z)- (8CI); 15-Tetracosenoic acid, cis- (5CI); (15Z)-Tetracosenoic acid;(Z)-15-Tetracosenoic acid; Nervonic acid; Nevonic acid; Selacholeic acid;cis-15-Tetracosenoic acid | |||
| EINECS: | 610-549-3 | |||
| Density: | 0.887g/cm3 | |||
| Melting Point: | 42 - 44 C | |||
| Boiling Point: | 479.2ºC | |||
| Flash Point: | >110 ºC | |||
| Solubility: | Insoluble | clear to yellowish crystalline powder | ||
| Hazard Symbols: |
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| Risk Codes: | R36/37/38 | |||
| Safety: | 1728551 | |||
| Transport Information: | OTH | |||
| PSA: | 37.30000 | |||
| LogP: | 8.44910 | |||
1-hydroxy-cis-15-tetracosene
Nervonic acid
| Conditions | Yield |
|---|---|
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 7h; | 70% |
(Z)-22-bromo-9-docosene
sodium diethylmalonate
A
Nervonic acid
B
tetracos-15t-enoic acid
| Conditions | Yield |
|---|---|
| With ethanol Verseifen des Reaktionsprodukts mit siedender alkoh.KOH und Erhitzen der erhaltenen Dicarbonsaeure auf 175-210grad; die Trennung der beiden Stereoisomeren erfolgt durch fraktionierte Krystallysation aus Aethanol oder Aceton; | |
| With i-Amyl alcohol Verseifen des Reaktionsprodukts mit siedender alkoh.KOH und Erhitzen der erhaltenen Dicarbonsaeure auf 175-210grad; die Trennung der beiden Stereoisomeren erfolgt durch fraktionierte Krystallysation aus Aethanol oder Aceton; |
Nervonic acid
| Conditions | Yield |
|---|---|
| at 175℃; |
| Conditions | Yield |
|---|---|
| With methanol; sodium methylate Electrolysis.Hydrolyse des gebildeten Tetracos-15c-ensaeure-methylesters durch Erwaermen mit wss.-methanol.Natronlauge; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: toluene; phosphorus (III)-bromide / 0 - 5 °C 2: sodium ethylate; ethanol / beim Erwaermen des Reaktionsprodukts mit wss.-aethanol. Kalilauge 3: 175 °C View Scheme | |
| Multi-step reaction with 3 steps 1.1: dmap; triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 20 °C 1.2: 60 °C 2.1: magnesium; iodine / 1 h / Reflux 2.2: 4 h / -40 °C / Inert atmosphere 3.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile; water / 7 h / 20 °C View Scheme |
(Z)-22-bromo-9-docosene
Nervonic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sodium ethylate; ethanol / beim Erwaermen des Reaktionsprodukts mit wss.-aethanol. Kalilauge 2: 175 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: magnesium; iodine / 1 h / Reflux 1.2: 4 h / -40 °C / Inert atmosphere 2.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile; water / 7 h / 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: lithium alanate; diethyl ether 2: toluene; phosphorus (III)-bromide / 0 - 5 °C 3: sodium ethylate; ethanol / beim Erwaermen des Reaktionsprodukts mit wss.-aethanol. Kalilauge 4: 175 °C View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: C26H50O2 With potassium hydroxide; water In methanol at 60℃; for 0.333333h; Stage #2: nonan-1-al With hydrogenchloride In tetrahydrofuran; water |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: sulfuric acid / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere 3.1: dmap; triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 20 °C 3.2: 60 °C 4.1: magnesium; iodine / 1 h / Reflux 4.2: 4 h / -40 °C / Inert atmosphere 5.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile; water / 7 h / 20 °C View Scheme |
ethyl (13Z)-13-docosenoate
Nervonic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere 2.1: dmap; triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 20 °C 2.2: 60 °C 3.1: magnesium; iodine / 1 h / Reflux 3.2: 4 h / -40 °C / Inert atmosphere 4.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile; water / 7 h / 20 °C View Scheme |
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Molecular Structure:
Molecular Formula: C24H46O2
Molecular Weight: 366.6208
IUPAC Name: (Z)-Tetracos-15-enoic acid
Synonyms of Nervonic acid (CAS NO.506-37-6): 15-Tetracosenoic acid ; cis-15-Tetracosenoic acid; Selacholeic acid
CAS NO: 506-37-6
Product Categories: Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives ; Biochemistry ; Higher Fatty Acids & Higher Alcohols ; Unsaturated Higher Fatty Acids ; Functional Products
Melting point: 42-43 °C
Index of Refraction: 1.468
Molar Refractivity: 114.85 cm3
Molar Volume: 412.9 cm3
Surface Tension: 33.8 dyne/cm
Density: 0.887 g/cm3
Flash Point: 375.8 °C
Enthalpy of Vaporization: 81.44 kJ/mol
Boiling Point: 479.2 °C at 760 mmHg
Vapour Pressure: 1.68E-10 mmHg at 25°C
Nervonic acid (CAS NO.506-37-6) is used in the treatment of disorders involving demyelination.
Hazard Codes of Nervonic acid (CAS NO.506-37-6): 
Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 8-10
