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Cas Database

Name	Nervonic acid	EINECS	610-549-3
CAS No.	506-37-6	Density	0.887g/cm³
PSA	37.30000	LogP	8.44910
Solubility	Insoluble	Melting Point		42 - 44 C
Formula	C24H46 O2	Boiling Point	479.2ºC
Molecular Weight	366.628	Flash Point	>110 ºC
Transport Information	OTH	Appearance	clear to yellowish crystalline powder
Safety	1728551	Risk Codes	R36/37/38
Molecular Structure		Hazard Symbols
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	Article Data	9

Nervonic acid Synthetic route

: 50995-29-4
1-hydroxy-cis-15-tetracosene

: 506-37-6
Nervonic acid

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 7h;	70%

: 111924-39-1
(Z)-22-bromo-9-docosene

: 996-82-7
sodium diethylmalonate

A: 506-37-6
Nervonic acid

B: 115863-91-7
tetracos-15t-enoic acid

Conditions

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;

: docos-13c-enyl-malonic acid

: 506-37-6
Nervonic acid

Conditions

Conditions	Yield
at 175℃;

: 112-80-1
cis-Octadecenoic acid

suberic acid monomethyl ester: suberic acid monomethyl ester

: 506-37-6
Nervonic acid

Conditions

Conditions	Yield
With methanol; sodium methylate Electrolysis.Hydrolyse des gebildeten Tetracos-15c-ensaeure-methylesters durch Erwaermen mit wss.-methanol.Natronlauge;

: 629-98-1
erucyl alcohol

: 506-37-6
Nervonic acid

Conditions

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

: 111924-39-1
(Z)-22-bromo-9-docosene

: 506-37-6
Nervonic acid

Conditions

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

: 1120-34-9
methyl cis-13-docosenoate

: 506-37-6
Nervonic acid

Conditions

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

: 124-19-6
nonan-1-al

: 856055-61-3
C26H50O2

: 506-37-6
Nervonic acid

Conditions

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

: 112-86-7
cis-13-docosenoic acid

: 506-37-6
Nervonic acid

Conditions

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

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

: 37910-77-3
ethyl (13Z)-13-docosenoate

: 506-37-6
Nervonic acid

Conditions

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

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

Nervonic acid Chemical Properties

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 Uses

Nervonic acid (CAS NO.506-37-6) is used in the treatment of disorders involving demyelination.

Nervonic acid Safety Profile

Hazard Codes of Nervonic acid (CAS NO.506-37-6): Irritant 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

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