Product Name

  • Name

    Erucic acid

  • EINECS 204-011-3
  • CAS No. 112-86-7
  • Article Data24
  • CAS DataBase
  • Density 0.891 g/cm3
  • Solubility
  • Melting Point 28-32 °C(lit.)
  • Formula C22H42O2
  • Boiling Point 386.1 °C at 760 mmHg
  • Molecular Weight 338.574
  • Flash Point 349.9 °C
  • Transport Information
  • Appearance White Waxy Solid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 112-86-7 (Erucic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 13-Docosenoicacid, (13Z)-;13-Docosenoicacid, (Z)- (8CI);(13Z)-Docosenoic acid;(Z)-13-Docosenoic acid;13(Z)-Docosenoic acid;13-cis-Docosenoic acid;Hystrene 2290;Nouracid RE 07;cis-13-Docosenoic acid;cis-13-Erucic acid;D13-cis-Docosenoicacid;
  • PSA 37.30000
  • LogP 7.66890

Synthetic route

methyl cis-13-docosenoate
1120-34-9

methyl cis-13-docosenoate

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃;86%
pyridine
110-86-1

pyridine

ethanol
64-17-5

ethanol

docos-13-enoic acid-anhydride
871893-44-6

docos-13-enoic acid-anhydride

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

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

ethyl (13Z)-13-docosenoate

Conditions
ConditionsYield
erucic acid anhydride;
eicos-11c-enyl-malonic acid

eicos-11c-enyl-malonic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
at 175℃;
ethanol
64-17-5

ethanol

docos-13-enoic acid-anhydride
871893-44-6

docos-13-enoic acid-anhydride

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

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

ethyl (13Z)-13-docosenoate

Conditions
ConditionsYield
erucic acid anhydride;
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With methanol; sodium methylate Electrolysis.Hydrolyse des gebildeten Erucasaeure-methylesters durch Erwaermen mit wss.-methanol.Natronlauge;
behenolic acid
506-35-4

behenolic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With nickel Hydrogenation;
With quinoline; ethyl acetate Hydrogenation.Lindlar-Katalysator;
13-hydroxy-docosanoic acid
13980-16-0

13-hydroxy-docosanoic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
at 220℃; under 7 Torr;
docos-13-enoic acid-anhydride
871893-44-6

docos-13-enoic acid-anhydride

water
7732-18-5

water

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
erucic acid anhydride;
tetrachloromethane
56-23-5

tetrachloromethane

13,14-diiodo-docosanoic acid

13,14-diiodo-docosanoic acid

iodine
7553-56-2

iodine

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Kinetics;
bromoerucic acid

bromoerucic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With ethanol; sodium
chloroerucic acid

chloroerucic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With ethanol; sodium
behenolic acid
506-35-4

behenolic acid

acetic acid
64-19-7

acetic acid

hydrogen

hydrogen

nickel

nickel

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Hydrogenation;
rape-oil

rape-oil

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide ueber mehrere Stufen;
With lead(II) oxide bei Extraktion mit Aether bleibt erucasaures Blei ungeloest, das mit Salzsaeure zerlegt wird;
With hydrogenchloride Destillieren die untere, die Methylester enthaltende Schicht bei 25 mm, Verseifen die ueber 240grad siedende Hauptfraktion und Umkrystallisieren die abgeschiedene Erucasaeure bei 0-5grad aus einem Gemisch von Alkohol und Aceton;
ethanol
64-17-5

ethanol

13,14-dichloro-docosanoic acid
851626-69-2

13,14-dichloro-docosanoic acid

sodium amalgam

sodium amalgam

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
erucic acid dichloride;
13,14-dibromo-docosanoic acid
95806-39-6

13,14-dibromo-docosanoic acid

sodium amalgam

sodium amalgam

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
erucic acid dibromide;
ethanol
64-17-5

ethanol

14-chloro-docos-13-enoic acid

14-chloro-docos-13-enoic acid

sodium

sodium

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
ν-chloro-erucic acid;
ethanol
64-17-5

ethanol

13-bromo-docos-13-enoic acid

13-bromo-docos-13-enoic acid

sodium

sodium

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
μ-bromo-erucic acid;
14-methoxy-13-oxo-behenic acid

14-methoxy-13-oxo-behenic acid

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

Brassidic acid
506-33-2

Brassidic acid

Conditions
ConditionsYield
With aluminum isopropoxide Einw. von Bromwasserstoff auf das entstandene Saeuregemisch und Behandlung mit Zink;
docos-13-enoic acid-anhydride
871893-44-6

docos-13-enoic acid-anhydride

petroleum ether

petroleum ether

alcoholic KOH-solution

alcoholic KOH-solution

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

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

ethyl (13Z)-13-docosenoate

Conditions
ConditionsYield
erucic acid anhydride;
ethanol
64-17-5

ethanol

13,14-dichloro-docosanoic acid
851626-69-2

13,14-dichloro-docosanoic acid

sodium

sodium

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

chlorobrassidic acid

chlorobrassidic acid

Conditions
ConditionsYield
erucic acid dichloride;
13-iodo-docosanoic acid
801980-02-9

13-iodo-docosanoic acid

alcoholic KOH-solution

alcoholic KOH-solution

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

isoerucic acid

isoerucic acid

iodobehenic acid

iodobehenic acid

A

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

B

isoerucic acid

isoerucic acid

Conditions
ConditionsYield
With potassium hydroxide
tetradec-5-ynoic acid
55182-81-5

tetradec-5-ynoic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit wss.-aethanol.Kalilauge
2: methanol; sodium / Electrolysis.anschliessenden Behandlung mit wss.-aethanol.Kalilauge
3: quinoline; ethyl acetate / Hydrogenation.Lindlar-Katalysator
View Scheme
pentadec-6-ynoic acid
92791-10-1

pentadec-6-ynoic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit wss.-aethanol.Kalilauge
2: methanol; sodium / Electrolysis.anschliessenden Behandlung mit wss.-aethanol.Kalilauge
3: quinoline; ethyl acetate / Hydrogenation.Lindlar-Katalysator
View Scheme
Stearolic acid
506-24-1

Stearolic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; sodium / Electrolysis.anschliessenden Behandlung mit wss.-aethanol.Kalilauge
2: quinoline; ethyl acetate / Hydrogenation.Lindlar-Katalysator
View Scheme
dodec-6-ynedioic acid monomethyl ester
408536-68-5

dodec-6-ynedioic acid monomethyl ester

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit warmer wss.-aethanol.Kalilauge
2: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit wss.-aethanol.Kalilauge
3: methanol; sodium / Electrolysis.anschliessenden Behandlung mit wss.-aethanol.Kalilauge
4: quinoline; ethyl acetate / Hydrogenation.Lindlar-Katalysator
View Scheme
hexanoic acid
142-62-1

hexanoic acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit warmer wss.-aethanol.Kalilauge
2: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit wss.-aethanol.Kalilauge
3: methanol; sodium / Electrolysis.anschliessenden Behandlung mit wss.-aethanol.Kalilauge
4: quinoline; ethyl acetate / Hydrogenation.Lindlar-Katalysator
View Scheme
valeric acid
109-52-4

valeric acid

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit warmer wss.-aethanol.Kalilauge
2: methanol; sodium / Electrolysis.Behandlung des Reaktionsprodukts mit wss.-aethanol.Kalilauge
3: methanol; sodium / Electrolysis.anschliessenden Behandlung mit wss.-aethanol.Kalilauge
4: quinoline; ethyl acetate / Hydrogenation.Lindlar-Katalysator
View Scheme
p-nitrophenyl erucate

p-nitrophenyl erucate

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Conditions
ConditionsYield
With Candida antarctica Lipase A; sodium chloride In aq. phosphate buffer; isopropyl alcohol pH=7.5; Catalytic behavior; Enzymatic reaction;
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

erucyl alcohol
629-98-1

erucyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 3.5h; Heating;100%
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 2.25h; Inert atmosphere; Green chemistry;96.2%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In diethyl ether
Multi-step reaction with 2 steps
1: sulfuric acid / Reflux
2: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere
View Scheme
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

A

1,26-hexacos-13-enedioic acid
53481-03-1

1,26-hexacos-13-enedioic acid

B

9-octadecene
5557-31-3

9-octadecene

Conditions
ConditionsYield
With [1,3-bis(2,4,5-Me3Ph)-2-imidazolidinylidene]Ru=CHPh(PCy3)Cl2 at 45℃; for 24h;A 100%
B n/a
Stage #1: cis-13-docosenoic acid; dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) at 45℃; for 72h; Neat (no solvent);
Stage #2: With ethyl vinyl ether Product distribution / selectivity;
A 70%
B n/a
denatonium hydroxide

denatonium hydroxide

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

N-{2-[(2,6-dimethylphenyl)-amino]-2-oxoethyl}-N,N-diethyl-benzenemethanaminium eruciate
890843-19-3

N-{2-[(2,6-dimethylphenyl)-amino]-2-oxoethyl}-N,N-diethyl-benzenemethanaminium eruciate

Conditions
ConditionsYield
In methanol at 30 - 60℃; for 1 - 2h;100%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

2-(pyridin-4-yl)-thiazolidine-4-carboxylic acid
51226-84-7

2-(pyridin-4-yl)-thiazolidine-4-carboxylic acid

N-erucoyl-2-(4-pyridinyl)-4-thiazoline carboxylic acid

N-erucoyl-2-(4-pyridinyl)-4-thiazoline carboxylic acid

Conditions
ConditionsYield
In pyridine (6 ml)-methylene chloride99%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Unislip 1753
112-84-5

Unislip 1753

Conditions
ConditionsYield
With ammonia; zircornium(IV) n-propoxide at 165℃; for 6h; Reagent/catalyst;98.8%
Multi-step reaction with 2 steps
1: oxalyl dichloride / dichloromethane / Inert atmosphere
2: ammonium hydroxide
View Scheme
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

Methyl 2,5-dihydroxybenzoate
2150-46-1

Methyl 2,5-dihydroxybenzoate

(Z)-methyl 5-(henicos-12-enoyloxy)-2-hydroxybenzoate

(Z)-methyl 5-(henicos-12-enoyloxy)-2-hydroxybenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 1h;96%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

diethylamine
109-89-7

diethylamine

N,N-diethylerucic acid amide

N,N-diethylerucic acid amide

Conditions
ConditionsYield
With Zn-MCM-22 catalyst at 80 - 340℃; under 15001.5 Torr; for 6h; Inert atmosphere; Large scale;96%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

C38H74O2

C38H74O2

Conditions
ConditionsYield
With choline chloride; zinc(II) chloride at 110℃; for 12h;95%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

13,14-dihydroxy-behenic acid
616-01-3

13,14-dihydroxy-behenic acid

Conditions
ConditionsYield
Stage #1: cis-13-docosenoic acid With dihydrogen peroxide In formic acid; water at 20℃;
Stage #2: With potassium hydroxide In water for 4h; Reflux;
94%
With formic acid; dihydrogen peroxide91%
With potassium hydroxide; potassium permanganate; water at 0℃;
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

4-bromopiperidine hydrobromide
54288-70-9

4-bromopiperidine hydrobromide

(Z)-1-(4-bromopiperidin-1-yl)docos-13-en-1-one

(Z)-1-(4-bromopiperidin-1-yl)docos-13-en-1-one

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h; Inert atmosphere;94%
erucyl alcohol
629-98-1

erucyl alcohol

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

erucyl erucate

erucyl erucate

Conditions
ConditionsYield
With choline chloride; zinc(II) chloride at 110℃; for 12h;93%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

propionic acid
802294-64-0

propionic acid

9,33-dotetracontadiene

9,33-dotetracontadiene

Conditions
ConditionsYield
With sodium methylate In methanol for 0.533333h; electrolysis, 1A (1F/mol), Pt-plate anode, titanium cathode;92%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

N-erucamidopropyl-N,N-dimethylamine
149968-48-9

N-erucamidopropyl-N,N-dimethylamine

Conditions
ConditionsYield
With sodium fluoride at 155 - 160℃; for 10h; Inert atmosphere;92%
With aluminum oxide; sodium fluoride at 160℃; for 10h; Inert atmosphere;82%
With aluminum oxide; sodium fluoride In neat (no solvent) at 155 - 160℃; for 10h; Inert atmosphere;
oleoyl alcohol
143-28-2

oleoyl alcohol

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

docos-13-enoic acid octadec-9-enyl ester

docos-13-enoic acid octadec-9-enyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃; Cooling with ice;91.8%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

n-docosanoic acid
112-85-6

n-docosanoic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 20 - 30℃; under 4500.45 - 6000.6 Torr;90.3%
bei der Reduktion an platinierten Platinkathoden.Electrolysis;
With selenium at 300℃;
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

aniline
62-53-3

aniline

(13Z)-docosenanilide

(13Z)-docosenanilide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine In acetonitrile for 0.5h; Ambient temperature;90%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

(Z)-Henicosa-1,12-diene

(Z)-Henicosa-1,12-diene

Conditions
ConditionsYield
With acridine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III) In dichloromethane; acetonitrile at 25 - 27℃; for 36h; Irradiation;90%
Stage #1: cis-13-docosenoic acid With bis(1,5-cyclooctadiene)diiridium(I) dichloride; triphenylphosphine; potassium iodide at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: With acetic anhydride at 160℃; for 5h; Inert atmosphere; Schlenk technique; regioselective reaction;
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; N,N-diphenylaminobenzene; acetic anhydride; potassium iodide at 160℃; for 12h; Inert atmosphere; Green chemistry; chemoselective reaction;
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde
4933-77-1

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

4-methoxycarbonyl-1-isocyanobenzene
198476-21-0

4-methoxycarbonyl-1-isocyanobenzene

C43H67NO10

C43H67NO10

Conditions
ConditionsYield
In dichloromethane at 20℃; Passerini Condensation;90%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

N1,N8-bis(tert-butoxycarbonyl)spermidine
83392-10-3

N1,N8-bis(tert-butoxycarbonyl)spermidine

N1, N8-bis-tert-butoxycarbonyl-N4-(erucoyl)spermidine

N1, N8-bis-tert-butoxycarbonyl-N4-(erucoyl)spermidine

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 48h; Inert atmosphere;89.4%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

A

nonanoic acid
112-05-0

nonanoic acid

B

brassylic acid
505-52-2

brassylic acid

Conditions
ConditionsYield
With oxygen; ozone In water; acetone at 0℃; Flow reactor;A 74%
B 88%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

(Z)-N-hydroxydocos-13-enamide
119042-56-7

(Z)-N-hydroxydocos-13-enamide

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium hydroxide In methanol for 24h; Reflux;85%
Stage #1: cis-13-docosenoic acid With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate; acetonitrile at 20℃; for 0.5h;
Stage #2: With hydroxylamine hydroxide In ethyl acetate; acetonitrile at 20℃;
72%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

erucic acid diethanolamide

erucic acid diethanolamide

Conditions
ConditionsYield
Stage #1: cis-13-docosenoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;
Stage #2: 2,2'-iminobis[ethanol] In dichloromethane at 20℃; for 18h;
83%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

tolyldocosanoic acid
857197-45-6

tolyldocosanoic acid

Conditions
ConditionsYield
With sulfuric acid In toluene82%
pyrrolidine
123-75-1

pyrrolidine

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

(Z)-1-(pyrrolidin-1-yl)docos-13-en-1-one

(Z)-1-(pyrrolidin-1-yl)docos-13-en-1-one

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;82%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

13-hydroxytridecanoic acid
7735-38-8

13-hydroxytridecanoic acid

Conditions
ConditionsYield
Stage #1: cis-13-docosenoic acid With 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate In 1,3-dioxane; water at 20℃; for 16h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 3.25h; Inert atmosphere;
81%
With sodium hydroxide; sodium tetrahydroborate; ozone 1.) ethanol, cyclohexane, 0 deg C, 2.) water, ethanol, cyclohexane, room temp., 10 h; Yield given. Multistep reaction;
Stage #1: cis-13-docosenoic acid With ozone In ethanol; cyclohexane at 0 - 5℃; Ozonolysis;
Stage #2: With potassium borohydride Reduction;
Stage #1: cis-13-docosenoic acid With ozone In ethanol; cyclohexane at 0 - 5℃; for 4h;
Stage #2: With potassium borohydride In methanol at 0℃; for 8h; Further stages.;
Multi-step reaction with 2 steps
1: O3 / ethanol; cyclohexane / 0 - 5 °C
2: KBH4
View Scheme
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

1-O-cholesteryl-β-D-galactopyranoside
51704-23-5

1-O-cholesteryl-β-D-galactopyranoside

cholesteryl 6-O-erucoyl-β-D-galactopyranoside
1383956-38-4

cholesteryl 6-O-erucoyl-β-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: cis-13-docosenoic acid With pyridine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1-O-cholesteryl-β-D-galactopyranoside at 20℃; for 36h; Inert atmosphere; regioselective reaction;
81%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In pyridine at 0 - 20℃; for 48h;52%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

acrolein
107-02-8

acrolein

C24H46O

C24H46O

Conditions
ConditionsYield
With piperazine; 9-(2-chlorophenyl)acridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate In dichloromethane at 25 - 27℃; for 14h; Irradiation;80%
vinyl acetate
108-05-4

vinyl acetate

cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

(Z)-Docos-13-enoic acid vinyl ester
104719-35-9

(Z)-Docos-13-enoic acid vinyl ester

Conditions
ConditionsYield
With palladium diacetate; potassium hydroxide for 24h; Ambient temperature;79%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

hexadecanoic acid 2-decanoyloxy-1-hydroxymethyl-ethyl ester
199274-79-8

hexadecanoic acid 2-decanoyloxy-1-hydroxymethyl-ethyl ester

(Z)-Docos-13-enoic acid 3-decanoyloxy-2-hexadecanoyloxy-propyl ester

(Z)-Docos-13-enoic acid 3-decanoyloxy-2-hexadecanoyloxy-propyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Esterification;77%

Erucic acid Chemical Properties

Molecule structure of Erucic acid (CAS NO.112-86-7):


IUPAC Name: (Z)-Docos-13-enoic acid 
Molecular Weight: 338.56768 g/mol
Molecular Formula: C22H42O2 
Melting Point: 28-32 °C(lit.)
Density: 0.891 g/cm3 
Boiling Point: 386.1 °C at 760 mmHg 
Flash Point: 349.9 °C
Index of Refraction: 1.467
Molar Refractivity: 105.59 cm3
Molar Volume: 379.9 cm3
Polarizability: 41.86×10-24 cm3
Surface Tension: 33.8 dyne/cm 
Enthalpy of Vaporization: 69.72 kJ/mol
Vapour Pressure: 4.91E-07 mmHg at 25 °C 
Storage Temp.: 2-8 °C
XLogP3: 8.7
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 19
Exact Mass: 338.318481
MonoIsotopic Mass: 338.318481
Topological Polar Surface Area: 37.3
Heavy Atom Count: 24
Complexity: 284
Canonical SMILES: CCCCCCCCC=CCCCCCCCCCCCC(=O)O
Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCCCCC(=O)O
InChI: InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-
21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
InChIKey: DPUOLQHDNGRHBS-KTKRTIGZSA-N
EINECS: 204-011-3
Product Categories: Intermediates; Biochemistry; Higher Fatty Acids & Higher Alcohols; Unsaturated Higher Fatty Acids

Erucic acid Uses

 Erucic Acid(112-86-7) can be used as an ingredient in appetite depressants. It is also can be used for the preparation of lubricants, surfactants and plastics additives.

Erucic acid Safety Profile

Hazard Codes: IrritantXi
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: 1
RTECS: JR1280000
F: 10-23
Hazardous Substances Data: 112-86-7(Hazardous Substances Data)

Erucic acid Specification

 Erucic acid (CAS NO.112-86-7) is also named as 13-cis-Docosenoic acid ; AI3-18180 ; HSDB 5015 ; Hystrene 2290 ; NSC 6814 ; Z-13-Docosenoic acid ; cis-13-Docosenoic acid ; delta13-cis-Docosenoic acid ; delta13:14-Docosenoic acid .

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