Linoleic acid supplier | CasNO.60-33-3

Name
Linoleic acid
EINECS 200-470-9
CAS No. 60-33-3
Article Data102
CAS DataBase
Density 0.912 g/cm³
Solubility insoluble in water
Melting Point -5 °C
Formula C₁₈H₃₂O₂
Boiling Point 360.552 °C at 760 mmHg
Molecular Weight 280.451
Flash Point 272.976 °C
Transport Information
Appearance Colorless to straw colored liquid
Safety 26-24/25-36
Risk Codes 36
Molecular Structure
Hazard Symbols Xi
Synonyms 9,12-Octadecadienoicacid (Z,Z)-;Linoleic acid (8CI);(9Z,12Z)-9,12-Octadecadienoic acid;(Z,Z)-9,12-Octadecadienoic acid;9,12-Octadecadienoic acid, (Z,Z)-;9-cis,12-cis-Linoleic acid;9Z,12Z-Linoleic acid;9Z,12Z-Octadecadienoic acid;Emersol 315;Extra Linoleic 90;all-cis-9,12-Octadecadienoic acid;cis,cis-Linoleic acid;cis-9,cis-12-Octadecadienoic acid;cis-D9,12-Octadecadienoic acid;
PSA 37.30000
LogP 5.88450

Synthetic route

: 19836-71-6
linoleic nitrile

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water Heating;	81%

: 141-22-0
Ricinoleic acid

A: 544-70-7, 544-71-8, 872-23-1, 1839-11-8, 2540-56-9
cis-9,trans-11-octadecadienoic acid

B: 544-70-7, 544-71-8, 872-23-1, 1839-11-8, 2540-56-9
trans-9,trans-11-octadecadienoic acid

C: 1072-36-2, 2420-44-2, 2420-56-6, 7307-45-1, 22880-03-1
trans-10,cis-12-octadecadienoic acid

D: 60-33-3
linoleic acid

E: 1072-36-2
10E,12E-octadecadienoic acid

F: 59744-10-4, 62272-86-0, 68399-13-3, 69651-29-2, 127062-51-5, 127062-52-6, 127062-54-8
(R,Z)-13-hexyloxacyclotridec-10-en-2-one

Conditions

Conditions	Yield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; potassium hydroxide In ethylene glycol at 180℃; for 0.5h; Microwave irradiation;	A n/a B n/a C n/a D 22% E n/a F 46%
With 1-n-butyl-3-methylimidazolim bromide; potassium hydroxide In ethylene glycol at 180℃; for 0.5h; Microwave irradiation;	A n/a B n/a C n/a D 12% E n/a F 9%

...Expand

soybean oil, refined, bleached and deodorized: soybean oil, refined, bleached and deodorized

A trans fatty acid; mixture of: trans fatty acid; mixture of

B: 112-80-1
cis-Octadecenoic acid

C: 60-33-3
linoleic acid

D: 463-40-1
(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

E: 57-11-4
stearic acid

Conditions

Conditions	Yield
With hydrogen; mineral malachite at 165℃; under 3102.97 Torr; for 4h; Conversion of starting material;	A 16.23% B 37.82% C 41.48% D 2.92% E 5.39%

...Expand

: 2462-85-3, 2566-97-4, 20221-26-5, 20221-27-6, 112-63-0
linoleic acid methyl ester

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 2012-14-8
9,12-octadecadiynoic acid

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With quinoline; Lindlar's catalyst; Petroleum ether Hydrogenation;
With pyridine; palladium on activated charcoal; Lindlar's catalyst Hydrogenation;

Methyl linoleate: Methyl linoleate

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol
With water; sodium hydroxide In methanol for 1h; Heating;

: 1794-89-4, 54324-50-4, 56846-03-8, 56846-04-9
rac-(9R,10R,12S,13S)-9,10,12,13-Tetrabromostearic acid

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide -1.4 V (vs. SCE) at a mercury pool (divided cell); Yield given;

: 119520-51-3
(9Z,12Z)-N-(pyridin-3-yl)octadeca-9,12-dienamide

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With carbon disulfide; n-butyllithium; benzeneseleninic acid; 1,1,1,3,3,3-hexamethyl-disilazane 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h; Yield given. Multistep reaction;

(2S)-1-O-(9Z,12Z)-octadecadienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-α-D-galactopyranosyl-(1->6)-β-D-galactopyranosyl-sn-glycerol: (2S)-1-O-(9Z,12Z)-octadecadienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-α-D-galactopyranosyl-(1->6)-β-D-galactopyranosyl-sn-glycerol

A: 60-33-3
linoleic acid

B: (7Z,10Z)-Hexadeca-7,10-dienoic acid (R)-1-hydroxymethyl-2-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

Conditions

Conditions	Yield
With boric acid-borax buffer; Lipase type XI; Triton X-100 at 38℃; for 1h;

17-bromo-heptadeca-6c,9c-diene: 17-bromo-heptadeca-6c,9c-diene

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With diethyl ether; magnesium anschliessend mit Kohlendioxid;

: 2258-92-6, 2277-28-3, 67968-46-1, 107380-08-5, 126455-47-8, 126455-48-9
1-monolinoleoyl-rac-glycerol

alcoholic NaOH: alcoholic NaOH

: 60-33-3
linoleic acid

linolic acid tetrabromide: linolic acid tetrabromide

: 60-33-3
linoleic acid

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 1794-89-4
9,10,12,13-tetrabromooctadecanoic acid

Sn: Sn

: 60-33-3
linoleic acid

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 1794-89-4
9,10,12,13-tetrabromooctadecanoic acid

zinc: zinc

A: 60-33-3
linoleic acid

B cis-cis-octadecadien-(6.9)-oic acid (18): cis-cis-octadecadien-(6.9)-oic acid (18)

C cis-trans-isomer(ic): cis-trans-isomer(ic)

Conditions

Conditions	Yield
#threo,threo!-isomer(ic);

...Expand

: 119520-47-7
(9Z,12Z)-N-Pyridin-3-yl-octadeca-9,12-dienimidothioic acid pyridin-2-yl ester

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / water / dioxane / 40 h / Ambient temperature 2: 1.) hexamethyldisilazane, 1.6 M n-BuLi, 2.) CS2, 3.) PhSeO2H / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h View Scheme

: 119520-41-1
(9Z,12Z)-Octadeca-9,12-dienoic acid 2-thioxo-2H-pyridin-1-yl ester

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 97 percent / CH2Cl2 / 0 °C / Irradiation 2: 81 percent / NaOH / ethanol; H2O / Heating View Scheme
Multi-step reaction with 2 steps 1: 83 percent Spectr. / CH2Cl2 / 0 °C / Irradiation 2: 81 percent / NaOH / ethanol; H2O / Heating View Scheme

: 1642-49-5
dec-9-ynoic acid

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran; ethyl magnesium bromide / anschliessenden Erwaermen des Reaktionsgemisches mit 1-Brom-oct-2-in und Kupfer(I)-cyanid 2: Lindlar-catalyst; quinoline; petroleum ether / Hydrogenation View Scheme

: 821-57-8
7-chloroheptanoic acid

A: 60-33-3
linoleic acid

B oxygen: oxygen

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: H2SO4 / benzene 2: NaI / acetone 3: Mg, I2, HgCl2 / diethyl ether 4: H2 / Pd / methanol 5: KOH / methanol View Scheme

: 62439-44-5
methyl octadec-9,12-diynoic acid

A: 60-33-3
linoleic acid

B oxygen: oxygen

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Pd / methanol 2: KOH / methanol View Scheme

: 26040-62-0
7-chloroheptanoic acid methyl ester

A: 60-33-3
linoleic acid

B oxygen: oxygen

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaI / acetone 2: Mg, I2, HgCl2 / diethyl ether 3: H2 / Pd / methanol 4: KOH / methanol View Scheme

: 38315-25-2
methyl 7-iodoheptanoate

A: 60-33-3
linoleic acid

B oxygen: oxygen

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Mg, I2, HgCl2 / diethyl ether 2: H2 / Pd / methanol 3: KOH / methanol View Scheme

linseed oil: linseed oil

A: 9-cis-13-trans-15-cis-octadecatrienoic acid

B: 13296-76-9
9,11,13-octadecatrienoic acid

C: 104096-79-9
10,12,14-C18:3

D: 25574-96-3
10E,12Z,14E-C18:3

E: 112-80-1
cis-Octadecenoic acid

F: 544-70-7, 544-71-8, 872-23-1, 1839-11-8, 2540-56-9
cis-9,trans-11-octadecadienoic acid

G: 1072-36-2, 2420-44-2, 2420-56-6, 7307-45-1, 22880-03-1
trans-10,cis-12-octadecadienoic acid

H: 506-17-2
cis-vaccenic acid

I: 60-33-3
linoleic acid

J: 463-40-1
(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

K: 25491-26-3
9-(6-propyl-cyclohexa-2,4-dienyl)-nonanoic acid

L: 15909-18-9
rumelenic acid

M: 57-10-3
1-hexadecylcarboxylic acid

N: 57-11-4
stearic acid

Conditions

Conditions	Yield
With sodium hydroxide In propylene glycol at 160℃; for 2h;

...Expand

borage oil: borage oil

A: 657403-47-9
6Z,8E,12Z-C18:3

B: 7E,9Z,11E-C18:3

C: 25692-11-9
cis-Δ9-docosenoic acid

D: 112-80-1
cis-Octadecenoic acid

E: 544-70-7, 544-71-8, 872-23-1, 1839-11-8, 2540-56-9
cis-9,trans-11-octadecadienoic acid

F: 1072-36-2, 2420-44-2, 2420-56-6, 7307-45-1, 22880-03-1
trans-10,cis-12-octadecadienoic acid

G: 506-17-2
cis-vaccenic acid

H: 60-33-3
linoleic acid

I: 29204-02-2
gadoleic acid

J: 463-40-1
(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

K: 57-10-3
1-hexadecylcarboxylic acid

L: 57-11-4
stearic acid

M: 109241-60-3
(6Z,10E,12Z)-octadeca-6,10,12-trienoic acid

Conditions

Conditions	Yield
With sodium hydroxide In propylene glycol at 160℃; for 2h;

...Expand

: 112-63-0
Methyl linoleate

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol
With water; sodium hydroxide In methanol for 1h; Heating;

: (2S)-1-O-(9Z,12Z)-octadecadienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-α-D-galactopyranosyl-(1->6)-β-D-galactopyranosyl-sn-glycerol

A: 60-33-3
linoleic acid

B: (7Z,10Z)-Hexadeca-7,10-dienoic acid (R)-1-hydroxymethyl-2-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

Conditions

Conditions	Yield
With boric acid-borax buffer; Lipase type XI; Triton X-100 at 38℃; for 1h;

safflower oil: safflower oil

A: 373-49-9
cis-9-hexadecenoic acid

B: 112-80-1
cis-Octadecenoic acid

C: 112-79-8
Elaidic acid

D: 544-70-7
(9Z,12Z)-octadeca-9,11-dienoic acid

E: 544-70-7, 544-71-8, 872-23-1, 1839-11-8, 2540-56-9
cis-9,trans-11-octadecadienoic acid

F: 7307-45-1
(10Z,12Z)-10,12-Octadecadienoic acid

G: 1072-36-2, 2420-44-2, 2420-56-6, 7307-45-1, 22880-03-1
trans-10,cis-12-octadecadienoic acid

H: 60-33-3
linoleic acid

I: 60-33-3
(9E,12E)-Octadeca-9,12-dienoic acid

J: 29204-02-2
gadoleic acid

K: 506-30-9
Arachidic acid

L: 112-85-6
n-docosanoic acid

M: 544-63-8
n-tetradecanoic acid

N: 57-10-3
1-hexadecylcarboxylic acid

O: 57-11-4
stearic acid

P: 117624-52-9
octadeca-11Z,13Z-dienoic acid

Conditions

Conditions	Yield
With sodium hydroxide; ethanol; water at 150 - 215℃; under 7500.75 - 24002.4 Torr; for 0 - 6h; Product distribution / selectivity;
With potassium hydroxide; ethanol; water at 150℃; under 7500.75 - 9000.9 Torr; for 0 - 6h; Product distribution / selectivity;
With potassium hydroxide; water In propylene glycol at 150℃; under 7500.75 - 9000.9 Torr; for 0 - 6h; Product distribution / selectivity;

...Expand

: 537-40-6
1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With hydrogenchloride; water for 1h; Heating / reflux;
With water In n-heptane; tert-butyl methyl ether at 37℃; for 24h; Enzymatic reaction;
With 2C33H37N*H2O7S2; water at 80℃;	90 %Spectr.

: 62439-44-5
methyl octadec-9,12-diynoic acid

A: 60-33-3
linoleic acid

B: 79050-23-0
[9,10,12,13-2H]-(Z,Z)-9,12-octadecadienoic acid

Conditions

Conditions	Yield
Stage #1: methyl octadec-9,12-diynoic acid With benzo[1,3,2]dioxaborole at 60℃; for 5h; Stage #2: With deuteroacetic acid; acetic acid for 5h; Heating; Stage #3: With potassium hydroxide In water for 1h; Heating; Further stages. Title compound not separated from byproducts.;

: 112-80-1
cis-Octadecenoic acid

: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With Saccharomyces cerevisiae IFO10150 expressing Saccharomyces kluyveri Δ12 fatty acid desaturase Sk-FAD2 In water at 30℃;

: 1192023-60-1
β-sitosteryl glucoside-3'-O-linoleate

A: 474-58-8
Daucosterol

B: 60-33-3
linoleic acid

Conditions

Conditions	Yield
Stage #1: β-sitosteryl glucoside-3'-O-linoleate With sodium hydroxide In tetrahydrofuran; methanol at 50℃; for 2h; Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water

: 1190855-79-8
neomastoidin A

A: (S)-2,3-dihydroxypropyl (9Z,12Z)-9,12-octadecadienoate

B: 4219-94-7, 19794-53-7, 32620-11-4, 86118-11-8
DL-3-methoxy-alanine

C: 60-33-3
linoleic acid

Conditions

Conditions	Yield
With ethanol; potassium hydroxide at 25℃;

...Expand

: 60-33-3
linoleic acid

: 7459-33-8
linoleyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane at 20℃;	100%
With oxalyl dichloride	99%
With oxalyl dichloride In dichloromethane at 0 - 20℃; for 4h;	92%

: 60-33-3
linoleic acid

: 100-79-8
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

: 127592-95-4
(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (9Z,12Z)-9,12-octadecadienoate

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃;	100%
With dmap; dicyclohexyl-carbodiimide	89%
With dmap; dicyclohexyl-carbodiimide In diethyl ether at 20 - 25℃; for 4.5h; Esterification;

: 60-33-3
linoleic acid

: 1609-47-8
diethyl dicarbonate

: 544-35-4
ethyl (9Z,12Z)-9,12-octadecadienoate

Conditions

Conditions	Yield
With dmap In tetrahydrofuran for 0.166667h;	100%

: 60-33-3
linoleic acid

: 22323-82-6
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

: 2518-17-4
(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (9Z,12Z)-9,12-octadecadienoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;	100%
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran at 0℃;

: denatonium hydroxide

: 60-33-3
linoleic acid

: 890843-15-9
N-{2-[(2,6-dimethylphenyl)-amino]-2-oxoethyl}-N,N-diethyl-benzenemethanaminium linolate

Conditions

Conditions	Yield
In methanol at 30 - 60℃; for 1 - 2h;	100%

: 60-33-3
linoleic acid

: 69256-58-2
1-palmitoyl-3-O-trityl-rac-glycerol

: 920271-16-5
1-palmitoyl-2-linoleoyl-3-trityl-glycerol

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In n-heptane at 20℃; for 3h;	100%
With dicyclohexyl-carbodiimide; dmap In n-heptane at 20℃; for 3h;

: 920112-92-1
1-O-palmitoyl-3-O-tertbutyldimethylsilyl-sn-glycerol

: 60-33-3
linoleic acid

: 128052-49-3
1-palmitoyl-2-linoleoyl-3-t-butyl-dimethylsilyl-glycerol

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In n-heptane at 20℃; for 3h;	100%
With dicyclohexyl-carbodiimide; dmap In n-heptane at 20℃; for 3h;

: 60-33-3
linoleic acid

: 136236-51-6
rasagiline

: 1260684-08-9
rasagiline linoleate

Conditions

Conditions	Yield
In acetone for 2h;	100%

: 60-33-3
linoleic acid

: 2450-71-7
Propargylamine

: 1312773-81-1
(9Z,12Z)-N-(prop-2-yn-1-yl)octadeca-9,12-dienamide

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 18h;	100%

: 60-33-3
linoleic acid

: 162558-25-0
N-α-tert-butoxycarbonyl-N-β-(9-fluorenylmethoxycarbonyl)-L-diaminopropionic acid

: C41H58N2O6

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 17h;	100%

: 1668-19-5, 3607-18-9, 3607-34-9
doxepin

: 60-33-3
linoleic acid

: C18H32O2*C19H21NO

Conditions

Conditions	Yield
In tetrahydrofuran at 40 - 50℃; for 5h;	100%

: 1668-19-5, 3607-18-9, 3607-34-9
doxepin

: 60-33-3
linoleic acid

: 56-12-2
4-amino-n-butyric acid

: C18H32O2*C19H21NO*C4H9NO2

Conditions

Conditions	Yield
Stage #1: doxepin; linoleic acid In tetrahydrofuran at 40 - 50℃; for 5h; Stage #2: 4-amino-n-butyric acid In tetrahydrofuran; methanol at 50℃; for 1h;	100%

...Expand

: 60-33-3
linoleic acid

: 642-72-8
benzydamine

: C19H23N3O*C18H32O2

Conditions

Conditions	Yield
In tetrahydrofuran at 40 - 50℃; for 5h;	100%

: 60-33-3
linoleic acid

: 642-72-8
benzydamine

: 56-12-2
4-amino-n-butyric acid

: C19H23N3O*C18H32O2*C4H9NO2

Conditions

Conditions	Yield
Stage #1: linoleic acid; benzydamine In tetrahydrofuran at 40 - 50℃; for 5h; Stage #2: 4-amino-n-butyric acid In tetrahydrofuran; methanol at 50℃; for 1h;	100%

...Expand

: 64-17-5
ethanol

: 60-33-3
linoleic acid

: 544-35-4
ethyl (9Z,12Z)-9,12-octadecadienoate

Conditions

Conditions	Yield
With sulfuric acid at 0℃; Reflux;	99%
With 1-hexyl-3-methylimidazolium hydrogen sulphate In cyclohexane at 40℃; for 8h; Reagent/catalyst; Temperature;	91.07%
With lipase from Geotrichum candidum strain NRRL Y-552, 65 kDa, immobilized on poly-hydroxybutyrate (PHB) particles In n-heptane at 35℃; for 2h; pH=7; Concentration; Temperature; Green chemistry; Enzymatic reaction;	70%

: 60-33-3
linoleic acid

: 1225479-75-3
C29H46O5

: C47H76O6

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;	99%

: 60-33-3
linoleic acid

: 19670-51-0, 32899-41-5, 542-44-9, 5309-46-6
(R)-2,3-dihydroxypropyl n-hexadecanoate

: 66964-28-1
3-hexadecanoyl-1,2-di(cis-octadec-9,12-dienoyl)-sn-glycerol

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	99%

: 60-33-3
linoleic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 577973-81-0
(9Z,12Z)-N-methoxy-N-methyloctadeca-9,12-dienamide

Conditions

Conditions	Yield
With 1-hydroxybenzimidazole hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	99%

: 112-80-1
cis-Octadecenoic acid

: 60-33-3
linoleic acid

: 1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate

: C6H11N2(1+)*0.3C18H33O2(1-)*0.7C18H31O2(1-)

Conditions

Conditions	Yield
In methanol at 50℃; for 2h; Green chemistry;	99%

...Expand

: 112-80-1
cis-Octadecenoic acid

: 60-33-3
linoleic acid

: 488711-07-5
N-methyl-N,N,N-trioctylammonium methylcarbonate

: 0.3C18H33O2(1-)*0.7C18H31O2(1-)*C25H54N(1+)

Conditions

Conditions	Yield
In methanol at 50℃; for 2h; Green chemistry;	99%

...Expand

: 112-80-1
cis-Octadecenoic acid

: 60-33-3
linoleic acid

: 1204316-79-9
1,1,1-trioctyl-1-methylphosphonium methylcarbonate

: 0.3C18H33O2(1-)*0.7C18H31O2(1-)*C25H54P(1+)

Conditions

Conditions	Yield
In methanol at 50℃; for 2h; Green chemistry;	99%

...Expand

: 60-33-3
linoleic acid

: 1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate

: 1-ethyl-3-methylimidazolium linoleate

Conditions

Conditions	Yield
In methanol at 50℃; for 2h; Green chemistry;	99%

: 60-33-3
linoleic acid

: 488711-07-5
N-methyl-N,N,N-trioctylammonium methylcarbonate

: 1416991-40-6
methyltrioctylammonium linoleate

Conditions

Conditions	Yield
In methanol at 50℃; for 2h; Green chemistry;	99%

: 60-33-3
linoleic acid

: 1204316-79-9
1,1,1-trioctyl-1-methylphosphonium methylcarbonate

: trioctylmethylphosphonium linoleate

Conditions

Conditions	Yield
In methanol at 50℃; for 2h; Green chemistry;	99%

: 60-33-3
linoleic acid

: 2-((difluoromethyl)thio)-3-methylbenzo[d]thiazol-3-ium trifluoromethanesulfonate

: S-(difluoromethyl) (9Z,12Z)-octadeca-9,12-dienethioate

Conditions

Conditions	Yield
Stage #1: linoleic acid With sodium hydride In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: 2-((difluoromethyl)thio)-3-methylbenzo[d]thiazol-3-ium trifluoromethanesulfonate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	99%

: 60-33-3
linoleic acid

: 506-43-4
Linoleyl alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h;	98%
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;	91%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 25℃;	91%

: 60-33-3
linoleic acid

: 17364-00-0
1,3-dibutanoyloxy-2-propanol

: 402562-28-1
2-((9Z,12Z)-octadeca-9,12-dienoyloxy)propane-1,3-diyl dibutyrate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 0℃; for 4h;	98%

: 60-33-3
linoleic acid

: 6076-30-8
1,2-di-O-palmitoyl-sn-glycerol

: 102491-55-4
2,3-dihexadecanoyl-1-cis-octadec-9,12-dienoyl-sn-glycerol

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	98%

: 60-33-3
linoleic acid

: 112-85-6
n-docosanoic acid

Conditions

Conditions	Yield
With hydrogen In methanol at 20℃; for 4h;	97.5%

Linoleic acid Consensus Reports

Reported in EPA TSCA Inventory.

Linoleic acid Specification

The CAS registry number of Linoleic acid is 60-33-3. With the EINECS registry number 200-470-9, its systematic name is (9Z,12Z)-octadeca-9,12-dienoic acid. It is a colorless liquid at room temperature. And it belongs to one of the two families of essential fatty acids that humans and other animals must ingest for good health. In addition, it is used in making soaps, emulsifiers, and quick-drying oils. Besides, it has become increasingly popular in the beauty products industry because of its beneficial properties on the skin.

Physical properties about this chemical are: (1)ACD/LogP: 7.02; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.219; (4)ACD/LogD (pH 7.4): 4.424; (5)ACD/BCF (pH 5.5): 20180.996; (6)ACD/BCF (pH 7.4): 323.607; (7)ACD/KOC (pH 5.5): 24903.602; (8)ACD/KOC (pH 7.4): 399.335; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 14; (12)Polar Surface Area: 37.3 Å²; (13)Index of Refraction: 1.478; (14)Molar Refractivity: 87.121 cm³; (15)Molar Volume: 307.512 cm³; (16)Polarizability: 34.537 ×10^-24cm³; (17)Surface Tension: 34.355 dyne/cm; (18)Density: 0.912 g/cm³; (19)Flash Point: 272.976 °C; (20)Enthalpy of Vaporization: 66.597 kJ/mol; (21)Boiling Point: 360.552 °C at 760 mmHg.

Preparation of Linoleic acid: it can be prepared by octadeca-9c,12c-dienenitrile. This reaction will need reagent NaOH and solvents ethanol and H₂O. The yield is about 81% by heating.

Linoleic acid can be prepared by octadeca-9c,12c-dienenitrile

Uses of Linoleic acid: it can be used to get octadecanoic acid. This reaction will need reagent H₂, catalyst Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) and solvent H₂O. The reaction time is 18 hours with ambient temperature. The yield is about 95%.

Linoleic acid can be used to get octadecanoic acid

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes. During using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
(2)Std. InChI: InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
(3)Std. InChIKey: OYHQOLUKZRVURQ-HZJYTTRNSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	280mg/kg (280mg/kg)	Yakugaku Zasshi. Journal of Pharmacy. Vol. 104, Pg. 793, 1984.
mouse	LD50	oral	> 50gm/kg (50000mg/kg)	United States Patent Document. Vol. #3728459,
rat	LD50	intraperitoneal	> 50gm/kg (50000mg/kg)	Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 327, 1970.

Product Name

Linoleic acid

Synthetic route

Linoleic acid Consensus Reports

Linoleic acid Specification

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