• Name

  TRIOCTANOIN

• EINECS 208-686-5
• CAS No. 538-23-8
• Article Data19
• CAS DataBase
• Density 0.956 g/mL at 20 °C(lit.)
• Solubility Solubility in water INSOLUBLE IN WATER Solubility in other solvents: SOLUBLE IN ETHYLETHER, BENZENE MISCIBLE WITH ETHANOL
• Melting Point 9-10 °C
• Formula C27H50 O6
• Boiling Point 233 °C1 mm Hg(lit.)
• Molecular Weight 470.69
• Flash Point 209.3 °C
• Transport Information
• Appearance clear colorless to yellow viscous liquid
• Safety Poison by intraperitoneal route. Moderately toxic by intravenous route. Mildly toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Octanoicacid, 1,2,3-propanetriyl ester (9CI); Octanoin, tri- (6CI,8CI); Caprylic acidtriglyceride; Caprylic triglyceride; Captex 8000; Coconad RK; Delios 888;Emalex KTG; Glycerin tricaprylate; Glycerin trioctanoate; Glyceroltricaprylate; Glycerol trioctanoate; Glyceryl tricaprylate; Glyceryltrioctanoate; Hest TC; Hexalan; NI 01; NSC 4059; Octanoic acid triglyceride;Paester 9306; Panacet 800; Poem M 2; RATO; Rilanit GTC; Sefsol 810;Tricaprilin; Tricapryl glyceride; Tricaprylic glyceride; Tricaprylin;Tricapryloylglycerol; Tricaprylyl glycerin; Trioctanoin; Trioctanoylglyceride;Trioctanoylglycerol; Trivent OCG
• PSA 78.90000
• LogP 7.06610

Synthetic route

124-07-2

Octanoic acid

56-81-5

glycerol

538-23-8

tricaprilin

Conditions

Conditions	Yield
With acetic acid at 275℃; for 0.5h;	99.2%
With tungsten(VI) oxide at 175℃; under 1 Torr; for 22h; Reagent/catalyst;	93%
at 100℃; Beim Erhitzen in Gegenwart von aus Naphthalin,Oelsaeure und konz.Schwefelsaeure in Petrolaether dargestelltem Twitchells Reagens;

56-81-5

glycerol

111-64-8

n-octanoic acid chloride

538-23-8

tricaprilin

Conditions

Conditions	Yield
With pyridine; tetrachloromethane

124-07-2

Octanoic acid

56-81-5

glycerol

A

538-23-8

tricaprilin

B

19670-49-6

monocaprylin

C

1429-66-9

1,3-dicaprylin

D

1069-87-0

1,2-dioctanoylglycerol

Conditions

Conditions	Yield
With lipozyme at 25℃; under 3 Torr; for 8h; Enzyme kinetics; Product distribution; Further Variations:; Reaction partners; Temperatures; Esterification;	A 3.60 % Chromat. B 8.44 % Chromat. C 84.63 % Chromat. D 0.45 % Chromat.
With lipozyme at 25℃; under 3 Torr; for 8h; Esterification;	A 3.60 % Chromat. B 8.44 % Chromat. C 84.63 % Chromat. D 0.45 % Chromat.

...Expand

56-81-5

glycerol

111-64-8

n-octanoic acid chloride

A

538-23-8

tricaprilin

B

monoglyceride, diglyceride

monoglyceride, diglyceride

Conditions

Conditions	Yield
With potassium hydroxide; water at -10 - 0℃;

...Expand

111-11-5

methyl octanate

110-42-9

Methyl decanoate

56-81-5

glycerol

A

decanoic acid 2-decanoyloxy-3-octanoyloxypropyl ester

B

decanoic acid 2-octanoyloxy-1-octanoyloxymethylethyl ester

C

decanoic acid 2,3-bis-octanoyloxypropyl ester

D

decanoic acid 3-decanoyloxy-2-octanoyloxypropyl ester

E

538-23-8

tricaprilin

F

621-71-6

capric acid triglyceride

Conditions

Conditions	Yield
potassium methanolate at 60 - 200℃; for 0.916667h; Industry scale; Under nitrogen;

...Expand

suberin

suberin

A

3233-92-9

9,10-epoxy-18-hydroxyoctadecanoic acid

B

538-23-8

tricaprilin

C

2306-88-9

octyl octylate

Conditions

Conditions	Yield
With 2-hydroxy-N,N,N-trimethylethan-1-aminium hexanoate In water at 100℃; for 8h;

...Expand

124-07-2

Octanoic acid

56-81-5

glycerol

A

538-23-8

tricaprilin

B

1429-66-9

1,3-dicaprylin

C

1069-87-0

1,2-dioctanoylglycerol

Conditions

Conditions	Yield
With sulphonated hydrothermal carbon at 115℃; for 24h; Catalytic behavior; chemoselective reaction;

...Expand

124-07-2

Octanoic acid

56-81-5

glycerol

A

538-23-8

tricaprilin

B

19670-49-6

monocaprylin

C

1429-66-9

1,3-dicaprylin

Conditions

Conditions	Yield
With sulfuric acid In water at 100℃; under 400 Torr; for 5h;

...Expand

67-56-1

methanol

538-23-8

tricaprilin

111-11-5

methyl octanate

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen In neat (no solvent) at 200℃; for 2h;	100%
With C9H18BiNO3S2 for 19h; Reagent/catalyst; Reflux;	75%
sulafted zirconia at 120℃; under 5168.35 Torr; Product distribution; Further Variations:; Catalysts;
With 5 wtpercent Mg-HT/Al2O3 In butan-1-ol at 60℃; Catalytic behavior; Reagent/catalyst;
With C10H21InN2O2S2 for 19h; Reagent/catalyst; Reflux;

538-23-8

tricaprilin

111-11-5

methyl octanate

Conditions

Conditions	Yield
With C16H25N3O2S In methanol at 23℃; for 24h;	99%

67-56-1

methanol

538-23-8

tricaprilin

A

111-11-5

methyl octanate

B

56-81-5

glycerol

Conditions

Conditions	Yield
With C11H12N2Pol In tetrahydrofuran at 20℃; for 1h; Time; Concentration;	A 98% B n/a
With Amberlyst 15 hydrogen at 60℃;

...Expand

635-46-1

1,2,3,4-tetrahydroisoquinoline

538-23-8

tricaprilin

1-octyl-1,2,3,4-tetrahydroquinoline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	96%

496-15-1

1-indoline

538-23-8

tricaprilin

N-octyl-indoline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	92%

538-23-8

tricaprilin

153-78-6

2-aminofluorene

N-octyl-9H-fluoren-2-amine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	90%

538-23-8

tricaprilin

103-67-3

benzyl-methyl-amine

63991-66-2

N-methyl,N-(n-octyl) benzylamine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	90%

538-23-8

tricaprilin

14268-66-7

benzo[1,3]dioxolo-5-ylamine

1039864-69-1

N-octylbenzo[d][1,3]dioxol-5-amine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	88%

538-23-8

tricaprilin

100-61-8

N-methylaniline

13063-61-1

(N-methyl-N-octyl)aniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	87%

538-23-8

tricaprilin

124-12-9

caprylnitrile

Conditions

Conditions	Yield
With ammonia at 220℃; for 40h; Autoclave;	86%

538-23-8

tricaprilin

106-47-8

4-chloro-aniline

92328-83-1

N-(4-chlorophenyl)octylamine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	85%

538-23-8

tricaprilin

123-30-8

4-amino-phenol

22792-02-5

4-hydroxy-N-octyl-aniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	85%

538-23-8

tricaprilin

103-49-1

dibenzylamine

33735-29-4

N,N-Bis(phenylmethyl)octanamine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	83%

538-23-8

tricaprilin

122-98-5

2-Anilinoethanol

2-(octyl(phenyl)amino)ethan-1-ol

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 150℃; under 45004.5 Torr; for 18h; Autoclave;	83%

astaxanthin esters

astaxanthin esters

538-23-8

tricaprilin

A

astaxanthin octanoic acid monoester

B

7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

C

di-O-octanoyl-all-trans-astaxanthin

Conditions

Conditions	Yield
lipase PL (from Alcaligenes) In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 4% B 79.3% C 1%
immobilized lipase In water at 45℃; for 96h; Product distribution / selectivity; Enzymatic reaction;	A 12.2% B 64% C 1%
immobilized lipase of Phenyl Toyopearl In water at 45℃; for 96h; Product distribution / selectivity; Enzymatic reaction;	A 14.1% B 61.6% C 2.8%

...Expand

538-23-8

tricaprilin

932-96-7

N-methyl(p-chloroaniline)

4-chloro-N-methyl-N-octylaniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	79%

538-23-8

tricaprilin

139-59-3

4-phenoxyanilin

N-octyl-4-phenoxyaniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	78%

538-23-8

tricaprilin

104-96-1

4-methylsulfanylaniline

4-(methylthio)-N-octylaniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	76%

538-23-8

tricaprilin

14318-66-2

3-methoxy-N-methylaniline

3-methoxy-N-methyl-N-octylaniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	74%

538-23-8

tricaprilin

astaxanthin oleic acid diester

A

astaxanthin octanoic acid monoester

B

7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

C

di-O-octanoyl-all-trans-astaxanthin

Conditions

Conditions	Yield
lipase OF (from Candida) In water at 45℃; for 240h; Product distribution / selectivity; Enzymatic reaction;	A 27.2% B 72.8% C 1%

...Expand

348-54-9

2-Fluoroaniline

538-23-8

tricaprilin

936747-22-7

(2-fluorophenyl)octylamine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 150℃; under 45004.5 Torr; for 18h; Autoclave;	69%

538-23-8

tricaprilin

1877-77-6

3-aminobenzenemethanol

(3-(octylamino)phenyl)methanol

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Autoclave;	65%

538-23-8

tricaprilin

111-87-5

octanol

Conditions

Conditions	Yield
With 5 wt% Re/TiO2; hydrogen In neat (no solvent) at 230℃; under 37503.8 Torr; for 24h; Autoclave;	62%

538-23-8

tricaprilin

7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

A

astaxanthin octanoic acid monoester

B

di-O-octanoyl-all-trans-astaxanthin

Conditions

Conditions	Yield
immobilized lipase In hexane; water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 23.9% B 2.3%
immobilized lipase In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 21.9% B 2.6%
HPA25 resin-immobilized lipase In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 19.2% B 1%

...Expand

astaxanthin esters

astaxanthin esters

538-23-8

tricaprilin

A

astaxanthin octanoic acid monoester

B

7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

Conditions

Conditions	Yield
immobilized lipase In hexane; water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 1% B 15.2%

...Expand

538-23-8

tricaprilin

621-71-6

capric acid triglyceride

7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

A

astaxanthin octanoic acid monoester

B

di-O-octanoyl-all-trans-astaxanthin

C

astaxanthin decanoic acid monoester

D

astaxanthin decanoic acid diester

Conditions

Conditions	Yield
immobilized lipase In hexane; water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 9.5% B 1% C 9.1% D 1%
immobilized lipase In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 7.2% B 1% C 6.1% D 1%
lipase OF (from Candida) In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 3.9% B 1% C 3% D 1%

...Expand

astaxanthin esters

astaxanthin esters

538-23-8

tricaprilin

A

astaxanthin octanoic acid monoester

B

di-O-octanoyl-all-trans-astaxanthin

Conditions

Conditions	Yield
HP1MG resin-immobilized lipase In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	A 5.4% B 1%

...Expand

538-23-8

tricaprilin

7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

astaxanthin octanoic acid monoester

Conditions

Conditions	Yield
immobilized lipase with HP 20 In water at 45℃; for 72h; Product distribution / selectivity; Enzymatic reaction;	3.9%

TRIOCTANOIN Chemical Properties

TRIOCTANOIN Uses

TRIOCTANOIN Toxicity Data With Reference

TRIOCTANOIN Consensus Reports

TRIOCTANOIN Safety Profile