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Basic Information
CAS No.: 538-23-8
Name: TRIOCTANOIN
Article Data: 19
Molecular Structure:
Molecular Structure of 538-23-8 (TRIOCTANOIN)
Formula: C27H50 O6
Molecular Weight: 470.69
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
EINECS: 208-686-5
Density: 0.956 g/mL at 20 °C(lit.)
Melting Point: 9-10 °C
Boiling Point: 233 °C1 mm Hg(lit.)
Flash Point: 209.3 °C
Solubility: Solubility in water INSOLUBLE IN WATER Solubility in other solvents: SOLUBLE IN ETHYLETHER, BENZENE MISCIBLE WITH ETHANOL
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.
PSA: 78.90000
LogP: 7.06610
Synthetic route
124-07-2

Octanoic acid

56-81-5

glycerol

538-23-8

tricaprilin

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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.
56-81-5

glycerol

111-64-8

n-octanoic acid chloride

A

538-23-8

tricaprilin

B

monoglyceride, diglyceride

monoglyceride, diglyceride

Conditions
ConditionsYield
With potassium hydroxide; water at -10 - 0℃;
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
ConditionsYield
potassium methanolate at 60 - 200℃; for 0.916667h; Industry scale; Under nitrogen;
suberin

suberin

A

3233-92-9

9,10-epoxy-18-hydroxyoctadecanoic acid

B

538-23-8

tricaprilin

C

2306-88-9

octyl octylate

Conditions
ConditionsYield
With 2-hydroxy-N,N,N-trimethylethan-1-aminium hexanoate In water at 100℃; for 8h;
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
ConditionsYield
With sulphonated hydrothermal carbon at 115℃; for 24h; Catalytic behavior; chemoselective reaction;
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
ConditionsYield
With sulfuric acid In water at 100℃; under 400 Torr; for 5h;
67-56-1

methanol

538-23-8

tricaprilin

111-11-5

methyl octanate

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

MF: C27H50O6
MW: 470.68 
mp: 9-10 °C
Fp: 225 °C
EINECS: 208-686-5
bp: 233 °C1 mm Hg(lit.)
storage temp.: 2-8°C
density: 0.956 g/mL at 20 °C(lit.)
refractive index: n20/D 1.448

Uses

TRIOCTANOIN is used in cosmetics and skincare.

Toxicity Data With Reference

1.   

orl-rat LD50:33,300 mg/kg

   OYYAA2    Oyo Yakuri. Pharmacometrics. 4 (1970),871.
2.   

ipr-rat LD50:50 mg/kg

   NCIUS*    Progress Report for Contract No. PH-43-64-886, Submitted to the National Cancer Institute by the Institute of Chemical Biology, University of San Francisco. (San Francisco, CA 94117) PH 43-64-886,SEPT ,1965.
3.   

ivn-rat LDLo:4 g/kg

   OYYAA2    Oyo Yakuri. Pharmacometrics. 4 (1970),871.
4.   

orl-mus LD50:29,600 mg/kg

   OYYAA2    Oyo Yakuri. Pharmacometrics. 4 (1970),871.
5.   

ivn-mus LD50:3700 mg/kg

   APSCAX    Acta Physiologica Scandinavica. 40 (1957),338.
6.   

ipr-rbt LDLo:3400 mg/kg

   JNCIAM    Journal of the National Cancer Institute. 54 (1975),1439.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

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.
Safety Statements  23-24/25