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Basic Information

Molecular Structure:
CAS No.:	60-01-5
Name:	Tributyrin
Article Data:	24

Formula:	C₁₅H₂₆O₆
Molecular Weight:	302.368
Synonyms:	Butyrin,tri- (6CI,8CI);Butyryl triglyceride;Glycerin tributyrate;Glyceroltributanoate;Glycerol tributyrate;Glyceroltributyrin;Glyceryl tributanoate;Glyceryl tributyrate;NSC 661583;Tri-n-butyrin;Tributanoin;Tributin;Tributyrin;Tributyroin;Tributyryl glyceride;Tributyrylglycerol;
EINECS:	200-451-5
Density:	1.054 g/cm³
Melting Point:	-75 °C
Boiling Point:	307.499 °C at 760 mmHg
Flash Point:	143.415 °C
Solubility:	Not miscible in water.
Appearance:	colourless liquid
Safety:	24/25
PSA:	78.90000
LogP:	2.38490

Synthetic route

: 56-81-5
glycerol

: 107-92-6
butyric acid

: 60-01-5
tributyrin

Conditions

Conditions	Yield
With phosphoric acid; aminosulfonic acid at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry;	96.17%
With sodium hydrogen sulfate at 150℃; Reagent/catalyst; Large scale;	96.49%
With sulfonated charcoal In benzene for 7h; Heating;	94%

: 106-31-0
butanoic acid anhydride

: 56-81-5
glycerol

: 107-92-6
butyric acid

: 60-01-5
tributyrin

Conditions

Conditions	Yield
With SBA-15-sulfonic acid mesoporous molecular sieve; ZSM-5 acid zeolite at 100℃; Temperature; Green chemistry;	95.3%

...Expand

: 96-11-7
1,2,3-tribromopropane

: 156-54-7
sodium butyrate

: 60-01-5
tributyrin

: 96-11-7
1,2,3-tribromopropane

: 5076-24-4
silver butyrate

: 60-01-5
tributyrin

Conditions

Conditions	Yield
With xylene

: 106-31-0
butanoic acid anhydride

: 56-81-5
glycerol

: 60-01-5
tributyrin

Conditions

Conditions	Yield
With camphoric acid
With sulfuric acid at 204℃;

: 156-54-7
sodium butyrate

: 56-81-5
glycerol

: 60-01-5
tributyrin

Conditions

Conditions	Yield
With phosphorus pentachloride at 200℃;

: 107-92-6
butyric acid

glycerol-α.α'-dibutyrate: glycerol-α.α'-dibutyrate

: 60-01-5
tributyrin

Conditions

Conditions	Yield
unter staendiger Entfernung des entstehenden Wassers;

: 106-31-0
butanoic acid anhydride

: 144-55-8
sodium hydrogencarbonate

: 60-01-5
tributyrin

Conditions

Conditions	Yield
With hydrogenchloride In pyridine; water; glycerol	29.6 g (98%)

: 56-81-5
glycerol

: 107-92-6
butyric acid

A: 60-01-5
tributyrin

B: 557-25-5
1-monobutyrin

C: 30403-46-4, 96739-06-9, 101469-20-9, 24814-35-5
β-dibutyrin

D: 70916-53-9
2-monobutyroylglycerol

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

Conditions

Conditions	Yield
at 115℃; for 24h;

...Expand

: 56-81-5
glycerol

: 107-92-6
butyric acid

A: 60-01-5
tributyrin

B: 30403-46-4, 96739-06-9, 101469-20-9, 24814-35-5
β-dibutyrin

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

Conditions

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

...Expand

Raw Materials

107-92-6

144-55-8

5076-24-4

96-11-7

106-31-0

56-81-5

156-54-7

Downstream Products

139665-43-3

30403-46-4

107-92-6

107-02-8

56-81-5

66411-63-0

105-54-4

57416-28-1

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Tributyrin, with the CAS registry number 60-01-5, is also known as Butyrin, tri-. It belongs to the product categories of Functional Materials; Plasticizer; Polyalcohol Ethers, Esters (Plasticizer). Its EINECS registry number is 200-451-5. This chemical's molecular formula is C₁₅H₂₆O₆ and molecular weight is 302.36. Its IUPAC name is called 2,3-di(butanoyloxy)propyl butanoate. When you are using this chemical, please be cautious about it. You must avoid contact with skin and eyes. Tributyrin is also used in microbiological laboratories to identify the bacterium Moraxella catarrhalis. Tributyrin is a stable and rapidly absorbed prodrug of butyric acid which enhances antiproliferative effects of dihydroxycholecalciferol in human colon cancer cells.

Physical properties of Tributyrin: (1)ACD/LogP: 3.27; (2)ACD/LogD (pH 5.5): 3.273; (3)ACD/LogD (pH 7.4): 3.273; (4)ACD/BCF (pH 5.5): 180.955; (5)ACD/BCF (pH 7.4): 180.955; (6)ACD/KOC (pH 5.5): 1437.395; (7)ACD/KOC (pH 7.4): 1437.395; (8)#H bond acceptors: 6; (9)#Freely Rotating Bonds: 14; (10)Index of Refraction: 1.448; (11)Molar Refractivity: 76.825 cm³; (12)Molar Volume: 286.96 cm³; (13)Surface Tension: 35.51 dyne/cm; (14)Density: 1.054 g/cm³; (15)Flash Point: 143.415 °C; (16)Enthalpy of Vaporization: 54.81 kJ/mol; (17)Boiling Point: 307.499 °C at 760 mmHg; (18)Vapour Pressure: 0.001 mmHg at 25°C.

Preparation of Tributyrin: this chemical can be prepared by butyric acid and propane-1,2,3-triol. This reaction will need reagent aluminium sulfate.

Tributyrin can be prepared by butyric acid and propane-1,2,3-triol

Uses of Tributyrin: it can be used to produce (R)-2-octyl butyrate at ambient temperature. This reaction will need reagent 0.1 M phosphate buffer with reaction time of 140 hours. The yield is about 82%.

Tributyrin can be used to produce (R)-2-octyl butyrate at ambient temperature

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC
(2)InChI: InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3
(3)InChIKey: UYXTWWCETRIEDR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	320mg/kg (320mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Acta Physiologica Scandinavica. Vol. 40, Pg. 338, 1957.
mouse	LD50	oral	12800mg/kg (12800mg/kg)		Kodak Company Reports. Vol. 21MAY1971,
rat	LC	inhalation	> 75ppm/6H (75ppm)		Kodak Company Reports. Vol. 21MAY1971,
rat	LD50	oral	3200mg/kg (3200mg/kg)		Kodak Company Reports. Vol. 21MAY1971,