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Triethylene glycol butyl ether
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Name

Triethylene glycol butyl ether

 EINECS 205-592-6
CAS No. 143-22-6 Density 0.981 g/cm3
PSA 47.92000 LogP 0.82860
Solubility It is soluble in water. Melting Point -48 °C
Formula C10H22O4 Boiling Point 278 °C at 760 mmHg
Molecular Weight 206.282 Flash Point 127.9 °C
Transport Information N/A Appearance colourless to faintly yellow liquid
Safety 26-36/37/39-46-39 Risk Codes 36/38-41
Molecular Structure Molecular Structure of 143-22-6 (TRIETHYLENE GLYCOL MONOBUTYL ETHER) Hazard Symbols IrritantXi
Synonyms

2-[2-(2-Butoxyethoxy)ethoxy]ethanol;3,6,9-Trioxatridecan-1-ol;BTG;Butoxytriethylene glycol;Butoxytriglycol;Butyltriglycol;Butysenol 30;C4E3;Dowanol TBAT;Koremul BE 3;NSC 164915;TEGBE;Triethylene glycol monobutyl ether;Triglycol monobutyl ether;Triethylene glycol butyl ether;

Article Data 10

Triethylene glycol butyl ether Synthetic route

75-21-8

oxirane

71-36-3

butan-1-ol

143-22-6

triethyleneglycol monobutyl ether

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 50℃;
With sodium
75-21-8

oxirane

71-36-3

butan-1-ol

A

111-76-2

2-Butoxyethanol

B

112-34-5

Diethylene glycol monobutyl ether

C

143-22-6

triethyleneglycol monobutyl ether

Conditions
ConditionsYield
2,4,6-trimethyl-pyridine at 160℃; under 2311.54 - 3345.86 Torr; for 2.5h; Product distribution / selectivity; Inert atmosphere;
sodium butanolate at 140℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;A 20.16 %Chromat.
B 9.07 %Chromat.
C 6.10 %Chromat.
catalyst of invention (Sb2O3, copper acetate, hydrogen peroxide; calcined) at 140℃; under 30003 Torr; for 24 - 120h; Product distribution / selectivity;A 76 - 77 %Chromat.
B 13 - 14 %Chromat.
C 9 %Chromat.
112-60-7

Tetraethylene glycol

107-21-1

ethylene glycol

123-72-8

butyraldehyde

111-46-6

diethylene glycol

112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

A

3390-13-4

2-propyl-1,3-dioxolane

B

111-76-2

2-Butoxyethanol

C

112-34-5

Diethylene glycol monobutyl ether

D

143-22-6

triethyleneglycol monobutyl ether

E

1559-34-8

tetraethylene glycol monobutyl ether

F

71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 2h;
...Expand
143-22-6

triethyleneglycol monobutyl ether

98-59-9

p-toluenesulfonyl chloride

117783-11-6

triethylene glycol monobutyl ether tosylate

Conditions
ConditionsYield
Stage #1: triethyleneglycol monobutyl ether; p-toluenesulfonyl chloride With dmap In dichloromethane at 20℃;
Stage #2: With triethylamine In dichloromethane at 20℃;		100%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h;83%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 4h;83%
143-22-6

triethyleneglycol monobutyl ether

124-63-0

methanesulfonyl chloride

686289-90-7

triethyleneglycol monobutyl ether methanesulfonate

Conditions
ConditionsYield
With pyridine at 0℃; for 4h;96%
143-22-6

triethyleneglycol monobutyl ether

626-00-6

1,3-Diiodobenzene

1,3-bis(2-(2-(2-butoxyethoxy)ethoxy)ethoxy)benzene

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere;95%
143-22-6

triethyleneglycol monobutyl ether

615-42-9

1,2-Diiodobenzene

1,2-bis(2-(2-(2-butoxyethoxy)ethoxy)ethoxy)benzene

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere;68%
143-22-6

triethyleneglycol monobutyl ether

103781-33-5

3-{[(4-bromobutyl)oxy]methyl}-3-methyloxetane

3-(2,7,10,13,16-pentaoxaicosyl)-3-methyloxetane

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In hexane for 5h; Heating;67%
117-80-6

2,3-Dichloro-1,4-naphthoquinone

143-22-6

triethyleneglycol monobutyl ether

C30H46O10

Conditions
ConditionsYield
With NAH In tetrahydrofuran at 80℃; Inert atmosphere;67%
143-22-6

triethyleneglycol monobutyl ether

75427-76-8

3,6,9-trioxatridecanoic acid

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate In water for 12h; Ambient temperature;57%

Triethylene glycol butyl ether Consensus Reports

Glycol ether compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

Triethylene glycol butyl ether Specification

The Triglycol monobutyl ether is an organic compound with the formula C10H22O4. The IUPAC name of this chemical is 2-[2-(2-butoxyethoxy)ethoxy]ethanol. With the CAS registry number 143-22-6, it is also named as 3,6,9-Trioxatridecan-1-ol. The product's categories are Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Besides, it is colourless to faintly yellow liquid, which should be stored in a closed cool and dry place.

Physical properties about Triglycol monobutyl ether are:
 (1)ACD/LogP: 0.08; (2)ACD/LogD (pH 5.5): 0.08; (3)ACD/LogD (pH 7.4): 0.08; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 26.35; (7)ACD/KOC (pH 7.4): 26.35; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 12; (11)Polar Surface Area: 36.92 Å2; (12)Index of Refraction: 1.437; (13)Molar Refractivity: 55.14 cm3; (14)Molar Volume: 210.1 cm3; (15)Polarizability: 21.86×10-24cm3; (16)Surface Tension: 33.5 dyne/cm; (17)Density: 0.981 g/cm3; (18)Flash Point: 127.9 °C; (19)Enthalpy of Vaporization: 59.97 kJ/mol; (20)Boiling Point: 278 °C at 760 mmHg; (21)Vapour Pressure: 0.000537 mmHg at 25°C.

Uses of Triglycol monobutyl ether:
it can be used to produce 3,6,9-trioxa-tridecanoic acid at ambient temperature. It will need reagent potassium hydroxide, potassium permanganate and solvent H2O with reaction time of 12 hours. The yield is about 57%.


When you are using Triglycol monobutyl ether , please be cautious about it as the following:
It risk of serious damage to eyes. If swallowed, seek medical advice immediately and show this container or label. Besides, this chemical is irritating to eyes and skin. When you are using it, wear suitable gloves and eye/face protection. 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: OCCOCCOCCOCCCC
(2)InChI: InChI=1/C10H22O4/c1-2-3-5-12-7-9-14-10-8-13-6-4-11/h11H,2-10H2,1H3
(3)InChIKey: COBPKKZHLDDMTB-UHFFFAOYA
(4)Std. InChI: InChI=1S/C10H22O4/c1-2-3-5-12-7-9-14-10-8-13-6-4-11/h11H,2-10H2,1H3
(5)Std. InChIKey: COBPKKZHLDDMTB-UHFFFAOYSA-N

The toxicity data of Triglycol monobutyl ether is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 3540uL/kg (3.54mL/kg) SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LD50 oral 5300mg/kg (5300mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Office of Toxic Substances Report. Vol. OTS,

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