Triethylene glycol butyl ether supplier

Name
TRIETHYLENE GLYCOL MONOBUTYL ETHER
EINECS 205-592-6
CAS No. 143-22-6
Article Data10
CAS DataBase
Density 0.981 g/cm³
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
Appearance colourless to faintly yellow liquid
Safety 26-36/37/39-46-39
Risk Codes 36/38-41
Molecular Structure
Hazard Symbols Xi
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;
PSA 47.92000
LogP 0.82860

Synthetic route

: 75-21-8
oxirane

: 71-36-3
butan-1-ol

: 143-22-6
triethyleneglycol monobutyl ether

Conditions

Conditions	Yield
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

Conditions	Yield
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.

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With NAH In tetrahydrofuran at 80℃; Inert atmosphere;	67%

: 143-22-6
triethyleneglycol monobutyl ether

: 75427-76-8
3,6,9-trioxatridecanoic acid

Conditions

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

: 56-86-0
L-glutamic acid

: 143-22-6
triethyleneglycol monobutyl ether

: 1,5-bis({2-[2-(2-butoxyethoxy)ethoxy]ethyl}) (2S)-2-aminopentanedioate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 130℃; for 4h; Dean-Stark;	51.97%

: 143-22-6
triethyleneglycol monobutyl ether

: 107839-32-7
hexatriethylene glycol mono-butyl ether-cyclophosphazene

Conditions

Conditions	Yield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; sodium hydride In tetrahydrofuran for 48h; Heating;	29%
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; tetrabutylammomium bromide; sodium hydride In tetrahydrofuran Yield given;

: 50-00-0
formaldehyd

: 143-22-6
triethyleneglycol monobutyl ether

: 71563-36-5
1,19-dibutoxy-3,6,9,11,14,17-hexaoxa-nonadecane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid

: 143-22-6
triethyleneglycol monobutyl ether

: 75-07-0
acetaldehyde

: 71563-37-6
1,1-bis-{2-[2-(2-butoxy-ethoxy)-ethoxy]-ethoxy}-ethane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid

: 111-66-0
oct-1-ene

: 143-22-6
triethyleneglycol monobutyl ether

A: 21948-46-9, 72778-28-0
1,2-dichlorooctane

B: 2-{2-[2-(2-Butoxy-ethoxy)-ethoxy]-ethoxy}-1-chloro-octane

C: 1-{2-[2-(2-Butoxy-ethoxy)-ethoxy]-ethoxy}-2-chloro-octane

Conditions

Conditions	Yield
With chlorine In dichloromethane at 10 - 20℃; for 0.25h; Title compound not separated from byproducts;

...Expand

: 143-22-6
triethyleneglycol monobutyl ether

: octakiscyclotetraphosphazatetraene

Conditions

Conditions	Yield
With octachlorocyclotetraphosphazene; tetrabutylammomium bromide; sodium hydride 1.) THF, reflux, 6 h, 2.) THF, reflux, 2 days; Yield given. Multistep reaction;

: 143-22-6
triethyleneglycol monobutyl ether

: 63-91-2
L-phenylalanine

: 104-15-4
toluene-4-sulfonic acid

: (S)-2-Amino-3-phenyl-propionic acid 2-[2-(2-butoxy-ethoxy)-ethoxy]-ethyl ester; compound with toluene-4-sulfonic acid

Conditions

Conditions	Yield
In benzene Heating;

...Expand

: 143-22-6
triethyleneglycol monobutyl ether

A: 52184-05-1
1-{2-[2-(2-chloroethoxy)ethoxy]ethoxy}butane

B: 52184-06-2
1-(2-{2-[2-(2-Chloro-ethoxy)-ethoxy]-ethoxy}-ethoxy)-butane

Conditions

Conditions	Yield
With tetrachloromethane; triphenylphosphine

: 109-09-1
2-chloropyridine

: 143-22-6
triethyleneglycol monobutyl ether

: 201230-82-2
carbon monoxide

: pyridine-2-carboxylic acid 2-[2-(2-butoxy-ethoxy)-ethoxy]-ethyl ester

Conditions

Conditions	Yield
With bis(benzonitrile)palladium(II) dichloride; 1,3-bis-(diphenylphosphino)propane; triethylamine In N,N-dimethyl-formamide at 130℃; under 18751.5 Torr; for 14h;

...Expand

: 143-22-6
triethyleneglycol monobutyl ether

: 52184-05-1
1-{2-[2-(2-chloroethoxy)ethoxy]ethoxy}butane

Conditions

Conditions	Yield
With tetrachloromethane; triphenylphosphine for 2h; Heating;

: 143-22-6
triethyleneglycol monobutyl ether

: C34H56O6P2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triphenylphoshine; carbon tetrachloride / 2 h / Heating 2: 85 percent / buthyllithium / hexane; tetrahydrofuran / cooling View Scheme
Multi-step reaction with 2 steps 1: PPh3; CCl4 View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: 686289-85-0
10-(3,6,9-trioxatridecyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / pyridine / 4 h / 0 °C 2: 58 percent / Na2CO3 / acetonitrile / 72 h / Heating 3: 97 percent / TFA / 4 h / 20 °C View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: 686289-91-8
10-(3,6,9-trioxatridecyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tris(1,1-dimethylethyl) ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / pyridine / 4 h / 0 °C 2: 58 percent / Na2CO3 / acetonitrile / 72 h / Heating View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: C38H64O8P2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PPh3; CCl4 View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionic acid 2-[2-(2-butoxy-ethoxy)-ethoxy]-ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: benzene / Heating 2: 1.) ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate, 2.) Et3N / 1.) CH2Cl2, 15 min, 2.) CH2Cl2 View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: N-(2-hydroxyethylene)bis(3,6,9,12-tetraoxahexadecyl)amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 83 percent / sodium hydroxide / H2O; tetrahydrofuran / 4 h / 0 °C 2: 41 percent / sodium hydride / tetrahydrofuran / 49 h / Ambient temperature 3: 98 percent / aqueous hydrochloric acid / methanol / 2 h / Ambient temperature View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: N-bis(3,6,9,12-tetraoxahexadecyl)amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / sodium hydroxide / H2O; tetrahydrofuran / 4 h / 0 °C 2: 41 percent / sodium hydride / tetrahydrofuran / 49 h / Ambient temperature View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: 75427-89-3
3-Hydroxypropylenbis(3,6,9-trioxatridecanoat)

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 57 percent / potassium hydroxide, potassium permanganate / H2O / 12 h / Ambient temperature 2: phosphorpentachloride / CHCl3 / 2 h / Heating 3: 60 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature 4: 95 percent / H2 / palladium / C (10percent) / tetrahydrofuran / 3 h / 30 - 40 °C / 2206.5 - 2942.03 Torr View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: 75427-83-7
3-Benzyloxypropylenbis(3,6,9-trioxatridecanoat)

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 57 percent / potassium hydroxide, potassium permanganate / H2O / 12 h / Ambient temperature 2: phosphorpentachloride / CHCl3 / 2 h / Heating 3: 60 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature View Scheme

: 143-22-6
triethyleneglycol monobutyl ether

: 75427-70-2
1,2,3-Propantriyltris(3,6,9-trioxatridecanoat)

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 57 percent / potassium hydroxide, potassium permanganate / H2O / 12 h / Ambient temperature 2: phosphorpentachloride / CHCl3 / 2 h / Heating 3: 60 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature 4: 95 percent / H2 / palladium / C (10percent) / tetrahydrofuran / 3 h / 30 - 40 °C / 2206.5 - 2942.03 Torr 5: 55 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: 57 percent / potassium hydroxide, potassium permanganate / H2O / 12 h / Ambient temperature 2: phosphorpentachloride / CHCl3 / 2 h / Heating 3: 55 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 5 steps
1: 57 percent / potassium hydroxide, potassium permanganate / H2O / 12 h / Ambient temperature
2: phosphorpentachloride / CHCl3 / 2 h / Heating
3: 60 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature
4: 95 percent / H2 / palladium / C (10percent) / tetrahydrofuran / 3 h / 30 - 40 °C / 2206.5 - 2942.03 Torr
5: 55 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature
View Scheme

Multi-step reaction with 3 steps
1: 57 percent / potassium hydroxide, potassium permanganate / H2O / 12 h / Ambient temperature
2: phosphorpentachloride / CHCl3 / 2 h / Heating
3: 55 percent / pyridine / tetrahydrofuran / 48 h / Ambient temperature
View Scheme

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,

Product Name

TRIETHYLENE GLYCOL MONOBUTYL ETHER

Synthetic route

Triethylene glycol butyl ether Consensus Reports

Triethylene glycol butyl ether Specification

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