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7580-85-0

Basic Information
CAS No.: 7580-85-0
Name: Ethylene Glycol Mono-tert-butyl Ether
Article Data: 20
Molecular Structure:
Molecular Structure of 7580-85-0 (Ethylene Glycol Mono-tert-butyl Ether)
Formula: C6H14O2
Molecular Weight: 118.176
Synonyms: Ethanol,2-(1,1-dimethylethoxy)-;Ethanol,2-tert-butoxy- (6CI,7CI,8CI);2-(1,1-Dimethylethoxy)ethanol;2-tert-Butoxyethanol;2-tert-Butoxyethyl alcohol;Ethylene glycolmono-tert-butyl ether;Ethylene glycol tert-butyl ether;Swasolve ETB;tert-Butyl 2-hydroxyethyl ether;tert-Butyl Cellosolve;2-(tert-butoxy)ethanol;
EINECS: 242-826-6
Density: 0.898 g/cm3
Boiling Point: 144 °C at 760 mmHg
Flash Point: 47.3 °C
Solubility: Completely miscible in water
Risk Codes: 10-36/37/38
Safety: 26-36/37/39
Transport Information: UN 3271
PSA: 29.46000
LogP: 0.79380
Synthetic route
75-21-8

oxirane

75-65-0

tert-butyl alcohol

7580-85-0

tert-butyl glycidyl ether

Conditions
ConditionsYield
With K-MgO/γ-alumina In tetrahydrofuran at 50℃; for 5h; Temperature;97.3%
With hydro silicate
With hydro silicate
109-65-9

1-bromo-butane

75-65-0

tert-butyl alcohol

7580-85-0

tert-butyl glycidyl ether

Conditions
ConditionsYield
Stage #1: 1-bromo-butane With 1-methyl-1H-imidazole at 80℃; for 3h;
Stage #2: With imidazolyl sodium In methanol at 20℃; for 6h;
Stage #3: tert-butyl alcohol at 30 - 50℃; Temperature;
94.2%
3984-22-3

2-vinyl-1,3-dioxolane

75-65-0

tert-butyl alcohol

A

7580-85-0

tert-butyl glycidyl ether

B

26547-47-7

Ethylene glycol di-tert-butyl diether

C

107378-68-7

2-(2-tert-butoxyethyl)-1,3-dioxolane

Conditions
ConditionsYield
With sulfuric acid for 5h; Heating;A 8.5%
B 2%
C 6 g
507-19-7

t-butyl bromide

107-21-1

ethylene glycol

7580-85-0

tert-butyl glycidyl ether

107-21-1

ethylene glycol

115-11-7

isobutene

A

7580-85-0

tert-butyl glycidyl ether

B

26547-47-7

Ethylene glycol di-tert-butyl diether

Conditions
ConditionsYield
With hydrogenchloride at 75℃;
With sulfuric acid at 75℃;
With hydrogenchloride at 75℃;
With sulfuric acid at 75℃;
4544-20-1

2-ethoxy-1,3-dioxolane

13058-24-7

tert-butoxytrimethylsilane

A

1825-62-3

ethyl trimethylsilyl ether

B

7580-85-0

tert-butyl glycidyl ether

C

129345-72-8

1-tert-butoxy-2-trimethylsiloxy ethane

D

129345-71-7

1-formyloxy-2-tert-butoxy ethane

Conditions
ConditionsYield
at 16 - 20℃; for 1h; Further byproducts given;
7580-85-0

tert-butyl glycidyl ether

124-63-0

methanesulfonyl chloride

2-(tert-butoxy)ethyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In tert-butyl methyl ether at 0 - 20℃; for 2h;100%
With triethylamine In dichloromethane at 0℃; for 2h;
With sodium hydrogencarbonate; triethylamine In dichloromethane
108-31-6

maleic anhydride

7580-85-0

tert-butyl glycidyl ether

7580-82-7

Bis-(2-t-butoxyethyl)-maleat

Conditions
ConditionsYield
With KC105A strong acid catalyst In toluene at 115℃; for 5h; Temperature; Inert atmosphere; Flow reactor;99.5%
2224-15-9

ethylene glycol diglycidyl ether

7580-85-0

tert-butyl glycidyl ether

C14H28O6

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 80℃; for 3h;99.3%
75-15-0

carbon disulfide

7580-85-0

tert-butyl glycidyl ether

100-44-7

benzyl chloride

O-tert-butoxyethyl-S-benzylxanthate

Conditions
ConditionsYield
Stage #1: carbon disulfide; tert-butyl glycidyl ether With sodium hydroxide In water at 25℃; for 2h;
Stage #2: benzyl chloride In water at 75℃; for 4h;
98.2%
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Specification

The Ethylene Glycol Mono-tert-butyl Ether is an organic compound with the formula C6H14O2. Its IUPAC name is 2-[(2-methylpropan-2-yl)oxy]ethanol. With the CAS registry number 7580-85-0, it has the systematic name 2-tert-Butoxyethanol. It can be prepared by Isobutylene and ethylene glycol. Moreover, it belongs to the product categories Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. However, it should be sealed in the cool and dry place.

Physical properties about Ethylene Glycol Mono-tert-butyl Ether are:
(1)ACD/LogP: 0.43; (2)ACD/LogD (pH 5.5): 0.43; (3)ACD/LogD (pH 7.4): 0.43; (4)ACD/BCF (pH 5.5): 1.25; (5)ACD/BCF (pH 7.4): 1.25; (6)ACD/KOC (pH 5.5): 40.87; (7)ACD/KOC (pH 7.4): 40.87; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.417; (13)Molar Refractivity: 33.09 cm3; (14)Molar Volume: 131.4 cm3; (15)Polarizability: 13.11×10-24cm3; (16)Surface Tension: 27.9 dyne/cm; (17)Density: 0.898 g/cm3; (18)Flash Point: 47.3 °C; (19)Enthalpy of Vaporization: 44.4 kJ/mol; (20)Boiling Point: 144 °C at 760 mmHg; (21)Vapour Pressure: 2.08 mmHg at 25°C.

Uses of the Ethylene Glycol Mono-tert-butyl Ether:
 It is high boiling point solvents for the paint and it's fiber wetting agents, plasticizers, organic synthesis intermediate. Besides, it can be used to produce 3-tert-butoxy-propane-1,2-diol at ambient temperature. It will need solvent H2O  and reaction time 12 hours. The yield is about 52 %.

Safety information of Ethylene Glycol Mono-tert-butyl Ether:
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. As it's flammable, keep it away from the sources of ignition.

You can still convert the following datas into molecular structure:
(1)SMILES: OCCOC(C)(C)C
(2)InChI: InChI=1/C6H14O2/c1-6(2,3)8-5-4-7/h7H,4-5H2,1-3H3
(3)InChIKey: BDLXTDLGTWNUFM-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C6H14O2/c1-6(2,3)8-5-4-7/h7H,4-5H2,1-3H3
(5)Std. InChIKey: BDLXTDLGTWNUFM-UHFFFAOYSA-N

The toxicity data of Ethylene Glycol Mono-tert-butyl Ether is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1328mg/kg (1328mg/kg)   Archives of Toxicology. Vol. 66, Pg. 368, 1992.
rat LCLo inhalation 2400ppm/5H (2400ppm) BEHAVIORAL: COMA

KIDNEY, URETER, AND BLADDER: HEMATURIA
British Journal of Industrial Medicine. Vol. 27, Pg. 1, 1970.