Conditions | Yield |
---|---|
With K-MgO/γ-alumina In tetrahydrofuran at 50℃; for 5h; Temperature; | 97.3% |
With hydro silicate | |
With hydro silicate |
Conditions | Yield |
---|---|
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% |
2-vinyl-1,3-dioxolane
tert-butyl alcohol
A
tert-butyl glycidyl ether
B
Ethylene glycol di-tert-butyl diether
C
2-(2-tert-butoxyethyl)-1,3-dioxolane
Conditions | Yield |
---|---|
With sulfuric acid for 5h; Heating; | A 8.5% B 2% C 6 g |
ethylene glycol
isobutene
A
tert-butyl glycidyl ether
B
Ethylene glycol di-tert-butyl diether
Conditions | Yield |
---|---|
With hydrogenchloride at 75℃; | |
With sulfuric acid at 75℃; | |
With hydrogenchloride at 75℃; | |
With sulfuric acid at 75℃; |
2-ethoxy-1,3-dioxolane
tert-butoxytrimethylsilane
A
ethyl trimethylsilyl ether
B
tert-butyl glycidyl ether
C
1-tert-butoxy-2-trimethylsiloxy ethane
D
1-formyloxy-2-tert-butoxy ethane
Conditions | Yield |
---|---|
at 16 - 20℃; for 1h; Further byproducts given; |
Conditions | Yield |
---|---|
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 |
maleic anhydride
tert-butyl glycidyl ether
Bis-(2-t-butoxyethyl)-maleat
Conditions | Yield |
---|---|
With KC105A strong acid catalyst In toluene at 115℃; for 5h; Temperature; Inert atmosphere; Flow reactor; | 99.5% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 80℃; for 3h; | 99.3% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; for 1h; | 98% |
Conditions | Yield |
---|---|
With copper(I) triflate In Petroleum ether for 2h; Reagent/catalyst; Solvent; Time; Reflux; | 96% |
5-Chlorothiophene-2-carboxylic acid
tert-butyl glycidyl ether
(2-(2-methyl-2-propoxy)-ethyl) 5-chlorothiophene-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: 5-Chlorothiophene-2-carboxylic acid With oxalyl dichloride In 1,2-dichloro-ethane; N,N-dimethyl-formamide at 0 - 20℃; for 2h; Stage #2: tert-butyl glycidyl ether With triethylamine In tetrahydrofuran at 0 - 20℃; for 2h; | 95.56% |
Conditions | Yield |
---|---|
With Amberlyst-15 resin at 80℃; for 4h; | 95.5% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; | 95% |
Conditions | Yield |
---|---|
With Amberlyst-15 resin at 80℃; for 4h; | 94.3% |
Conditions | Yield |
---|---|
With tin(IV) chloride at 80℃; for 5h; Reagent/catalyst; | 94.1% |
[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl](4-hydroxyphenyl)methanone
tert-butyl glycidyl ether
diethylazodicarboxylate
[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl][(4-t-butoxyethoxy)phenyl]methanone
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran | 94% |
tert-butyl glycidyl ether
Conditions | Yield |
---|---|
With sodium hydroxide In toluene at 55℃; | 91.8% |
With sodium hydroxide |
Conditions | Yield |
---|---|
Stage #1: tert-butyl glycidyl ether With sodium hydride In tetrahydrofuran for 1h; Inert atmosphere; Cooling with ice; Stage #2: 4,6-dichloro-2-(methylsulfonyl)pyrimidine In tetrahydrofuran Inert atmosphere; | 91% |
tert-butyl glycidyl ether
p-toluenesulfonyl chloride
2-(tert-butoxy)ethyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 0 - 5℃; for 2h; | 90% |
With sodium hydroxide In tetrahydrofuran | 90% |
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h; | 61% |
With triethylamine In dichloromethane at 0 - 20℃; for 17.5h; |
tert-butyl glycidyl ether
4,6-dichloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine
4-(2-tert-butoxyethoxy)-5-(2-methoxyphenoxy)-6-chloro-2,2'-bipyrimidine
Conditions | Yield |
---|---|
With sodium hydroxide In toluene at 55℃; for 2h; | 90% |
With potassium carbonate; tetrabutylammomium bromide In toluene at 100 - 110℃; for 9h; |
6-chloronicotinonitrile
tert-butyl glycidyl ether
Conditions | Yield |
---|---|
Stage #1: tert-butyl glycidyl ether With lithium hexamethyldisilazane In tetrahydrofuran for 0.5h; Stage #2: 6-chloronicotinonitrile In tetrahydrofuran at 70℃; for 9h; Further stages.; | 87% |
tert-butyl glycidyl ether
N-5-(4-bromophenyl)-6-chloro-4-pyrimidinyl-N‘-propylsulfamide
N‐[5‐(4‐bromophenyl)‐6‐[2‐hydroxyethoxy]‐4‐pyrimidinyl]‐N‐propylsulfamide
Conditions | Yield |
---|---|
Stage #1: N-5-(4-bromophenyl)-6-chloro-4-pyrimidinyl-N‘-propylsulfamide With potassium tert-butylate In toluene at 20℃; for 0.0833333h; Stage #2: tert-butyl glycidyl ether In toluene at 85℃; for 2h; Stage #3: With titanium tetrachloride In toluene at 35℃; for 20h; | 86% |
tert-butyl glycidyl ether
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere; | 85% |
5-chlorothiophene-2-carbonyl chloride
tert-butyl glycidyl ether
(2-(2-methyl-2-propoxy)-ethyl) 5-chlorothiophene-2-carboxylate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran 1) r.t., 1 h, 2) reflux, 10 min; | 80% |
tert-butyl glycidyl ether
tert-butyl 4-(3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate
tert-butyl 4-(3-(2-tert-butoxyethoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; potassium fluoride on basic alumina In toluene at 120℃; for 40h; | 68% |
tert-butyl glycidyl ether
5-bromo-1,3-dimethoxy-2-nitrobenzene
Conditions | Yield |
---|---|
With 5-di(1-adamantylphosphino)-1-(1,3,5-triphenyl-1H-pyrazol-4-yl)-1H-pyrazole; palladium diacetate; caesium carbonate at 80℃; Inert atmosphere; Schlenk technique; | 68% |
Conditions | Yield |
---|---|
With triphenylphosphine at 20℃; for 2h; | 68% |
tert-butyl glycidyl ether
(2-(2-methyl-2-propoxy)-ethyl) 5-chlorothiophene-2-carboxylate
(2-(2-methyl-2-propoxy)-ethyl) 5-(2-(2-methyl-2-propoxy)-ethoxy)-thiophene-2-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 65℃; for 1h; | 65% |
With sodium hydride In N,N-dimethyl-formamide at 20 - 65℃; for 1.5h; Inert atmosphere; | 62.27% |
tert-butyl glycidyl ether
Conditions | Yield |
---|---|
With 2-(diphenylphosphino)pyridine; di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; for 4h; | 63% |
tert-butyl glycidyl ether
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 60℃; for 16h; Mitsunobu Displacement; Inert atmosphere; | 61% |
Conditions | Yield |
---|---|
In water for 12h; Ambient temperature; | 52% |
tert-butyl glycidyl ether
2-chloro-4,6-dimethoxy-5-nitro-pyrimidine
2-(2-tert-butoxyethoxy)-4,6-dimethoxy-5-nitropyrimidine
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; | 50% |
With sodium hydride In tetrahydrofuran at -41℃; |
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. |
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