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Glycidyl tert-butyl ether

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Identification
Molecular formula
C8H16O2
CAS number
879-41-4
IUPAC name
2-(tert-butoxymethyl)oxirane
State
State

At room temperature, glycidyl tert-butyl ether is a liquid. It is used for various chemical synthesis applications due to its reactive epoxide group, which makes it valuable in the manufacture of paint solids and specialty coatings.

Melting point (Celsius)
-54.00
Melting point (Kelvin)
219.15
Boiling point (Celsius)
183.00
Boiling point (Kelvin)
456.15
General information
Molecular weight
130.19g/mol
Molar mass
130.1880g/mol
Density
0.9400g/cm3
Appearence

Glycidyl tert-butyl ether is a clear, colorless liquid that is practically insoluble in water. It is stable under normal conditions but may decompose upon exposure to light or heat, emitting acrid smoke and fumes.

Comment on solubility

Solubility of 2-(tert-butoxymethyl)oxirane

2-(tert-butoxymethyl)oxirane is classified as a polar compound due to the presence of both ether and epoxide functional groups. Understanding its solubility properties is essential for various applications in synthetic chemistry and industrial processes.

Key points regarding the solubility of 2-(tert-butoxymethyl)oxirane include:

  • Solvent interactions: This compound is likely to be soluble in polar solvents, such as water, alcohols, and some polar aprotic solvents due to its polar characteristics.
  • Insolubility in non-polar solvents: Conversely, it may demonstrate low solubility in non-polar solvents like hydrocarbons, as the lack of polar interactions can hinder solvation.
  • Temperature effects: Solubility can be influenced by temperature. Typically, an increase in temperature enhances solubility in many solvents.

In summary, while 2-(tert-butoxymethyl)oxirane is generally soluble in polar solvents, its behavior in non-polar environments is limited. The examination of its solubility opens avenues for understanding its potential applications and limitations in chemical reactions.

Interesting facts

Interesting Facts about 2-(tert-butoxymethyl)oxirane

2-(tert-butoxymethyl)oxirane, often referred to in scientific circles as a versatile epoxide, belongs to a class of compounds known for their highly reactive nature due to the presence of a three-membered cyclic ether structure. This unique configuration grants it various applications in organic synthesis and material science.

Key Features:

  • Source of Functionalization: The epoxide ring in this compound can undergo ring-opening reactions, allowing for the introduction of various functional groups. This makes it an excellent precursor in the synthesis of more complex molecules.
  • Biopolymer Applications: Its reactivity is particularly valued in the production of biopolymers and coatings, where it can impart desirable properties such as strength and stability.
  • Industrial Importance: This compound finds application in the production of specialty chemicals, highlighting its role in the industrial sector.

Furthermore, studies have indicated that compounds like 2-(tert-butoxymethyl)oxirane can serve as intermediates in the pharmaceutical industry, opening pathways to novel drug compounds. As noted by chemists, "The reactivity of epoxides is a double-edged sword; they are both useful for synthesis and challenging to handle due to their potential for side reactions."

In conclusion, 2-(tert-butoxymethyl)oxirane exemplifies how even a seemingly simple compound can hold significance in complex chemical processes. Its role in advancing organic chemistry and materials science underscores the importance of continuing to study and utilize such compounds in innovative ways.

Synonyms
tert-Butyl glycidyl ether
7665-72-7
t-Butyl glycidyl ether
(tert-Butoxymethyl)oxirane
2-(tert-Butoxymethyl)oxirane
1,1-Dimethylethyl glycidyl ether
Propane, 1-tert-butoxy-2,3-epoxy-
2,3-Epoxypropyl-t-butyl ether
CCRIS 2632
glycidyl tert-butyl ether
Oxirane, ((1,1-dimethylethoxy)methyl)-
EINECS 231-640-0
BRN 0103483
DTXSID4024692
Oxirane, [(1,1-dimethylethoxy)methyl]-
35F8X83D0G
Oxirane, 2-((1,1-dimethylethoxy)methyl)-
DTXCID104692
P-TERT-BUTYL GLYCIDYL ETHER
(2R)-2-(tert-Butoxymethyl)oxirane
2-TRIMETHYLMETHOXYMETHYLOXIRANE
3-TERT-BUTOXY-1,2-EPOXYPROPANE
((1,1-DIMETHYLETHOXY)METHYL)OXIRANE
Oxirane, 2-[(1,1-dimethylethoxy)methyl]-
tbutyl glycidyl ether
(tertButoxymethyl)oxirane
2,3Epoxypropyltbutyl ether
Propane, 1tertbutoxy2,3epoxy
1,1Dimethylethyl glycidyl ether
Oxirane, ((1,1dimethylethoxy)methyl)
Oxirane, (1,1-dimethylethoxy)methyl-
Oxirane, 2((1,1dimethylethoxy)methyl)
231-640-0
812-806-7
t-Bge
1-tert-Butoxy-2,3-epoxypropane
2-[(2-methylpropan-2-yl)oxymethyl]oxirane
2-[(tert-butoxy)methyl]oxirane
Butyl glycidyl ether, tert-
UNII-35F8X83D0G
(S)-(+)-Tert-butyl glycidyl ether
Ageflex TBGE
t-butylglycidyl ether
glycidyl-tert-butyl ether
2-tert-butoxymethyloxirane
2-tert-butoxymethyl-oxirane
SCHEMBL93565
rac tert-butyl glycidyl ether
MLS002454450
2-(tert-Butoxymethyl)oxirane #
CHEMBL1569413
SFJRUJUEMVAZLM-UHFFFAOYSA-
tert-Butyl glycidyl ether, 99%
HMS3039K14
Tox21_200253
MFCD00010050
AKOS009031522
(+/-)-TERT-BUTYLGLYCIDYL ETHER
NCGC00091765-01
NCGC00091765-02
NCGC00257807-01
2,3-EPOXYPROPYL-TERT-BUTYL ETHER
BS-23854
FB164702
SMR001372027
TERT-BUTYL 2,3-EPOXYPROPYL ETHER
CAS-7665-72-7
DB-062731
DB-062732
DB-257029
B1840
CS-0204793
NS00019846
TERT-BUTYL GLYCIDYL ETHER, (+/-)-
EN300-20743
D88868
Q27256462
Z104480846
InChI=1/C7H14O2/c1-7(2,3)9-5-6-4-8-6/h6H,4-5H2,1-3H3