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Epoxybutene

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Identification
Molecular formula
C13H18O2
CAS number
3101-60-8
IUPAC name
2-[(4-tert-butylphenoxy)methyl]oxirane
State
State

At room temperature, 2-[(4-tert-butylphenoxy)methyl]oxirane is present in a liquid state. It has a low viscosity and is often used as an intermediate in chemical reactions.

Melting point (Celsius)
7.00
Melting point (Kelvin)
280.15
Boiling point (Celsius)
285.00
Boiling point (Kelvin)
558.15
General information
Molecular weight
194.28g/mol
Molar mass
194.2600g/mol
Density
1.0080g/cm3
Appearence

2-[(4-tert-Butylphenoxy)methyl]oxirane appears as a colorless to pale yellow liquid with a slight characteristic odor. It is not crystalline, and its liquid form allows for easy mixing with various solvents.

Comment on solubility

Solubility Characteristics of 2-[(4-tert-butylphenoxy)methyl]oxirane

2-[(4-tert-butylphenoxy)methyl]oxirane, an epoxide compound, presents interesting solubility traits due to its unique functional groups. Understanding the solubility of this compound is crucial for both industrial applications and academic research. The solubility behavior can be influenced by several factors:

  • Polarity: The presence of the oxirane functional group along with the tert-butylphenoxy moiety can lead to a moderate polarity. This might contribute to its solubility in polar solvents like ethanol or acetone.
  • Hydrophobicity: The bulky tert-butyl group increases hydrophobic characteristics, potentially limiting solubility in highly polar solvents, while enhancing solubility in organic solvents.
  • Temperature: Solubility can vary with temperature. Typically, an increase in temperature may enhance the solubility of organic compounds.
  • pH Sensitivity: Depending on the pH of the solution, the solubility can change, as certain functional groups may ionize or interact differently at varying pH levels.

In summary, while 2-[(4-tert-butylphenoxy)methyl]oxirane may be reasonably soluble in organic solvents, its unique structure prompts further exploration of its solubility dynamics. As the saying goes, “A compound's solubility is often a window into its chemical behavior.” Understanding these traits is essential for practical applications, including synthesis, formulation, and environmental chemistry.

Interesting facts

Interesting Facts about 2-[(4-tert-butylphenoxy)methyl]oxirane

2-[(4-tert-butylphenoxy)methyl]oxirane, commonly referred to as a type of epoxide, is known for its unique structural characteristics and chemical reactivity. This compound offers a range of intriguing properties and applications, making it a subject of interest in both industrial and academic settings.

Chemical Structure and Reactivity

The structure of 2-[(4-tert-butylphenoxy)methyl]oxirane features a three-membered cyclic ether, which is significant for its reactivity. The epoxide functional group is notorious for its ability to undergo:

  • Nucleophilic attacks: The strained ring structure of epoxides makes them highly reactive toward nucleophiles, which can open the ring and form various products.
  • Polymerization: This compound can participate in polymerization reactions, leading to diverse polymeric materials with useful properties.
  • Substitution reactions: It can also undergo substitution reactions, making it versatile for synthesizing other chemical derivatives.

Applications

2-[(4-tert-butylphenoxy)methyl]oxirane boasts a variety of applications:

  • As an intermediate: This compound is often used as a synthesis precursor in producing more complex organic molecules.
  • In industrial chemistry: It plays a role in the development of resins, adhesives, and coatings due to its reactive properties.
  • In pharmaceuticals: There is potential for this compound to be utilized in the design of newer drug molecules due to its reactivity.

Environmental and Safety Considerations

When working with 2-[(4-tert-butylphenoxy)methyl]oxirane, it is essential to consider:

  • Handling precautions: Epoxides can be hazardous due to their reactivity and toxicity; proper safety protocols should be followed.
  • Environmental impact: Understanding the degradation pathways and ecological implications of its use is crucial for sustainable chemical practices.

In conclusion, 2-[(4-tert-butylphenoxy)methyl]oxirane exemplifies the fascinating interplay between structure and reactivity in organic chemistry. Its vast range of applications and significant role in synthetic chemistry underline the importance of studying such compounds.

Synonyms
3101-60-8
4-tert-Butylphenyl glycidyl ether
p-tert-Butylphenyl glycidyl ether
2-[(4-tert-Butylphenoxy)methyl]oxirane
tert-Butylphenol glycidyl ether
tert-Butylphenyl glycidyl ether
tert-Butyl phenyl glycidyl ether
CCRIS 2638
p-tert-Butylphenyl 1-(2,3-epoxy)propyl ether
3-(p-tert-Butylphenoxy)-1,2-epoxypropane
Oxirane, [[4-(1,1-dimethylethyl)phenoxy]methyl]-
EINECS 221-453-2
DUA9665YBG
Propane, 1-(p-tert-butylphenoxy)-2,3-epoxy-
R 1007
2,3-Epoxypropyl-4-t-butylphenyl ether
BRN 0007417
DTXSID1024702
Oxirane, ((4-(1,1-dimethylethyl)phenoxy)methyl)-
AI3-52800
((4-(1,1-DIMETHYLETHYL)PHENOXY)METHYL)OXIRANE
Oxirane, 2-((4-(1,1-dimethylethyl)phenoxy)methyl)-
1-(p-tert-Butylphenoxy)-2,3-epoxypropane
DTXCID604702
p-tert-butylphenol glycidyl ether
EC 221-453-2
5-17-03-00017 (Beilstein Handbook Reference)
Oxirane, 2-[[4-(1,1-dimethylethyl)phenoxy]methyl]-
2-((4-tert-butylphenoxy)methyl)oxirane
GLYCIDYL P-TERT-BUTYLPHENYL ETHER
GLYCIDYL 4-TERT-BUTYLPHENYL ETHER
(4-TERT-BUTYLPHENOXY)METHYLOXIRANE
[[4-(1,1-Dimethylethyl)phenoxy]methyl]oxirane
3-(4-TERT-BUTYLPHENOXY)-1,2-EPOXYPROPANE
((4-(1,1-DIMETHYLETHYL)PHENOXY)METHYL) OXIRANE
[[4-(1,1-DIMETHYLETHYL)PHENOXY]METHYL] OXIRANE
HELOXY WC 65
DENACOL EX 146
ptButylphenyl glycidyl ether
EPICLON 520
tertButylphenol glycidyl ether
tertButylphenyl glycidyl ether
Glycidyl ptertbutylphenyl ether
p-t-butylphenyl glycidyl ether
ptertButylphenol glycidyl ether
Glycidyl 4tertbutylphenyl ether
(4tertButylphenoxy)methyloxirane
Butylphenyl glycidyl ether, ptert
YED 122
2,3Epoxypropyl4tbutylphenyl ether
1(ptertButylphenoxy)2,3epoxypropane
3(ptertButylphenoxy)1,2epoxypropane
Propane, 1(ptertbutylphenoxy)2,3epoxy
ptertButylphenyl, 2,3epoxypropyl ether
ptertButylphenyl 1(2,3epoxy)propyl ether
((4(1,1Dimethylethyl)phenoxy)methyl)oxirane
Oxirane, 4-(1,1-dimethylethyl)phenoxymethyl-
Oxirane, ((4(1,1dimethylethyl)phenoxy)methyl)
Oxirane, 2((4(1,1dimethylethyl)phenoxy)methyl)
P-TERT-BUTYLPHENYL, 2,3-EPOXYPROPYL ETHER
ARALDITE M
2-((4-(tert-Butyl)phenoxy)methyl)oxirane
t-Butyl phenyl glycidyl ether
MFCD00005136
4-t-Butylphenyl glycidyl ether
2-[[4-(tert-Butyl)phenoxy]methyl]oxirane
UNII-DUA9665YBG
Butylphenyl glycidyl ether, p-tert-
Heloxy 65
4-tert-Butylphenyl 2,3-epoxypropyl ether
SCHEMBL80171
p-tert-Butylphenylglycidylether
CHEMBL1890780
HHRACYLRBOUBKM-UHFFFAOYSA-
DAA10160
Tox21_200310
2-(4-tert-butylphenoxymethyl)oxirane
AKOS000200302
AKOS016051055
CS-W015312
NCGC00091282-01
NCGC00091282-02
NCGC00257864-01
29298-03-1
AS-56187
SY051642
2-[(4-tert-Butylphenoxy)methyl]oxirane #
CAS-3101-60-8
4-tert-butyl-1-(2-oxiranylmethoxy)benzene
DB-103360
B4831
NS00002289
EN300-17836
D78283
A852255
Q27276612
Z57046221
InChI=1/C13H18O2/c1-13(2,3)10-4-6-11(7-5-10)14-8-12-9-15-12/h4-7,12H,8-9H2,1-3H3