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Methylisobutenol

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Identification
Molecular formula
C5H10O
CAS number
115-18-4
IUPAC name
2-methylbut-3-en-2-ol
State
State

At room temperature, 2-methylbut-3-en-2-ol is in a liquid state. It is known to evaporate more readily at warmer temperatures due to its relatively low boiling point.

Melting point (Celsius)
-73.00
Melting point (Kelvin)
200.15
Boiling point (Celsius)
102.00
Boiling point (Kelvin)
375.15
General information
Molecular weight
86.13g/mol
Molar mass
86.1340g/mol
Density
0.8069g/cm3
Appearence

2-Methylbut-3-en-2-ol is a colorless liquid. It has a camphor-like odor, characteristic of many isoprenoid compounds.

Comment on solubility

Solubility of 2-methylbut-3-en-2-ol

2-methylbut-3-en-2-ol, a tertiary alcohol, exhibits fascinating solubility characteristics due to its molecular structure. Its solubility can be influenced by multiple factors, including:

  • Polarity: As an alcohol, 2-methylbut-3-en-2-ol contains a hydroxyl group (-OH) which enhances its polarity, enabling it to dissolve in polar solvents like water.
  • Hydrogen Bonding: The presence of the -OH group allows for hydrogen bonding with water molecules, which significantly improves its solubility in aqueous solutions.
  • Hydrocarbon Tail: The hydrocarbon portion of the molecule imparts some hydrophobic characteristics, which can limit solubility to some extent, but because the alcohol group is prominent, it still remains quite soluble.

Typically, tertiary alcohols like 2-methylbut-3-en-2-ol are soluble in alcohols, ethers, and other organic solvents, but their solubility in water tends to vary based on the length of the hydrocarbon chain. In general, due to the balance of hydrophilic (the -OH group) and hydrophobic parts (the carbon chain), 2-methylbut-3-en-2-ol exhibits good solubility in water, although it is not as soluble as primary or secondary alcohols.

In summary, while 2-methylbut-3-en-2-ol is significantly soluble in polar solvents and showcases strong hydrogen bonding capabilities, keep in mind that its hydrocarbon tail also contributes to a tad of hydrophobic hindrance, making its behavior in mixed solvents a subject of interest in chemical studies.

Interesting facts

Interesting Facts about 2-methylbut-3-en-2-ol

2-methylbut-3-en-2-ol, also known as isopropenyl alcohol, is a fascinating compound with a range of applications and unique properties. Here are some intriguing aspects of this chemical:

  • Structure and Reactivity: This compound exhibits a characteristic double bond, which contributes to its reactivity. The presence of both an alcohol and a double bond makes it a key intermediate in numerous organic synthesis reactions.
  • Natural Occurrence: 2-methylbut-3-en-2-ol is found in various essential oils and plant extracts, suggesting that it may play a role in the aroma and flavor profiles of certain natural products.
  • Industrial Applications: The compound is utilized in the production of polymers and resins, benefiting industries such as coatings and adhesives due to its ability to enhance properties like durability and adhesion.
  • Safety Considerations: As with many organic compounds, it is essential to handle 2-methylbut-3-en-2-ol with care. Understanding its safety data and potential hazards is crucial for any chemist working with this substance.
  • Research Potential: Ongoing studies explore the potential of this compound in fields like pharmaceuticals and agrochemicals, demonstrating its versatile nature and importance in chemical research.

Quote: "In chemistry, the beauty of a compound often lies in its reactivity and the complex pathways it can generate." This quote reflects the essence of 2-methylbut-3-en-2-ol, a compound rich in opportunities for discovery and innovation.

In summary, 2-methylbut-3-en-2-ol is not merely a chemical entity, but a compound with significant implications in both nature and technology. Its unique structure dictates its behavior, making it a subject of interest for students and professionals alike.

Synonyms
2-METHYL-3-BUTEN-2-OL
115-18-4
2-Methylbut-3-en-2-ol
3-Buten-2-ol, 2-methyl-
Methylbutenol
3-Hydroxy-3-methylbutene
isoprenyl alcohol
1,1-Dimethylallyl alcohol
3-Hydroxy-3-methyl-1-butene
3-Methyl-1-buten-3-ol
Dimethylvinylcarbinol
Dimethylvinylmethanol
Vinyldimethylcarbinol
2-Methyl-3-butene-2-ol
1,1-Dimethyl-2-propenol
1,1-Dimethylallyl alchol
2-Methyl-2-hydroxy-3-butene
1,1-Dimethyl-2-propanol
2-Methyl-3-buten-2-yl alcohol
alpha,alpha-Dimethylallyl alcohol
3-Methyl-buten-(1)-ol-(3)
3-Methyl-1-butene-3-ol
EINECS 204-068-4
CH2=CHC(CH3)2OH
UNII-SH64HE46L9
NSC 15977
2-Methyl but-3-ene-2-ol
1-Buten-3-ol, 3-methyl-
3-hydroxy-3-methylbut-1-ene
BRN 1698263
SH64HE46L9
1,1-Dimethyl-2-propen-1-ol
DTXSID3047471
AI3-23122
1-dimethyl-2-propenol
1-dimethylallyl alcohol
MFCD00004470
NSC-15977
3-methylbut-1-en-3-ol
.alpha.,.alpha.-Dimethylallyl alcohol
2-methyl-but-3-en-2-ol
DTXCID1027471
1,1-Dimethyl-2-propenyl alcoho
1,1-dimethyl-2-propenyl alcohol
CHEBI:132752
EC 204-068-4
4-01-00-02132 (Beilstein Handbook Reference)
HYDROXY-3-METHYLBUTENE, 3-
dimethyl vinyl carbinol
3-Methyl-buten-(1)-ol-(3) [German]
2Methylbut3en2ol
3Methyl1buten3ol
2-vinyl-2-propanol
3Hydroxy3methylbutene
1Buten3ol, 3methyl
3Buten2ol, 2methyl
1,1Dimethyl2propenol
2Methyl2hydroxy3butene
3-methyl-buten-3-ol
3-Butyn-2-ol, 2-methyl- (8CI,9CI)
3Methylbuten(1)ol(3)
1,1Dimethylallyl alcohol
2Methyl3buten2yl alcohol
2-methylbut-3-ene-2-ol
3-methyl-but-1-en-3-ol
1, 1-Dimethyl-2-propenol
1, 1-Dimethylallyl alcohol
3-methyl-3-hydroxybut-1-ene
alpha,alphaDimethylallyl alcohol
CHEMBL4245903
2-Methyl-3-buten-2-ol, 98%
NSC15977
Tox21_303823
STL570064
2-Methyl-3-buten-2-ol, >=98%
AKOS009156785
SB83756
NCGC00357265-01
3-Butyn-2-ol, 2-methyl-(8CI,9CI)
CAS-115-18-4
FM158245
DB-060705
M0178
NS00003578
EN300-84043
C21402
Q209432