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Pinacolyl alcohol

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Identification
Molecular formula
C7H16O
CAS number
464-07-3
IUPAC name
2,3,3-trimethylbutan-2-ol
State
State

Pinacolyl alcohol is typically found as a liquid at room temperature.

Melting point (Celsius)
-20.20
Melting point (Kelvin)
252.95
Boiling point (Celsius)
120.60
Boiling point (Kelvin)
393.75
General information
Molecular weight
116.21g/mol
Molar mass
116.2060g/mol
Density
0.8123g/cm3
Appearence

Pinacolyl alcohol is a colorless liquid with a mild, pleasant odor. It is part of the higher alcohol group due to its relatively large molecular structure compared to simpler alcohols like ethanol or methanol.

Comment on solubility

Solubility of 2,3,3-trimethylbutan-2-ol

2,3,3-trimethylbutan-2-ol, a tertiary alcohol, exhibits interesting solubility properties due to its unique structure. This compound is largely characterized by its branched hydrophobic carbon chain combined with a hydroxyl (-OH) functional group, which influences its interaction with solvents.

Solubility in Water:

Though this alcohol contains a hydroxyl group that can engage in hydrogen bonding with water, its substantial hydrophobic alkyl groups limit its solubility. As a result:

  • Moderate Solubility: 2,3,3-trimethylbutan-2-ol is moderately soluble in water.
  • Hydrophobic Character: The presence of large hydrocarbon chains decreases solubility as it increases the non-polar character of the molecule.

Solubility in Organic Solvents:

Conversely, this compound is more soluble in organic solvents, which can emphasize its hydrophobic nature. Examples include:

  • Alcohols: Highly soluble in other alcohols due to similar polar characteristics.
  • Non-Polar Solvents: Exhibits good solubility in non-polar solvents like hexane and benzene.

In conclusion, the solubility of 2,3,3-trimethylbutan-2-ol is a balancing act between its hydroxyl group's affinity for water and the predominance of its hydrophobic carbon skeleton. Understanding its solubility profile is essential for applications in chemical synthesis and formulation, allowing chemists to predict its behavior in various environments. As a rule of thumb, “like dissolves like” holds true, guiding solubility expectations in both polar and non-polar solvents.

Interesting facts

Interesting Facts About 2,3,3-Trimethylbutan-2-ol

2,3,3-trimethylbutan-2-ol, often referred to as a tertiary alcohol, is a fascinating compound with several unique features that pique the interest of chemical scientists and students alike. Here are some intriguing points about this compound:

  • Tertiary Structure: Being a tertiary alcohol means that the hydroxyl group (-OH) is attached to a carbon atom that is connected to three other carbon atoms. This structural characteristic influences its reactivity and properties.
  • Source: 2,3,3-trimethylbutan-2-ol can be derived from various sources, including natural products, making it relevant in green chemistry research and applications.
  • Uses: Its applications are diverse; it is primarily utilized as a solvent in organic synthesis, influencing both industrial and laboratory practices.
  • Reactivity: Due to the presence of the tertiary alcohol group, it exhibits different reactivity patterns compared to primary and secondary alcohols, particularly under oxidation conditions.

As a fascinating example of structural isomerism, this compound demonstrates how the positioning of functional groups can radically change the behavior and uses of a molecule. "The properties and functions of a compound are deeply intertwined with its molecular structure," reflects a common sentiment in chemistry that is epitomized by 2,3,3-trimethylbutan-2-ol.

Moreover, exploring the synthesis and application of this compound opens doors to understanding more complex chemical systems and their interactions in both natural and engineered contexts. Whether for teaching purposes or advanced research, 2,3,3-trimethylbutan-2-ol is a notable compound worth studying!

Synonyms
2,3,3-Trimethyl-2-butanol
Ethanol, pentamethyl-
2-Butanol, 2,3,3-trimethyl-
Q88WLX6PCR
NSC-227929
DTXSID40208129
DTXCID10130620
2-Butanol, 2,3,3-trimethyl-(8CI)
2-Butanol, 2,3,3-trimethyl-(8CI)(9CI)
841-330-2
okxvaryikdxaeo-uhfffaoysa-n
594-83-2
2,3,3-trimethylbutan-2-ol
2,3,3-Trimethyl 2-butanol
MFCD00060887
Pentamethylethanol
NSC227929
NSC 227929
UNII-Q88WLX6PCR
2,3-Trimethyl-2-butanol
2-Butanol, 2,3,3-trimethyl- (8CI)(9CI)
2-Butanol,3,3-trimethyl-
SCHEMBL437448
HMS1787E06
1,1,2,2-tetramethylpropyl alcohol
AC6426
AKOS001032094
2,3,3,-TRIMETHYL-2-BUTANOL
SB85174
AS-10330
SY011061
CS-0230469
EN300-104106
Z56762576