Related Experiment Video
Updated: May 26, 2026

08:56
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Isopropyl 3,4-dihy-droxy-benzoate
Acta Crystallographica. Section E, Structure Reports Online
|December 27, 2011
Summary
The crystal structure of C(10)H(12)O(4) reveals hydrogen bonds linking molecules into chains. An intramolecular hydrogen bond was also identified, offering insights into molecular interactions.
Area of Science:
- Crystallography
- Chemical Physics
- Materials Science
Background:
- Understanding molecular interactions is crucial in chemical physics.
- Crystal structure analysis provides fundamental insights into intermolecular forces.
- Hydrogen bonding plays a significant role in the properties of organic compounds.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(10)H(12)O(4).
- To identify and characterize hydrogen bonding patterns within the crystal lattice.
- To investigate the role of intermolecular forces in the assembly of C(10)H(12)O(4) molecules.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of hydrogen bond distances and angles to identify specific motifs.
- Structural data was interpreted to understand molecular packing and interactions.
Main Results:
- The crystal structure of C(10)H(12)O(4) was successfully determined.
- O-H⋯O hydrogen bonds were observed, forming R(2)(2)(10) and R(2)(2)(14) motifs.
- These hydrogen bonds link molecules into extended chains along the [100] direction.
- An intramolecular O-H⋯O hydrogen bond was also identified within the molecule.
Conclusions:
- The crystal structure of C(10)H(12)O(4) is characterized by specific hydrogen bonding networks.
- Intermolecular hydrogen bonds dictate the formation of one-dimensional chains.
- The presence of both inter- and intramolecular hydrogen bonds influences the compound's solid-state architecture.
Related Concept Videos
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Simple aryl halides do not react with nucleophiles under normal conditions. However, the reaction can proceed under drastic conditions involving high temperatures and high pressure to give the substituted products. For example, chlorobenzene is converted to phenol using aqueous sodium hydroxide at 350 °C under high pressure by the Dow process. The reaction follows an elimination-addition mechanism involving a benzyne intermediate. Here, the chloride ion is eliminated to generate the benzyne...
Preparation of Diols and Pinacol Rearrangement
Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Structure and Nomenclature of Alcohols and Phenols
Overview
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
Protection of Alcohols
This lesson delves into the concept of protection and deprotection of a functional group fundamental to synthetic organic chemistry. These phenomena are explained in the context of aliphatic and aromatic alcohols.
Protection
It defines a protecting group as the masking agent to make the more reactive species inert to a given set of conditions. This concept is depicted via the illustration of liquid flow through different outlets in an assembly of pipes. The analogy helps to understand the role...
Protection
It defines a protecting group as the masking agent to make the more reactive species inert to a given set of conditions. This concept is depicted via the illustration of liquid flow through different outlets in an assembly of pipes. The analogy helps to understand the role...
IUPAC Nomenclature of Aldehydes
Aldehydes are named based on the systematic nomenclature rules set by the IUPAC. For acyclic aldehydes, the longest carbon chain containing the aldehydic (–CHO) group is considered the parent chain. The aldehyde is named by replacing the last letter “e” in the hydrocarbon name with “al”. For instance, a simple, seven-carbon-membered acyclic aldehyde is called heptanal, derived from heptane. The carbon chain is numbered starting from the aldehydic carbon, although the aldehydic carbon’s locant...
Physical Properties of Alcohols and Phenols
Alcohols are organic compounds in which a hydroxy group is attached to a saturated carbon. Phenols are a class of alcohols containing a hydroxy group attached to an aromatic ring. The physical properties of the alcohols and phenols are influenced by hydrogen bonding due to the oxygen–hydrogen dipole in the hydroxy functional group and dispersion forces between alkyl or aryl regions of alcohol and phenol molecules.
Alcohols possess a higher boiling point than aliphatic hydrocarbons of similar...
Alcohols possess a higher boiling point than aliphatic hydrocarbons of similar...

