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Related Concept Videos

Formation of Halohydrin from Alkenes02:41

Formation of Halohydrin from Alkenes

An alkene, such as propene, reacts with bromine in the presence of water to yield a halohydrin. Halohydrins contain a halogen and a hydroxyl group attached to adjacent carbons. When the halogen is bromine, it is called a bromohydrin, while a chlorohydrin has chlorine as the halogen.
Halogenation of Alkenes02:46

Halogenation of Alkenes

Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
Regioselectivity of Electrophilic Additions-Peroxide Effect02:35

Regioselectivity of Electrophilic Additions-Peroxide Effect

In the presence of organic peroxides, the addition of hydrogen bromide to an alkene yields the isomer that is not predicted by Markovnikov’s rule. For example, the addition of hydrogen bromide to 2-methylpropene in the presence of peroxides gives 1-bromo-2-methylpropane. This addition reaction proceeds via a free radical mechanism, which reverses the regioselectivity. The free radical reaction mechanism involves three stages: initiation, propagation, and termination.
Structure and Nomenclature of Ethers02:28

Structure and Nomenclature of Ethers

Structure and Bonding
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent groups, ethers can be classified into two...
NMR Spectroscopy of Benzene Derivatives01:37

NMR Spectroscopy of Benzene Derivatives

Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling constants depend...

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Color Spot Test As a Presumptive Tool for the Rapid Detection of Synthetic Cathinones
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2-Bromo-1-(4-methoxy-phen-yl)ethanone.

Jian Zhang1, Ling-Hua Zhuang, Guo-Wei Wang

  • 1Department of Light Chemical Engineering, College of Food Science and Light Engineering, Nanjing University of Technology, Nanjing 210009, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|May 18, 2011
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a novel compound synthesized from 4-methoxy-acetophenone and cupric bromide. The molecule exhibits a nearly planar structure, forming one-dimensional chains through intermolecular hydrogen bonding.

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Supramolecular Chemistry

Background:

  • Understanding the structural properties of organic compounds is crucial in chemistry.
  • Crystal engineering aims to design materials with specific properties based on intermolecular interactions.
  • The synthesis and characterization of novel compounds contribute to the expansion of chemical knowledge.

Purpose of the Study:

  • To synthesize and characterize the crystal structure of a compound derived from 4-methoxy-acetophenone and cupric bromide.
  • To investigate the molecular geometry and intermolecular interactions within the crystal lattice.
  • To elucidate the self-assembly behavior leading to the observed one-dimensional chain structure.

Main Methods:

  • Chemical synthesis involving 4-methoxy-acetophenone and cupric bromide.
  • Single-crystal X-ray diffraction analysis to determine the three-dimensional structure.
  • Analysis of intermolecular interactions, including hydrogen bonding, using crystallographic data.

Main Results:

  • The synthesized compound, C(9)H(9)BrO(2), was successfully prepared.
  • The molecular structure was found to be approximately planar, with a root-mean-square deviation of 0.0008 Å.
  • Weak intermolecular aromatic C-H⋯O(carbonyl) hydrogen bonds were identified as the driving force for forming a one-dimensional chain structure.

Conclusions:

  • The study successfully determined the crystal structure of the novel compound.
  • The planar geometry and the specific hydrogen bonding interactions dictate the formation of a 1D supramolecular architecture.
  • This research provides insights into structure-property relationships and crystal engineering strategies.