Alkyl Halides Alkyl halides are a class of compounds where a halogen atom or atoms are bound to an sp3 orbital of an alkyl group. CHCl3 (Chloroform: organic solvent) CF2Cl2 (Freon-12: refrigerant CFC) CF3CHClBr (Halothane: anesthetic) Halogen atoms are more electronegative than carbon atoms‚ and so the C-Hal bond is polarized. H H μ C + C-l δ δ H The C-X bond is polarized in such a way that there is partial positive charge on the carbon and partial negative charge on the halogen. Dipole moment
Premium Solvent Nucleophile
and the O–H bond. The electronegativity of oxygen is substantially greater than that of carbon and hydrogen. Consequently‚ the covalent bonds of this functional group are polarized so that oxygen is electron rich and both carbon and hydrogen are electrophilic‚ as shown in the drawing on the right. Indeed‚ the dipolar nature of the O–H bond is such that alcohols are much stronger acids than alkanes (by roughly 1030 times)‚ and nearly that much stronger than ethers (oxygen substituted alkanes that do
Premium Alcohol
|Chapter 5: | |Structure and Preparation of Alkenes. | |Elimination Reactions | Summary Alkenes contain the C=C functional group which can be prepared by 1‚2-elimination reactions such as: • dehydration of alcohols (- H2O) or • dehydrohalogenation of alkyl halides (- HX). Zaitsev’s rule indicates that the preferred product is the more highly substituted
Premium Alkene Organic reaction Alcohol
Introduction The purpose of this experiment is to synthesize methyl nitrobenzoate from methyl benzoate‚ concentrated HNO3‚ and concentrated H2SO4 via an electrophilic aromatic substitution reaction. Reaction Procedures/ Observations Use a 50 ml beaker to cool about 6 ml of concentrated sulfuric acid in an ice water bath. Weigh the vial containing about 3 grams of methyl benzoate and add it to the cooled sulfuric acid. Next pour about 2 ml of sulfuric acid to the nitric acid in the vial
Premium Chemistry Sulfuric acid Hydrogen
Stability: is RCOX electrophilic enough? 2. Nucleophilicity: good enough nucleophile? 3. Leaving Group Ability: X- (usually a halogen – on the acid) > Nu- 1. Carboxylic/Acid Derivative Stability * C=O electrophilicity is increased by protonation (addition of acid) 2. &
Premium Alcohol Hydrogen Oxygen
Objectives After studying this Unit‚ you will be able to • name haloalkanes and haloarenes according to the IUPAC system of nomenclature from their given structures; • describe the reactions involved in the preparation of haloalkanes and haloarenes and understand various reactions that they undergo; • correlate the structures of haloalkanes and haloarenes with various types of reactions; • use stereochemistry as a tool for understanding the reaction mechanism; • appreciate the applications of organo-metallic
Premium Organic reaction Alcohol Chemistry
Several naturally occurring penicillins have now been isolated‚ and numerous derivatives of these substances have been synthetically produced. All have structures containing a four-membered β-lactam ring (4 membered cyclic amide) fused with a five-membered thiozolidine ring. The carbon atom of the amide on the β-lactam ring can be bonded to any substituent‚ called the ’R-group’. Penicillins as well as cephalosporins are called beta-lactam antibiotics and are characterized by three fundamental structural
Premium Amide Amine Amino acid
containing aromatic groups are widespread in nature‚ and for this reason chemists who aim to synthesize naturally occurring compounds in the laboratory often need to introduce substituents to aromatic rings. In the organic synthesis laboratory‚ electrophilic aromatic substitutions which result in the formation of new carbon-carbon bonds are called ‘Friedel-Crafts’ alkylations and acylations‚ named for Charles Friedel of France and James Crafts of the United States‚ who together developed the procedures
Premium Benzene Aromaticity Oxygen
ortho > (none) > meta Directing groups: if the atom attached to the phenyl group is double-bonded to something‚ the group is meta-directing. Reactions: Electrophilic aromatic substitution rxns‚ Nucleophilic aromatic substitution rxns (via benzyne or substitution-elmination)‚ Diels-Alder (endo/exo‚ inter/intramolecular)‚ Diene 1-2 and 1-4 electrophilic addition‚ Eliminating bromine from arenes via Grignard‚ Carboxylation of arenes via Grignard 4 Properties of: Amines (pkAs and resonance structures
Premium Amine Carbonyl Amide
Introduction In this experiment‚ exo-norborneol was produced by a hydration of alkenes by using an acid and excess water. Hydration of alkenes is the acid-catalyzed addition of water to a carbon-carbon pi bond that leads to the formation of an alcohol. Norbornene is a bridged cyclic hydrocarbon‚ this molecule contains a double bond that induces significant ring strain‚ and therefore‚ it is highly reactive. In order for this reaction to occur‚ equilibrium must be established between the hydration
Premium Chemistry Sodium chloride Concentration