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Chapter 8 Lecture
Chapter 8 Lecture

... Reaction of hexyl bromide in a polar protic solvent required heating for 24 hours to form 76% of hexyl cyanide. With a polar aprotic solvent dimethyl sulfoxide and the less reactive hexyl chloride at room temperature for 20 minutes yielded 91 % of hexyl cyanide. ...
- University at Albany
- University at Albany

... Factors influencing what products are formed Substrate/steric effects  Strength of nucleophile vs. basicity of ...
Elimination Reactions
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... For SN2 reactions, you saw that the nucleophile had to attack from the backside of the electrophilic site. This restriction is still valid for E2 reactions. In E2, since we are concerned with bases and not nucleophiles, this restriction reads „the proton removed must be anti-periplanar to the leavin ...
Elimination Reactions
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... For SN2 reactions, you saw that the nucleophile had to attack from the backside of the electrophilic site. This restriction is still valid for E2 reactions. In E2, since we are concerned with bases and not nucleophiles, this restriction reads ‘the proton removed must be anti-periplanar to the leavin ...
CH 320-328 M Synopsis
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Chapter 8 Alkenes and Alkynes II

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Kinetics of Oxidation of Aliphatic Alcohols by Potassium Dichromate

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synthesis in industry

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Degree of Advancement pdf
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CARBANIONS Carbanions are units that contain a negative charge
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... destabilizing depending on the geometry of the anion. Thus the p-π backbonding from fluorine is maximized in planar carbanions. But fluorinated carbanions tend not to be planar. Beta fluorination increases acidity dramatically, and trifluoromethyl groups very much increase acidity. In the planar flu ...
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Woodward–Hoffmann rules



The Woodward–Hoffmann rules, devised by Robert Burns Woodward and Roald Hoffmann, are a set of rules in organic chemistry predicting the barrier heights of pericyclic reactions based upon conservation of orbital symmetry. The Woodward–Hoffmann rules can be applied to understand electrocyclic reactions, cycloadditions (including cheletropic reactions), sigmatropic reactions, and group transfer reactions. Reactions are classified as allowed if the electronic barrier is low, and forbidden if the barrier is high. Forbidden reactions can still take place but require significantly more energy.The Woodward–Hoffmann rules were first formulated to explain the striking stereospecificity of electrocyclic reactions under thermal and photochemical control. Thermolysis of the substituted cyclobutene trans-1,2,3,4-tetramethylcyclobutene (1) gave only one diastereomer, the (E,E)-3,4-dimethyl-2,4-hexadiene (2) as shown below; the (Z,Z) and the (E,Z) diastereomers were not detected in the reaction. Similarly, thermolysis of cis-1,2,3,4-tetramethylcyclobutene (3) gave only the (E,Z) diastereomer (4).Due to their elegance and simplicity, the Woodward–Hoffmann rules are credited with first exemplifying the power of molecular orbital theory to experimental chemists. Hoffmann was awarded the 1981 Nobel Prize in Chemistry for this work, shared with Kenichi Fukui who developed a similar model using frontier molecular orbital (FMO) theory; because Woodward had died two years before, he was not eligible to win what would have been his second Nobel Prize for Chemistry.
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