Org Chem Synthesis

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Everything I need to know for Synthesis(and prob org chem)

13 Terms

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Physical Properties of Alkynes

Alkynes only have dispersion Forces interacting within them.
SP hybridization

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Allkylation Reactions

Any reaction in which a new c-c bond to an alkyl group is formed
-Alkylation with acetylide anions will only occur with Primary Haloalkanes

(review Nucleophilic substitution of a primary Haloalkane (7.5))


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Dehydrohalogenation Reaction(Beta eliminations):

Removal of an -H or -X from adjacent carbons.

Can form both terminal and internal Alkynes(review 7.5 for the mechanisms)

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Zaitsev’s Rule

Predicts the most substituted product will be the most stable(and thus favored) in an elimination reaction

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Reaction Rules to Account for:

  1. Numbers indicate the order of reaction steps.

  2. when the number of equivalence for a reagent are not provided assume excess

  3. H3O+ indicates an acid “work-up”( a acid added to neutralize the product[←intermediate until neutralized]).


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Addition of Bromine and Chlorine

Review section 7.6 for mechanism
Regioselectivity: N/A(syymetric addition of Halogens)
Steroselectivity: N/A
(first and Second additions are Anti: however the second addition removes stereocenters. )

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Addition of Hydrogen Halides(HX)

Regioselectivity: Markovnikov Addition
Stereoselectivity: N/A

Section 7.6 for mechanism

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Hydroboration-Oxidation

-Meant for terminal Alkynes to prevent multiple Hydroborations. (USE R2BH as the reagent for all hydroboration reactions)
Regioselectivity: Non-markovnikov addition

Steroselectivity: Syn
-see 7.7 for reaction mechanism.

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Tautomers

Constitutional Isomers in Equilbrium with each other that difffer in the location of a hydrogen aatom and a double bond relative to a heteroatom(atom that isnt carbon or hydrogen).

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Enol

A Tautomer where a compound contains a hydroxyl group bonded to a C (double bonded) C

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Keto-enol Tautomerism

Type of isomerism involving keto(ketone) and enol Tautomers.

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Acid-Catalyzed Hydration

Regioselectivity: Markovnikov addition
Stereoselectivity: N/A
see section 7.7 to memorize explicit mechanism(yes you have to memorize it)

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Hydrogenation(Catalytic reduction)

Regioselectivty: N/A
Steroselectivity: Syn(mechanism not product)
see section 7.8 for explicit mechanism