Chapter 6 Reaction Summary
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76 Terms
What are the possible reagents?
HCL, HBr, or HI
What is the product?
Does Markovnikov’s rule apply?
Yes
Are there possible carbocation rearrangements?
Yes
Possible stereochemistry?
No
What is the product?
What are the reagents?
Does Markovnikov’s Rule Apply?
Yes
Is there any stereochemistry in this reaction?
No
Could there be carbocation rearrangement?
Yes
What are the reagents?
What is the product?
Does this reaction follow Markovnikov’s rule?
Yes
Does this reaction have carbocation rearrangements?
Yes
Does this reaction have any stereochemistry?
No
What is the product?
What are the reagents?
does Markovnikov’s rule apply?
No, Anti Markovnikov occurs
Any stereochemistry?
Yes,
Syn Addition
Are there any carbocation rearrangements?
No
What is the product?
What are the reagents?
Is there any regiochemistry/does markovnikov apply?
No
Is there any stereochemistry?
Anti-Addition
Trans stereochemistry
Can there be carbocation rearrangements?
No
What are the reagents?
Does Markovnikov apply?
Yes
Is there any stereochemistry?
Yes,
Anti Addition
trans
Can there be carbocation rearrangements?
No
What is the product?
What are the reagents?
Does Markovnikov’s rule apply?
No
Is there any stereochemistry?
Yes,
Syn-Addition
Are there carbocation arrangements?
No
What is the product?
What are the reagents?
Is there any regiochemistry?
No
Is there any stereochemistry?
No
Can there be carbocation rearrangements?
No
what is the product?
What are the reagents?
Is there any regiochemistry?
No
Is there any stereochemistry?
Yes
Syn Addition
Cis
Can there be carbocation rearrangements?
No
Product?
Is there any regiochemistry?
Yes, Markovnikov (X goes to more substituted Carbon)
Is there any stereochemistry?
No
What does excess reagent form?
geminal dihalide
Product?
Is there any regiochemistry?
No
Any stereochemistry?
Anti-addition;trans halogenation
What does excess reagent form?
tetrahalide
Product?
Is there any regiochemistry?
Markovnikov, OH to more substituted carbon
Is there any stereochemistry?
No, tautomerizes immediately
What is the final product (compound type/class)
ketone
If a terminal alkene is used, what does it require?
Mercury catalyst
Product?
Any regiochemistry?
Anti-markovnikov (OH goes to less substituted Carbon)
Is there any stereochemistry?
No, the product immediately tautomerizes
What is the compound type produced?
ketone or aldehyde
What is the product?
Is there any regiochemistry or stereochemistry?
No
Product?
What stereochemistry exists?
Cis hydrogenation
Product?
What stereochemistry exists?
Trans hydrogenation
Addition of reagents that form a carbocation intermediate have what type of stereochemical addition?
syn and anti
When reagents form a carbocation intermediate, how many stereoisomers are formed?
cis and trans isomers
What type of reactions have syn addition?
Addition of H2, Addition of a peroxyacid, Addition of BH3 and BHR2
Addition of Br2, Br2 and Water, Br2 and ROH all have ____ addition
anti
If an alkyne is asymmetrical, how many geminal dihalides will it form when reacted with a hydrogen halide?
2
Enols and ketones are ______; constitutional isomers in equilibrium
tautomers
Water added to a asymmetrical alkyne will create…
2 ketones
In hydroboration-oxidation (BrH2), internal alkynes will form…
ketones
In hydroboration-oxidation (BrH2), terminal alkynes will form…
aldehydes