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Organic Chem Chapter 9
Naming, Preparation, and Reactions of Alkynes
15
Chemistry
Undergraduate 2
11/08/2011

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Term

 

What is NaNH2?

Definition

Sodium Amide.

*a base that is normally used to deprotonate terminal alkynes to create acetylide anions
 

Term
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Definition
Deprotanation of terminal alkyne
*creates a acetylide ion which is a nucleophile
*reacts with primary alkyl halides only to form new internal alkynes
Term
What is the outcome of an Alkyne reacting with Br2 and what type of reaction is it?
Definition

Addition of X2

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Term
What does saturation of a Alkyne with Hydrogen do?
Definition

 

Alkyne reduces to alkane with H2 in presence of (Pd/C) or (Pt)

Term

What is this reaction called?

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Definition

 

 

Hydrogenation 

Term
To reduce alkyne to a Cis alkene you need to use.....
Definition

 

 

H2 and a Lindar Catalyst

Term
What is an Enol?
Definition

*an OH on a double bonded carbon

*Unstable
-en (alkene) -ol (alcohol) 

Term
Which reaction creates enols which are unstable and rapidly converts into only ketones?
Definition

 

 

Oxymercuration/Mercury (II) Catalyzed hydration

Term
What is tautomerization?
Definition
Reaction that converts Enol into Ketone
Term

what are tautomers?

Give an example.

Definition

Molecules that differ only in placement of a double bond and a hydrogen

 

Example: Enol and Ketone

Term

What is the name of an reaction that is antimarkovnikov, and ends with an aldehyde or Ketone?

What is the reagent used?

Definition

*Hydroboration

 

*BH3, THF, & H2O2

Term
To reduce an Alkyne to a Alkane what catalyst must be used with H2?
Definition

 

 

Pd/C

Term

 

What agents are needed to reduce a alkyne  to a trans alkene?

Definition
Lithium(Li) or Sodium(Na) metal in the presence of Ammonia (NH3)
Term
Oxidative cleavage [KmNO4 or O3]of internal Alkyne will produce..
Definition

2 Carboxylic acid products

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Term
Oxidative Cleavage [KmNO4 or O3] of a terminal alkyne will produce...
Definition
Carboxylic acid and CO2
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