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Chapter 8 reactions
Bartlett Ch.8 and some Ch.10 reactions
21
Organic Chemistry
Undergraduate 2
01/31/2012

Additional Organic Chemistry Flashcards

 


 

Cards

Term
Alkyl Hlide
Definition

Reactant:Alkene

Reagent(s): H-X

Product: Alkyl halide

Regiochemistry: Markovnikov

Stereochemistry: Not controlled

Example:

[image]

Notes:

Term
Anti-Markovnikov Hydroboration
Definition

Reactant:Alkene

Reagent(s): H-Br, R-O-O-R

Product: Alkyl Bromide

Regiochemistry: anti-markovnikov

Stereochemistry: not controlled

Example:

[image]

Notes:

Term
Alkyl Hydrogen Sulfate
Definition

Reactant:Alkene

Reagent(s):H2SO4 cold

Product: Alkyl Hydrogen Sulfate

Regiochemistry: MArkovnikov

Stereochemistry:not controlled

Example:

[image]

Term
Markovnikov Addition ALcohol
Definition

Reactant:Alkene

Reagent(s):H3O+/H2O and dilute H2SO4

Product:Alcohol

Regiochemistry: Markovnikov

Stereochemistry:Not controlled

Example:

[image]

 

 

Term
Markovnikov alcohol With no rearr.
Definition

Reactant:Alkene

Reagent(s):1)Hg(OAc)2, H2O 2) NaBH4

Product: Alcohol

Regiochemistry:Markovnikov

Stereochemistry:Not controlled

Example:[image]

 *No Rearrangement

Term
Anti-MArkovnikov alcohol
Definition

Reactant:Alkene

Reagent(s): 1)BH3:THF 2) H2O2, -OH

Product: Alcohol

Regiochemistry:Anti-Markovnikov

Stereochemistry:Syn Addition

Example:

[image]

 

Term
Anti Markovnikov Alkane
Definition

Reactant:Alkene

Reagent(s): 1)BH3:THF 2)HOAc

Product: Alkane

Regiochemistry:Anit-Markovnikov

Stereochemistry:syn addition

Example:

     H CH3       H                      H  CH3  H   D

      I    I             I    1)BH3:THF              I        I         I      I

H--C--C--C==C   --------→  H--C---C---C---C---H    

     I     I     I       I     2)DOAC                  I        I        I        I

    H   H   H    H                      H    H    H    H

Term
Vicinal HAlide
Definition

Reactant:Alkene

Reagent(s): Br2 of Cl2

Product:Vicinal Halide

Regiochemistry:NA

Stereochemistry:Anti addition

Example:

[image] 

Term
Halohydrin
Definition

Reactant:Alkene

Reagent(s): Br2,H2O

Product:Halohydrin

Regiochemistry:Markovnikov

Stereochemistry:Anti addition

Example:

[image]

 

Term
Cyclopropanation
Definition

Reactant:Alkene

Reagent(s):CH2N2 or CH2I2 w/Zn(Cu)

Product:Cyclopropane

Regiochemistry:NA

Stereochemistry:Syn addition

Example:

[image]

 

Term
Make Dihalocyclopropane
Definition

Reactant: Alkene

Reagent(s):CHX3, KO-tBu

Product:Dihalocyclopropane

Regiochemistry:NA

Stereochemistry:Syn addition

Example:

[image]

Term
Syn Hydroxylation
Definition

Reactant:Alkene

Reagent(s):1) OsO4 2)NaHSO3

(OR Cold KmnO4, H2), HO-)

Product:Vicinal Diol

Regiochemistry:NA

Stereochemistry:Syn addition

Example:

[image]

 

Term
Ketones+carboxylic acid
Definition

Reactant:Alkene

Reagent(s):Hot KMnO4, H2O, HO-

(OR 1. O3 2. H2O2)

Product:Ketones, Carboxylic acid

Regiochemistry:NA

Stereochemistry:NA

Example:

[image][image]

 

Term
KEtones and Aldehydes
Definition

Reactant:Alkene

Reagent(s):1) O3 2) Zn,HOAc

Product:Ketones, Aldehydes

Regiochemistry:NA

Stereochemistry:

Example:

[image]

 

Term
Make a di-Halo Alkene
Definition

Reactant:Alkyne

Reagent(s):1mol X2

Product: di-halo Alkene

Regiochemistry:NA

Stereochemistry:Trans

Example:

[image]

 

Term
Make a Tetra halo alkane
Definition

Reactant:Alkyne

Reagent(s):2 mol X2

Product:Tetra halo Alkane

Regiochemistry:NA

Stereochemistry:NA

Example:

[image]

 

Term
Make a halo Alkene from Alkyne
Definition

Reactant:Alkyne

Reagent(s): 2Mol H-X and alumina

Product: Haloalkene

Regiochemistry:Markovnikov

(OR anti- with Peroxide)

Stereochemistry: trans

Example:

[image]

 

Term
Make a geminal di Halo Alkane
Definition

Reactant:Alkyne

Reagent(s):2 Mol H-X, alumina

Product:Geminal di halide alkane

Regiochemistry:Markovnikov

(OR anti-markovnikov with peroxide)

Stereochemistry:NA

Example:

[image]

 

Term
Carboxylic acid
Definition

Reactant:Alkyne

Reagent(s):KMnO4, H2O, OH-

(OR 1. O3 2. HOAc)

Product:carboxylic acid

Regiochemistry:NA

Stereochemistry:NA

Example:

[image]

 

Term
Methyl Ketones
Definition

Reactant:Alkyne

Reagent(s):Hg3+, H3O, H2O

Product:Methyl Ketone

Regiochemistry:Markovnikov

Stereochemistry:na

Example:

[image]

 

Term
Aldehydes
Definition

Reactant: Alkyne

Reagent(s): 1) R2Br 2)H2O2, HO-

Product:Aldehyde

Regiochemistry:Anti-Markovnikov

Stereochemistry:NA

Example:

 

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