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Organic Chem II: Reactants
Match the reactant with what it is capable of doing
36
Organic Chemistry
Undergraduate 2
06/26/2011

Additional Organic Chemistry Flashcards

 


 

Cards

Term
NaBH4 and LiAlH4 with aldehydes
Definition
primary alcohols
Term
NaBHand LiAlH4 with ketones
Definition
secondary alcohols
Term

LiAlH4 with esters

(RCOOR')

Definition
2 primary alcohols: RCOH and R'OH
Term

LiAlH4 with carboxylic acids 

(COOH)

Definition
primary alcohols
Term
Formaldehyde with grignard reagent (R'MgBr)
Definition
Primary alcohol
Term
aldehyde with grignard reagent (R'MgBr)
Definition
secondary alcohol
Term
ketone with grignard reagent (R'MgBr)
Definition

tertiary alcohol:

 

Reduces the ketone to an alcohol and attaches the R group

Term
ester with grignard reagent (R'MgBr)
Definition
tertiary alcohol and a primary alcohol
Term
secondary alcohol with acid
Definition

forms a double bond 

(ie: alkene, olefin)

Term
secondary alcohol with POCl3 and pyridine
Definition

forms a double bond

(ie: alkene, olefin)

Term
primary alcohol with PCC and CH2Cl2 
Definition
aldehyde
Term
primary alcohols and CrO3 
Definition
carboxylic acids
Term
Secondary alcohols with PCC
Definition
ketones
Term
Esters with DIBAH and toluene
Definition
aldehyde and a primary alcohol
Term
RCOCl with R'2CuLi in ether
Definition
Forms ketones
Term
aldehydes with CrO3 in acid
Definition
carboxylic acids
Term
ketones in NaBH4 
Definition
primary alcohol
Term
Ketones with R"MgX
Definition
The addition of R" and the reduction of the ketone to an alcohol
Term
ketones with hydrocyanic acid (HCN)
Definition

reduction of the ketone

addition of a cyano group

Term
Ketone with R"NH2
Definition

imine is formed

replace the oxygen with a NR" double bonded to the carbon and form water

Term

Ketone with HNR'2

 

RC=OCH

Definition

shifts the double bond to the carbon

adds a NR'2 (enamine)

forms water

Term
Ketone with NH2NH
Definition

complete dehydration of the ketone

creation of nitrogen gas and water

Term
Ketone with 2 primary alcohols in acid
Definition

acetal and water

 

C(OR")2RR'

Term
ketone and (C6H5)3P+ -CHR" in THF (tetrahydrofuran)
Definition

Removal of the oxygen

Addition of the CHR" group in it's place

 

RR'C=O --> RR'C=CR"H

Term
RO- and R'CH2X
Definition
Forms an ether and gives off a halide
Term
Alkenes (Olefins) with a primary alcohol and (CF3CO2)2Hg and NaBH4
Definition
Markovinok addition of OR and a reduction of the double bond (alkene, olefin)
Term
Ether with hydrohalide acid and water
Definition

Breaks the ether:

Formation of RX on the least hindered side

Formation of a primary alcohol on the more hindered side

Term
Epoxide with acid
Definition
Formation of a trans diol
Term
Epoxide with HX
Definition
Formation of an alcohol and halide on opposite carbons
Term
Epoxide with RO- and ROH
Definition
Ring opening to form an alcohol and add RO- to the opposite carbon
Term
RCH2Br and (NH2)2C=S, water, and NaOH
Definition
Replace the Br with a thiol
Term
2 RSH with I2 and H2O
Definition
Forms RSSR (A disulfide)
Term
RS- with R'CH2Br
Definition
Replaces the Br with RS and forms the halide ion
Term
R-S-R and hydrogen peroxide (H2O2)
Definition
Forms a sulfide RS=OR
Term
Sulfide (RS=OR) with RCO3H
Definition
Forms a sulfur with two oxygens double bonded to it and two R groups with single bonds
Term

Alkene with ozone

 

R1R2C=CR3R4

Definition

Creates two ketones

 

R1R2C=O and O=CR3R4

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