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29 Cards in this Set

  • Front
  • Back

Jones oxidation - R, P, C (reactants, products, conditions)?

Alcohol to carbonyl, PCC

DCC is used to activate _ for the formation of...

DCC activates carboxylic acids for ester or amide formation

From carboxylic acid to ketone, conditions?

1) CH3NH(OCH3), DCC


2) CH3MgBr

Aldehyde to ketone?

CH3MgBr, PCC

Oxymercuration conditions

Hg(OAc)2, H+/H2O

Acid chloride to ketone (w methyl substituent)?

CH3Li, CuBr

Ozonolysis?

O3 and solvent MeOH

Double reduction of ester to alcohol?

LiAlH4

Single reduction of ester to aldehyde?

DIBAL-H

Ester to carboxylic acid, name and conditions?

Saponification; KOH and H2O

Conversion of carboxylic acid to acid chloride?

SOCl2

Substitution of Cl on acid chloride for diethylamine?

(CH3)2NH

Wolff-Kishner Reduction: R, P, C?

Ketone and H2N-NH2 in KOH, makes CH2 out of ketone

Hydroboration-oxidation conditions? Where does BH3 add first?

BH3, H2O2/NaOH; BH3 first adds to the less substituted side of the double bond

Addition of Br to benzene?

Br2, FeBr3

Addition of aldehyde to aromatic ring?

Acid chloride + FeCl3

Conversion of NO2 group to ether?

1) Fe/Hcl, 2) NaNO2/MeOH

Reduce aldehyde to primary alcohol on ring?

NaBH4

Add NO2 group to ring?

HNO3, H2SO4

Addition of alkyl group to hydroxyl group on ring?

PBR3, X-MgBr

Conversion of terminal DB to carboxylic acid?

1) BH3, 2) CrO3 H3O+

Ethylene Glycol and HCl addition to carbonyl?

Creation of 5 membered ring with 2 oxygens symmetrical

What can you use to protect a hydroxyl group from attack? With what do you ultimately remove this?

THP; removed with acid and water

What does MCPBA do?

Turns a double bond into an epoxide

Formation of acetal: R, P, C?

Carbonyl, make acetal; ROH and acid

Formation of imine: R, P, C?

Carbonyl, primary amine, acid

Formation of enamine: R, P, C?

Carbonyl, secondary amine, acid

Acid-catalyzed esterification: R, P, C?

Carboxylic acid, makes ester, need ROH group and acid

Haloform reaction: R, P, C?

Carbonyl, makes carboxylic acid, need Br3 and NaOH