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36 Cards in this Set

  • Front
  • Back

Alkoxides (R-O(-)) from alcohols

R-OH + base like K or NaH or NaH2 or grinard reagent

Hydrobation

Syn addition of H and OH


Anti markovnikov



CH3CH=CH2 + BH3/THF = CH3CH2-CH2-OH

Oxymercuration

Marovikov Hydration



Ch3CH=CH2 + Hg(OAC)2/H20 = Ch3CH(OH)-CH3

Alkene + 1. OsO4 + pyridine 2. NaHSO3/H20

Cis diols

Cycloalkene + RCO3H (m-Chloroperoxy-benzoic acid)/Ch2Cl2

Expoxide and then + H30 will make a trans diol cycloalkane

Aldehyde + NaBH4 OR LiAlH4/H3O+

Primary alcohol

Ketone + NABH4 OR LIALH4/H30+

Secondary alcohol

ketone and aldehyde slide

Carboxylic acid or ester + LiAlH4/H30+

Primary alcohols 
But for ester 2 of them

Primary alcohols


But for ester 2 of them







C=O + RMgX

RC(OH)-R

Gignard reaction don't add to what?

Carboxylic acids

R3C-OH + HCL

SN1



R3-C-CL

1 alcohol + SOCl2 or PBr3

SN2


C-CH2-CL or C-CH2-Br

2 alcohol with Socl2 or PBr3

SN2


C2-CH-Cl or C2-CH-Br



C2 = 2 carbons

Alkene + H20

C=C -> HC-C-OH

3° alcohols + H30

Alkene (slide 16)

Alcohols + POCl3/Pyridine

Alkene

Alcohols or 2° + PCC/CH2CL2

1° = Aldehyde


2°= Ketone

R-OH + Cro3/Base

C=O

Alcohol + N(CH2Ch3)3 + (Ch3)3Si-CL



(Protecting alcohols)



R-O-(Ch3)3Si + NH(CH2Ch3)3 + Cl-

R-O-(Ch3)3Si + Mg if R was Br

MgR-O-(Ch3)3Si

R-O-(Ch3)3Si R is Alcohol (C-OH)

OH-CR-CR-OH + HO-(Ch3)3Si

Alcohol + acid and alcohol

Ether (slide 28)

Ether (slide 28)

Alcohol + Base like NaH or Naoh and alkyl halide

Ether (slide 29)

Ether (slide 29)



Ether + H-X, H20

Alcohol + R-X (slide 30)

primary over secondary 

tertiary over secondary and primary

look at ** card at the end

  

Alcohol + R-X (slide 30)




primary over secondary




tertiary over secondary and primary




look at ** card at the end








Alkene + MCPBA/ CH2CL2

Epoxide

Alkene + Cl2/H20

Halohydrin RC(X)-C(OH)-R then with NaOH or other base/H20 -> epoxide

Epoxide + H-X

Trans RC(X)-C(OH)-R

Epoxide + H3O or Br2

Trans alcohol


Or


Trans diBromo

Epoxide + H-X

OH-CR-CR-X

OH-CR-CR-X









Epoxide + OH/H20 and then water

Trans 1,2 diols

Crown ethers

X-crown-y



X= total number of atoms


Y= # of oxygen atoms

Tosylate

R-O-SO2-PH-Ch3

Cl-SO2-PH-CH3 + Alcohols and pyridine

Toyslate

*****

**