CHM 203 Reagents Flashcards by Claire Yates | Brainscape

Q

Primary Alcohol Oxidation

A

Make Aldehyde from Alcohol

PCC/DCM

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Q

Primary Alcohol Oxidation

A

Make Carboxylic Acid from Alcohol

H2CrO4/H2SO4

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Q

Secondary Alcohol Oxidation

A

Make Ketone from Alcohol

PCC/DCM

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Q

Alcohol Halogenation

A

Remove OH, Add Halogen

PBr3 or SOCl2(tosyl chloride)/Pyridine(py)

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Q

Free Radical Halogenation

A

Br2/CCl4, hv
MgO, Et2O
Ketone OR Epoxide
H3O+/H2O

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Q

Diol Synthesis (trans)

A

NaOH/H2O

starting from a cyclic epoxide

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Q

Diol Synthesis (cis)

A

KMnO4/NaOH, H2O

starting from a double bond on a hexane

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Q

Diol Synthesis (cis)

A

OsO4/H2O2

starting from a double bond on a hexane

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Q

Alkene Reduction

A

H2, Pd/C or ClRh(PPh3)3

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Q

Cycloproponation (H)

A

CH2I2/Zn, Cu

starting from double bond on hexane

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Q

Cycloproponation (Cl)

A

HCCl3 in HOBut/tOBut

starting from alkene

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Q

Cycloproponation (Br)

A

CHBr3 in HOBut/tOBut

starting from alkene

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Q

Hydration of Alkene

Markovnikov

A

Hg(OAc)2

2. NaBH4/NaOH

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Q

Hydration of Alkene

Anti-Markovnikov

A

“BH3”/THF

2. H2O2/NaOH

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Q

Epoxidation

starting from double bond on hexane

A

Br2 or Cl2/H2O

2. NaOH

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Q

Epoxidation

syn, starting from alkene

A

mCPBA/DCM

Q

Ozonolysis

A

O3/DCM

2. (CH3)2S

Q

Halogenation of Alkynes

adding H/X

A

H-X

Q

Halogenation of Alkynes

adding H/X or Base/X

A

H-X/H-Base

Q

Halogenation of Alkynes

adding X/X

A

X2/DCM

Q

Synthesis of Alkyne Carbanion

A

NaNH2/NH3

Q

Ketone Synthesis

A

HgSO4/H2SO4

Q

Aldehyde Synthesis

A

R2BH/THF

2. H2O2/NaOH

Q

Alkyne Synthesis

terminal

A

NaNH2/NH3

2. H3O+

Q

Alkyne Synthesis

substituted

A

HOBut/KOBut

2. H3O+

Q

Alkyne Hydrogenation

trans

A

Na, NH3

2. H3O+

Q

Alkyne Hydrogenation

cis

A

H2, Pd/Pb/C (Lindler’s)