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Ochem final > Exam 3 Practice test > Flashcards

Exam 3 Practice test Flashcards

1
Q

SN2 mechanism/product

A

Inverted, nucleophile replaced

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2
Q

SN1 mechanism/product

A

Retention and inverstion, nucleophile replaced

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3
Q

HX

A

Halo at mark, syn and anti

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4
Q

HBr ONLY, ROOR

A

Br at anti mark, syn and anti

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5
Q

Br2 or Cl2

A

Anti addn across DB

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6
Q

Br2 or Cl2 and H2O

A

Anti- OH at mark, halo at anti mark

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7
Q

H3O+ or H2O

A

OH at mark, syn and anti

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8
Q
  1. Hg(OAc)2, H2O
  2. NaBH4
A

OH at mark

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9
Q
  1. BH3, THF
  2. HOOH, NaOH
A

OH at anti mark across DB, syn

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10
Q
  1. Hg(OAc)2, MeOH
  2. NaBH4
A

MeO at mark

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11
Q

CHX3, KOH

A

Both ends of DB bind to C, 2X bonded to C, syn

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12
Q

CH2I2, ZnCu

A

Both ends of DB bind to C, 2X bonded to C, syn

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13
Q

H2, Pd/C or H2, PtO2

A

Erases DB

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14
Q

RCO3H

A

DB erase, just bonded to O on both sides (epoxide)

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15
Q

H3O+, H2O (epoxide)

A

Anti addn of OH across DB

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16
Q

OH, H2O (Epoxide)

A

Anti addn of OH across DB

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17
Q
  1. OSO4
  2. NaHSO3, H2O, (Or H2O2)
A

Syn OH across DB

18
Q

KMnO4 (cold, dilute), OH, H2O

A

Syn OH across DB

19
Q

HIO4, H2O

A

OH double bonds to C on both ends, cutting cyclowhatever

20
Q
  1. O3
  2. Zn (H3O+) or (CH3)2S
A

OH double bonds to C on both ends, cutting cyclowhatever

21
Q
  1. O3
  2. H2O2
A

Adds double bonded O across DB, cutting cyclowhatever. OH added at one end

22
Q

Hot concentrated KMnO4, H3O+, H2O

A

Adds double bonded O across DB, cutting cyclowhatever. OH added at one endf

23
Q

Bredt’s rule

A

Can’t have a double bond at a bridgehead carbon if the ring has less than 8 carbons

24
Q

E1 mechanism and product

A

Leaving group removed, stable products

25
Q

E2 mechanism and product

A

Leaving group left, stable product plus enantiomer

26
Q

Vinyl

A

Radical over double bond

27
Q

Allyl

A

Radical across from double bond

28
Q

Homolytic cleavage

A

X-X –> 2.X

29
Q

Addition to pi bond

A

X. + = –> X/.

30
Q

Hydrogen abstraction

A

X. H-R –> X-H + R.

31
Q

Halogen abstraction

A

R. X-X –> R-X + X.

32
Q

Elimination

A

X/. –> X. =

33
Q

Coupling

A

2X. –> X-X

34
Q

Chlorination of methane

A

UV light causes homolytic cleavage of Cl2, H bonds to one radical, radical carbon grabs Cl radical, radicals react with each other

35
Q

Where does Br attach to with peroxide?

A

End of DB

36
Q

Relative reactivity

A

% yield/#Hs

37
Q

Strongest CH bond

A

Connected to 2x bond, then 2C away, then 1c

38
Q

NBS

A

Adds br at mark, forms low concentration of Br2

39
Q

Bromination of DB

A

NBr broken, radical formed. Br and H form bond, leaving rad on cyclohexane. Then Br2 breaks, adding br to cyclohexane

40
Q

Br2 and HV

A

BR added to mark

41
Q

KOT HOT

A

Removes Br, creates db

42
Q

PLEASE KNOW (PAGE 20)

A

Ochem final (15 decks)

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