Brainscape's Knowledge GenomeTM


Top Flashcards (Certified)
All Flashcards

Organic Chemistry 2 > Reactions for Quiz 1 > Flashcards

Reactions for Quiz 1 Flashcards

1
Q

Addition of NaNH2 and alkyl halide to an alkyne

A

Addition of carbons without breaking the triple bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

NaOet to an alkyl halide

A

Creation of zaitsev double bond (located on the most substituted carbons)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Addition of HBr to an alkene

A

Addition of Br via markovnikov

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

Addition of HBr and ROOR to an alkene

A

Addition of Br via anti markovnikov

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Addition of t-BuOK (bulky base) to an alkyl halide

A

Creation of hoffman double bound (located on the least substituted carbons)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

Addition of 1. TsCl, pyr and 2. NaOEt to an alcohol

A

Creation of zaitsev double bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

Addition of H3O+ to double bond

A

Creation of a markovnikov alcohol

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

Addition of concentrationed H2SO4 and Heat to an alcohol

A

creation of zaitsev double bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Addition of 1. TsCl, pyr and 2. t-BuOK

A

creation of hoffman double bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

Addition of 1. BH3 THF and 2. H2O2, NaOH to a double bond

A

Addition of an anti-m alcohol

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

Addition of 1. Hg(OAc)2, H2O and 2. NaBH4 to an alkene

A

Addition of an markovnikov alcohol

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

Addition of H2, lindlar’s catalyst to an alkyne

A

Cis double bond (substituents are located on both sides)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

Addition of Na, NH3 to an alkyne

A

Trans double bond (substituents are located across the bond)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

Addition of H2, Pt to a double bond

A

Reduction to a single bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

Addition of 1. Br2, hv and 2. NaOEt to an alkane

A

Creation of a double bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

Addition of 1. Br2 / CCl4 and 2. xs NaNH2 and 3. H2O to an alkene

A

Creation of a triple bond

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
17
Q

Addition of 1. O3 and 2. DMSO

A

Ozonolysis, double bond is cut to form two aldehydes

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
18
Q

Addition of a strong base like NaH or LiH to an alcohol

A

Formation of an alkoxide ion

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
19
Q

Pka of water

A

15.7

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
20
Q

Pka of alcohols

A

Roughly 15.4

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
21
Q

What base do you NOT use to form an alkoxide ion from an alcohol

A

NaOH. The conjugate base must have at least 2 units higher pka than the acid on the left

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
22
Q

How does resonance affect acidity?

A

Increases acidity, lowers pka, because the conjugate base is resonance stabilized

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
23
Q

How does induction affect acidity?

A

Increases acidity, lowers pka, because the negative charge of a conjugate base is stabilized by electron withdrawing groups

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
24
Q

How does solvation effects affect acidity?

A

Decreases acidity, increases pka, because the conjugate base is harder to solvate making it less stable

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
25
Addition of a NaOH to a primary alkyl halide
Formation of a hydroxyl group but by the Sn2 reaction
26
Addition of water or NaOH to tertiary alkyl halide
Formation of a hydroxyl group but by the Sn1 reaction
27
Addition of water or NaOH to a secondary alkyl halide
Formation of hydroxyl group but by either the Sn1 reaction or the Sn2
28
Addition of dilute H2SO4 to a double bond (acid-catalyzed hydration)
markovnikov addition of an alcohol but there is the chance of a carbocation rearrangement
29
Addition of 1. Hg(OAc)2, H2O and 2. NaBH4 to a double bond (oxymercuration-demurcuration)
markovnikov addition of an alcohol but no carbocation rearrangement
30
Addition of 1. BH3 x THF and 2. H2O2, NaOH to a double bond (hydroboration - oxidation)
anti-markovnikov addition of an alcohol
31
Addition of 1. MCPBA (RCO3H)and 2. H+ to a double bond
Trans addition of two alcohol groups
32
Addition of catalytic OsO4 and NMO or KMnO4 and water to a double bond
Syn addition of two alcohol groups
33
What is oxidation
increasing the bonds to heteroatoms
34
What is reduction
decreasing the bonds to heteroatoms
35
Pka of phenol
9.9
36
Addition of 1. NaBH4 and 2. dilute acid to an aldehyde or ketone
Reduction of carbonyl to an alcohol group
37
Addition of 1. LAH and 2. H2O to an aldehyde or ketone
Reduction of carbonyl to an alcohol group. Further reduces esters and carboxylic acids to a primary alcohol when adding two equivelents
38
How to make a grignard reagent
Start with R-X, add Mg, use ether as a solvent to get R-Mg-X
39
Addition of a 1. grignard reagent and 2. water to a carbonyl
Insertion of R group to the C that was bonded to Oxygen as well as turning the oxygen into an alcohol
40
Addition of a grignard reagent and water (at the same time) to a carbonyl with an alcohol, amine, carboxylic acid
Nothing happens. No reaction when a slightly acidic proton is present
41
Addition of 2 equivalents of grignard reagents and 2. water to an ester
Insertion of R group twice to the carbon bonded to both oxygens and formation of an alcohol where carbon double bond used to be
42
How do you protect alcohols?
Addition of TMSCl and TEA
43
How do you unprotect alchols
TBAF
44
Addition of HBr to an alcohol
Replace hydroxyl with Br
45
Addition of SOCl2 and pyr to an alcohol
Replace hydroxyl with Cl via Sn2, creation of SO2,
46
Addition of PBr3 to an alcohol
Replace hydroxyl with Br via Sn2
47
Addition of H3PO4 or H2SO4 and heat to an alcohol
Formation of an alkene
48
Addition of 1. TsCl, pyr 2. NaOEt to an alcohol
Formation of an alkene
49
Addition of POCl3 and heat to an alcohol
Formation of an alkene
50
Addition of CrO3 and H+ or Na2Cr2O7 and H+
Formation of a carboxylic acid from a primary alcohol and formation of a ketone from a secondary alcohol
51
Addition of PCC to a primary aldehyde
Secondary ketone
52
Dess Martin Product
Primary aldehyde to a secondary ketone
53
Addition of 1. DMSO, C2O2Cl2 2. TEA, Ch2Cl2 to an alcohol
Formation of an aldehyde (swern)
54
How to name ethers
The larger -R group is the parent chain and the smaller -R group is the alkoxy substituent
55
How to name an epoxide
oxygen is treated as a side group and two numbers are given as its locants
56
Where is the peak for alcohol on IR
3600-3200 cm^-1
57
Where do carbons of an alcohol show up in Carbon NMR
50-60
58
Where does the proton of a hydroxyl on proton NMR show up
If it shows up, it'll be around 3-4ppm
59
Addition of H2SO4 to an alcohol
Can make a double bond or an ether where each side is symmetrical
60
Williamson Ether Synthesis
Make an alkoxide from an alcohol (with something like NaH and LiH) and use the alkoxide as a nucleophine in Sn2 with alkyl halide to get an ether
61
How to make an epoxide from an alkane with Cl and OH
Addition of NaOH, the OH deprotonates the alcohol and the alkoxide attacks the carbon bound to the chlorine
62
Addition of 1. Hg (Co2CF3) ROH and 2. NaBH4 to an alkene
Markovnikov addition of OR group
63
Addition of HI or HBr and Heat to an ether (opposite of williamson ether)
Ether turns back into an alcohol
64
Addition of MCPBA to an alkene
Epoxide formation
65
Addition of 1. Br2, H2O or NBS, H2O or HOCl and 2. NaOH to an alkene
epoxide formation
66
Addition of H2SO4 and water to an epoxide
Opening of epoxide and formation of two OH (unless there is no water). Nucleophile attacks tertiary carbon if one is present. If not, attacks the less substituted carbon.
67
What happens in base-catalyzed epoxide opening?
nucleophile always attacks least subtituted carbon via sn2.
68
What are reagents that can be used in base-catalyzed epoxide opening
Br, OH, H2N-R, RS, N3, CN, H, R-MgBr

Organic Chemistry 2 (2 decks)

Brainscape helps you reach your goals faster, through stronger study habits.
© 2025 Bold Learning Solutions. Terms and Conditions