Ch. 7&8
1 - E2
2 - E2
3 - E2
H2SO4
or
1. Hg(Oac)2, h2o
2. NaBH4
Alkyne -> double bonded O on most substituted
HgSO4
H2SO4, H2O
Product of an aldehyde with Na2Cr2O7 and H2SO4
Carboxylic Acid
What are the four rules to determine boiling points?
1) Hydrogen Bonding
2) Halogens
3) Amount of Carbons
4) Less branched = higher BP
SB / SN Reaction Chart
1 - SN2 (major) / E2 (minor)
2 - E2 (major) / SN2 (minor)
3 - E2
Product of Alkene w/ Br2, CCl4
Product of an Alkyne and XS Br2
Carbon chain with 4 Brs
What does PCC react with, and what are the products?
1 degree Alcohol -> Aldehyde
2 degree Alcohol -> Ketone
What reagent makes an E alkene and what reagent makes a Z alkene?
NaNH3 (l) -> E alkene
H2 Lindlar -> Z alkene
WB / SN Reaction Chart
1 - SN2
2- SN2
3 - SN1
Alkene -> OH anti addition
1. mCPBA
2. H3O+
1. excess NaNH2
2. H2O
What do Grignard Reagents react with and what are the products?
Aldehyde-> 2 degree Alcohol
Ketone -> 3 degree Alcohol
Ester -> 3 degree Alcohol
What reacts with XS NaNH2, H2O and what is the product
Geminal and Vicinal Alkyl Halides react to form an Alkyne
WB/WN Reaction Chart
SN1
Alkene-> Alkane
H2, Pd/c
Product of Internal Alkyne with 1. O3, 2. H2O
Breaks apart and adds a carboxylic acid on each end
What does NaBH4 and MeOH react with, and what are the products?
Aldehyde -> 1 degree Alcohol
Ketone -> 2 degree Alcohol
Give an example of a Grignard Reagent:
1. CH3-MgBr, Et2O
2. H2O
SB/SN - OEt^- , OMe^-, OH^-
SB/WN - DBU, DBN, KOTBU
WB/SN - Cl^-, Br^-, SH^-, F^-
WB/WN- R-OH, H2O
Alkene -> Cl2, H2O
OH on most substituted and Cl on less, anti addition
Product of Alkyne w/ H2, Pt
Alkane
What does LiAlH4 and H2O react with, and what are the products?
Aldehyde-> 1 degree Alcohol
Ketone -> 2 degree Alcohol
Ester -> 1 degree Alcohol
Carboxylic Acid -> 1 degree Alcohol
What reagent adds carbons to an alkyne?
1. NaH
2. R-I