reactants and test 4

Question 1

Hg(OCOCH3)2 in THF followed by NaBH4 in OH

Answer 1

oxymercuration forms an alcohol

Question 2

BH3 in THF followed by H2O2 in OH

Answer 2

non markovnikov alcohol

Question 3

H2 Pd

Answer 3

alkane

Question 4

H2 lindlar catalyst

Answer 4

cis alkene

Question 5

RCO3H in CH2Cl2

Answer 5

epoxides from alkane (RCO3H peroxy…)

Question 6

O3 followed by Zn in weak acid or H2O2 in acid

Answer 6

2 ketones from a trisubstitued alkene

Question 7

OsO4 followed by NaHSO3 in water

Answer 7

cis diol

Question 8

na cold nh3

Answer 8

trans alkene

Question 9

NaNH2 in liquid NH3

Answer 9

forms an alkyne or chain elongation

Question 10

Br2 or Cl2 in FeBr3 or FeCl3

Answer 10

adding a Br or a Cl to a ring

Question 11

HNO3 in H2SO4

Answer 11

add NO2 to a ring

Question 12

H2 in Pd or Fe,H3O+ followed by OH *****

Answer 12

on a ring, reduction of an acyl substituent so going from CHOCH2CH3 to CH2CH2CH3

Question 13

SO3 in H2SO4

Answer 13

add SO3 to a ring, sulfonation

Question 14

cold NaOH then hot NaOH then H3O+ **

Question 15

R-CL with AlCl3

Answer 15

friedel craft, carbon chain on a ring add

Question 16

RCOCl with AlCl3

Answer 16

acetylation, adding c chain with a double bond o to a ring, like friedel craft

Question 17

KMnO4 in water

Answer 17

changing an R chain of a ring to a COOH

Question 18

Mg in THF followed by H2O ***

Answer 18

remove a br or a cl

Question 19

NaBH4 in H2O

Answer 19

changing a c=o to a cooh

Question 20

LiAlH4 in ether followed by H3O+

Answer 20

changing a carboxylic acid to a primary OH

Question 21

SOCl2 in organic base

Answer 21

changing a primary alcohol to a primary alkyl halide
good with primary and secondary alcohols but bad with tertiary alcohols

Question 22

PBR3 PCl3

Answer 22

change alcohol to Br or Cl
good with primary and secondary alcohols but bad with tertiary alcohols

Question 23

H3PO4 or H2SO4 with heat ***

Answer 23

make an alkene from alcohol
really difficult with primary, must be very very hot
ok with secondary alcohol much less heat
good with tertiary alcohol

Question 24

CrO3 with water and sulfuric acid (Jones)

Answer 24

1 alc to carboxylic acid
2 alc to kenone

Question 25

CrO3 with HCl and pyridine (PCC)

Answer 25

1 alc to aldehyde
2 lac to ketone

Question 26

dess martin periodinane

Answer 26

1 alc to aldehyde
2 lac to ketone

Question 27

(KSO3)2NO In water

Answer 27

phenol to quinone

Question 28

NaH in THF followed by reaction with an alkyl halide **

Question 29

KMnO4 and OH with heat

Answer 29

1 alc to carboxylic acid
2 alc to ketone

Question 30

NaH in THF with a phenol or 2/3 alcohol followed R-I

Answer 30

non symmetrical ether

Question 31

two primary alcohols added with one another

Answer 31

go through an SN2 and forms a symmetrical ether

Question 32

LiALH4 in H3O+ to an ester

Answer 32

primary alcohol

Question 33

ketone with NaBH4 followed by H2O

Answer 33

secondary alcohol

Question 34

aldehyde with NaBH4 or LiAlH4 followed by H2O

Answer 34

primary alcohol

Question 35

MgBr

Answer 35

Grignard reagent
good way to add carbons to a chain
really good nucleophiles

Question 36

pirydine or triethylamine

Answer 36

organic bases

Question 37

POCl3 in pyridine

Answer 37

alcohol to alkene with secondary or tertiary alcohols

Question 38

ring opening epoxide in acidic conditions

Answer 38

attacks on the the most substituted c
sn1 like

Question 39

ring openinig epoxide in basic conditions

Answer 39

attacks on the least substituted c
sn2 like