redox Flashcards

1
Q

what is oxidation

A

loss of electrons

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

what is reduction

A

gain of electrons

(lowers oxidation state)

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

what is an oxidation state

A

indicator of degree of oxidation of an atom in a compound

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

what is the sum of all oxidation states in a neutral molecule

A

zero

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

what is the oxidation state of a free uncombined element

A

zero

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

what is the oxidation state of a simple ion

A

oxidation state would be equal to the net charge on the ion

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

name some reducing agents

A

NaBH4, sodium cyanoborohydride, lithium aluminium hydride, hydrogen, metals

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

name chemicals that reduce esters and say if theyre good at reducing or not

A

LiAlH4 (lithium aluminium hydride)- best

NaBH4- reduces esters slowly

NaCNBH3 (sodium cyanoborohydride) - doesnt reduce at all

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

describe reduction mechanism using NaBH4 (idk if need)

A

BH4 ion gives H to molecules =o, o-, o- attacks H+ to give OH

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

why not use LiAlH4 for every reduction

A

rule is to use the mildest conditions for a reaction to prevent unwanted side reactions and more reactive reagents are harder to handle usually

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

describe the mechanism of reduction of esters

A

addition elimination, reducing agent used twice

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

how to stop reduction of esters after the formation of an aldehyde to stop it forming alcohol

A

use reagent called DIBAL (diisobutyl aluminium hydride/ iBU2ALH)

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

what does the reduction of ester make

A

alcohol (aldehyde as a middle step)

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

what are imines

A

double bond N

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

what is NaCNBH4

A

sodium cyanoborohydride

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

what is NaBH4

A

sodium borohydride

17
Q

what is iBu2ALH

A

DIBAL/ diisobutyl aluminium hydride

18
Q

what is LiAlH4

A

lithium aluminium hydride

19
Q

will NaCNBH4 reduce esters? aldehydes/ketones? imines?

A

esters= no
aldehydes/ketones= slowly
imines= yes

20
Q

will NaBH4 reduce esters? aldehydes/ketones? imines?

A

esters= slowly
aldehydes/ketones= yes
imines= yes

21
Q

will iBu2AlH reduce esters? aldehydes/ketones? imines?

A

esters= yes but stops at aldehyde
aldehydes/ketones= no
imines= yes

22
Q

will LiAlH4 reduce esters? aldehydes/ketones? imines?

A

esters= yes, all the way to alcohol
aldehydes/ketones= yes
imines= yes

23
Q

describe the mechanism for hydrogenation

A

on a catalytic surface, uses ethene and creates ethane in the end

24
Q

what does the reduction of alkynes make

A

alkenes then alkanes

25
Q

how to stop the reduction of alkynes at the alkene step

A

use palladium, poisons catalyst with lead to reduce activity and get selectivity

26
Q

name some hydrogenation reactions

A

reduction of
benzene to cyclohexane
aromatic nitro to amine (NO2>NH2)
removal of benzyl group (remove benzene)

27
Q

name 3 ways to achieve oxidation

A

high oxidation state metals (manganese+7/chromium +6), halogens and hypervalent halogens (chlorine, bromin, NaIO4), oxygen 0 or -1 substances (h2o2, o2, o3)

28
Q

what are the products of oxidising alcohols

A

primary- aldehyde, carboxylic acid
secondary- ketone
tertiary- doesnt oxidise, lack of reactive C-H bonds

29
Q

how to stop the oxidation of primary alcohols at aldehyde step

A

use PCC (pyridinium chlorochromate), PCC in dichloromethane will oxidse primary alcohols to aldehydes

30
Q

what metals are usually used for hydrogenation

A

platinum, nickel, palladium

31
Q
A