redox Flashcards

(31 cards)

1
Q

what is oxidation

A

loss of electrons

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2
Q

what is reduction

A

gain of electrons

(lowers oxidation state)

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3
Q

what is an oxidation state

A

indicator of degree of oxidation of an atom in a compound

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4
Q

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

A

zero

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5
Q

what is the oxidation state of a free uncombined element

A

zero

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6
Q

what is the oxidation state of a simple ion

A

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

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7
Q

name some reducing agents

A

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

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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

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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

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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

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11
Q

describe the mechanism of reduction of esters

A

addition elimination, reducing agent used twice

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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)

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13
Q

what does the reduction of ester make

A

alcohol (aldehyde as a middle step)

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14
Q

what are imines

A

double bond N

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15
Q

what is NaCNBH4

A

sodium cyanoborohydride

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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
how to stop the reduction of alkynes at the alkene step
use palladium, poisons catalyst with lead to reduce activity and get selectivity
26
name some hydrogenation reactions
reduction of benzene to cyclohexane aromatic nitro to amine (NO2>NH2) removal of benzyl group (remove benzene)
27
name 3 ways to achieve oxidation
high oxidation state metals (manganese+7/chromium +6), halogens and hypervalent halogens (chlorine, bromin, NaIO4), oxygen 0 or -1 substances (h2o2, o2, o3)
28
what are the products of oxidising alcohols
primary- aldehyde, carboxylic acid secondary- ketone tertiary- doesnt oxidise, lack of reactive C-H bonds
29
how to stop the oxidation of primary alcohols at aldehyde step
use PCC (pyridinium chlorochromate), PCC in dichloromethane will oxidse primary alcohols to aldehydes
30
what metals are usually used for hydrogenation
platinum, nickel, palladium
31