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Chemistry: Halogenoalkanes

Chemistry49 CardsCreated 2 months ago

This flashcard set introduces halogenoalkanes, detailing their general formula and functional group. It explains their increased reactivity due to polar bonds and outlines common applications such as refrigerants, solvents, and pharmaceuticals. Naming conventions are based on the parent alkane with halogen prefixes.

general formula halogenoalkanes

CnH2n+1Hal

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Key Terms

Term
Definition

general formula halogenoalkanes

CnH2n+1Hal

functional group

C-Hal

what does the presence of the polar bond in halogenoalkanes mean

they’re more reactive than alkanes

3 uses of halogenoalkanes

  • refrigerants

  • solvents

  • pharmaceuticals

how are halogenoalkanes named

after the parent alkane with the prefix chloro, bromo, iodo etc.

what must be indicated if there are more than 3 carbon atoms in the molecule

the position of the halogen

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TermDefinition

general formula halogenoalkanes

CnH2n+1Hal

functional group

C-Hal

what does the presence of the polar bond in halogenoalkanes mean

they’re more reactive than alkanes

3 uses of halogenoalkanes

  • refrigerants

  • solvents

  • pharmaceuticals

how are halogenoalkanes named

after the parent alkane with the prefix chloro, bromo, iodo etc.

what must be indicated if there are more than 3 carbon atoms in the molecule

the position of the halogen

what must be indicated if 2 or more halogens are present

their positions in the chain

how are the halogens named if there are 2 of them in the chain and they are different

in alphabetical order

what 2 reactions do halogenoalkanes take part in

nucleophilic substitution and elimination

what is the halogen atom replaced with in a nucleophilic substitution reaction

by a new group of atoms

nucleophile

electron pair donor

why do halogenoalkanes take part in nucleophilic substitution

the carbon is bonded to a halogen and so it is rendered electron deficient

where does the nucleophile donate its pair of electrons to in nucleophilic substitution

the delta plus c atom to form a new bond

how does the C-Hal bond break in nucleophilic substitution and what does it form

Heterolytic fission

halide ion formed

examples of common nucleophiles

hydroxide
cyanide
ammonia

what do halogenoalkanes react with aqueous hydroxides to form

alcohols

what is the reaction between halogenoalkanes and aqueous hydroxides often referred to as

hydrolysis

hydrolysis

the breaking of a bond using water

what is the reagent in nucleophilic substitution with aqueous hydroxides

the hydroxide

what conditions are needed for nucleophilic substitution using hydroxide

warm and aqueous

general equation for the nucleophilic substitution between halogenoalkane and hydroxide

R-Hal + NaOH > R-OH + NaHal

reagent for nucleophilic substitution between halogenoalkane and cyanide

cyanide ion

conditions for nucleophilic substitution between halogenoalkane and cyanide

warm and ethanolic

general equation for for nucleophilic substitution between halogenoalkane (bromo) and (potassium) cyanide

RBr + KCN > RCN + KBr

what does reacting a halogenoalkane with cyanide increase

the length of the carbon chain

what do halogenoalkanes react with excess ammonia to form

amines

reagent for nucleophilic substitution between halogenoalkane and ammonia

NH3

conditions for nucleophilic substitution between halogenoalkane and ammonia

ethanolic and warm

general equation for nucleophilic substitution between halogenoalkane and ammonia

R-Hal + 2NH3 > RNH2 + NH4 + Hal-

what does the rate of substitution reactions of halogenoalkanes depend on

the c-hal bond enthalpy

what does a halogenoalkane react to form in an elimination reaction

an alkene

elimination

a reaction in which an atom/group of atoms is removed from a reactant

reagent for elimination reaction with halogenoalkanes

hydroxide

conditions for elimination reaction with halogenoalkanes

HOT and ethanolic

sequence of events in elimination reactions with halogenoalkanes

  • halogen atom always removed

  • H atom from an adjacent C atom also removed

  • double bond forms between the two C atoms

what is the role of the hydroxide in elimination with halogenoalkanes

base

substitution vs elimination using hydroxide: conditions

s: warm and aqueous
e: hot in ethanol

substitution vs elimination using hydroxide: major product

s: alcohol
e: alkene

substitution vs elimination using hydroxide: role of OH-

s: nucleophile
e: base

what properties of chloroflourocarbons make them suitable for use as solvents and refrigerants

non-toxic and low reactivity

what did the properties of chloroflourocarbons lead to

the depletion of the ozone layer

where does ozone form

in the upper atmosphere

how does ozone form

from the reaction of oxygen atoms with oxygen molecules

equation for formation of ozone:

O + O2 > O3

why is the ozone layer beneficial

it absorbs UV radiation that can cause skin cancer

what did scientists discover that waste CFCs didnt do

break down easily and so would rise up to the upper atmosphere and break down to form chlorine radicals

what do chlorine radicals do and what has this led to

catalyse the breakdown of ozone

led to a hole in the ozone layer

equation for chlorine radicals reacting with ozone

O3 + Cl. > O2 + ClO.

ClO+ O3> 2O2 + Cl.

what alternatives to CFCs are now used

organohalogens that don't contain chlorine