Unit 2- Organic Chemistry Flashcards

1
Q

What is Organic Chemistry?

A
  • Organic chemistry is the study of carbon compounds and their properties
  • Carbon’s structure allows in to make four strong covalent bonds
  • Carbon can form single, double or triple bonds with other atoms and readily bond with itse
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Why is Organic Chemistry Important?

A
  • Organic chemistry is important because it is the study of life and all chemical reactions related to life
  • Organic compounds are important sources of fuel plastics and medicines
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Explain the difference between saturated and unsaturated hydrocarbons.

A
  • Saturated hydrocarbons: Contain only single covalent bonds between carbons. Each carbon in the chain is bonded to the maximum number of hydrogens while still being part of the carbon chain. Saturated hydrocarbons have a straightforward zig zag in their structure.
  • Unsaturated hydrocarbons: Contain one or more double or triple bonds between carbons, meaning there are less hydrogen atoms than their would be in a saturated hydrocarbon. Unsaturated hydrocarbons have kinks in their structure due to the double or triple bonds.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

How do you name a straight chained alkane?

A

Write the following:
- Prefix: where the substitutions are located
- Root: How many carbons are in the molecules longest chain
- Suffix: Family- type of functional group (alkane, alkene, alkyne, alcohol, ester, etc…)

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

What are the prefixes for numbering carbon chains?

A

-1: meth-
-2: eth-
-3: prop-
-4: but-
-5: pent-
-6: hex-
-7: hept-
-8: oct-
-9: non-
-10: dec-

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

How are ringed alkanes named?

A
  • A cycloalkane is a hydrocarbon in which the singly bonded carbon atoms form a closed ring. The general formula is CnH2n.
  • To name add prefix cyclo
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

What are the 8 common Alkyl groups?

A
  • methyl group
  • ethyl group
  • propyl group
  • isopropyl group
  • butyl group
  • s-butyl group
  • isobutyl group
  • t-butyl group
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

Draw and name the 8 common alkyl groups.

A

*Check notes for answer

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

What is an alkyl group?

A

An alkyl group is a carbon branch attached to the main structure of the molecule.

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

How are branched alkanes named?

A
  1. Find the longest chain of carbons (called the parent chain), and use this number as the root name.
  2. Use the suffix “ane” to indicate only single bonds present.
  3. Number the chain starting at the end closest to the branching.
  4. Give the location of the alkyl group by the number of the parent chain carbon that it is attached to.
  5. Put the alkyl groups in alphabetical order (i. e. ethyl before methyl)
  6. Use prefixes to indicate multiple branches (like di, tri)
  7. Substitution Syntax:
    a. between numbers and words add a dash.
    b. between numbers add commas
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

What is structural isomerism?

A
  • Most hydrocarbons with four or more carbons exhibit structural isomerism
  • Structural isomerism is when two molecules have the same molecular formula but different arrangements of atoms in space
  • Different structural arrangements mean different chemical and physical properties
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

Explain the properties of Alkanes.

A
  • The first four alkanes are gases. Alkanes with 5-40 carbons are liquids, 40 or more carbon atoms are waxy solids.
  • Non polar molecules because of non-polar bonds combined with mostly symmetrical arrangement of h atoms
  • London Dispersion forces are the only IMFS- alkanes generally have low melting and boiling points.
    -As alkanes become larger, IMFS increase. More heat energy is needed to overcome these forces and thus melting and boiling points increase.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

Explain Reactions of Alkanes.

A
  • Alkanes are fairly unreactive (quite stable)
  • They do not react with acids, bases, or strong oxidizing agents which makes them valuable as lubricating materials and as the backbone for structural materials such as plastics.
  • They can undergo combustion and substitution reactions.
  • Alkanes react in a specific type of substitution reaction called halogenation: a hydrogen atom is replaced by a halogen to form an alkyl halide.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

How are alkyl halides named?

A
  • Alkyl halides are named by writing the root of the halogen first, with the suffix -o, followed by the name of the parent alkane. If necessary, use numbers to denote the location and write substituent groups alphabetically.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

What is the polarity of alkyl halides?

A
  • Due to the high electronegativity of halogens, alkyl halides are often polar molecules with dipole-dipole IMFS.
  • Boiling and melting points of alkyl halides are higher than those of corresponding alkanes.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

Give a general explanation of Alkenes.

A
  • Alkenes contain one or more double bonds.
  • General formula: CnH2n
  • Unsaturated hydrocarbons
  • Many of the flavours, hormones, and insect pheromones belong to the alkene family.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
17
Q

Give a general explanation of Alkynes.

A
  • Alkynes contain one or more triple bonds.
  • General formula: CnH2n-2
  • Unsaturated hydrocarbons
  • Alkynes have been used as fuels, poison, or to make plastics and other organic compounds
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
18
Q

What are alphatic hydrocarbons?

A

Alphatic hydrocarbons have structures based on straight or branched chains or rings of carbon atoms.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
19
Q

How are alkenes and alkynes named?

A
  • The main chain must indicate the double or triple bonds at the lowest position number (indicate position #)
  • Alkenes end with -ene. Alkynes end with -yne.
  • If more than one double bond exists use prefixes (diene, triene)
  • When numbering the main chain, double and triple bonds take priority over alkyl groups.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
20
Q

What are stereoisomers?

A
  • Stereoisomers have the same number of atoms, with the double bond in the same position, but with a different 3D geometry around that double bond.
  • Cis- means that the two groups are on the same side of the double bond.
  • Trans- indicates that they are on opposite sides.
  • Stereoisomers cannot be changed from one to the other by simple rotation. Bonds would have to be broken and reformed. Stereoisomers are distinct compounds with different properties, such as different melting points.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
21
Q

Properties of Alkenes and Alkynes

A
  • A functional group is a group of atoms within a molecule that determines the properties of a molecule.
  • Multiple bonds are considered functional groups because the affect the properties of the molecules that contain them.
    • For example, multiple bonds are less stable than single bonds between carbon atoms, thus alkenes and alkynes are more reactive that alkanes.
22
Q

What are aromatic hydrocarbons?

A
  • Aromatic hydrocarbons are named for their structure and pleasant smells.
  • They are unsaturated hydrocarbons that have a ring structure and a bonding arrangement that caused it to be chemically stable. (These are not cyclo alkanes, alkenes, etc)
23
Q

What is Benzene?

A
  • the simplest aromatic hydrocarbon
  • Structural diagram shows three double bonds alternating with single bonds.
    • double bond should be shorter because they attract more strongly to nucleus and pull atoms together, but measurements have shown bond length to be equal.
    • Hexagon with a circle inside shows that the electrons in the bonds are shared equally between all six C atoms.
  • Colourless, flammable liquid with a sweet odour
  • evaporates quickly when exposed to air
  • found naturally in crude oil and gasoline
  • also formed during natural processes, such as volcanoes and forest fires
  • used mainly as a starting material in making other chemicals, such as plastics, resins, synthetic fibers, dyes, detergents, drugs, and pesticides
  • known carcinogen
  • in the past, it was used as an industrial solvent and as a gasoline additive, but these uses have been greatly reduced in recent decades.
24
Q

Explain how to name aromatic hydrocarbons.

A
  1. Aromatic Hydrocarbons with non carbon substituents or a small alkyl group.
    - If only one functional group is attached, numbering is not needed
    • Ex) Methyl group is attached, methylbenzene
    • Ex) If chlorine replaces H atom, Chlorobenzene
      - When we have 2 or more alkyl groups attached, number the carbon atoms starting with the first substituent (alphabetically) and continue number in the direction of the next closest substituent.
  2. Aromatic Hydrocarbons are substituent groups to a longer carbon chain.
    - a benzene ring that has lost a h atom is called a phenyl group.
    - C chains with 6 or more carbons, double or triple bonds become the parents
25
Q

Explain the properties of Aromatic Hydrocarbons.

A
  • Symmetrical structure causes most to be non polar molecules, unless they have an electronegative substituent group. Due to non-polar nature, most are insoluble in water.
  • Because of the unique bonding of benzene, aromatic hydrocarbons are much less reactive than alkenes, but still more reactive than alkanes.
26
Q

Summarize Functional Groups and Hydrocarbon Derivatives.

A
  • Hydrocarbon derivatives are organic compounds that are based of hydrocarbons with the addition of a specific functional group.
  • A functional group is a reactive portion of a molecule (Ex. -OH)
  • Functional groups are used to identify compounds but also to explain properties like solubility melting and boiling points.
27
Q

Explain the Alcohol functional group

A
  • An alcohol contains the hydroxyl group (-OH) attached to a carbon chain.
  • A phenol contains a hydroxyl group (-OH) attached to a benzene ring.
  • A primary alcohol has the hydroxyl group bonded to a terminal (first or last) carbon atom.
  • A secondary alcohol has the hydroxyl group bonded to a carbon atom with two alkyl groups.
  • A tertiary alcohol has the hydroxyl group bonded to a carbon atom with three alkyl groups.
28
Q

What are the naming instructions for Alcohols?

A

To name Alcohols:
- use the suffix -ol
- Number the parent chain so that the hydroxyl group has the lowest possible number
- If necessary, include a number before the -ol suffix to indicate which carbon the hydroxyl group is attached to (take priority over double or triple bond)
- Alcohols containing more than one hydroxyl group are called polyalcohols we use the suffix diol or triol instead of ol.
- HYDROXYL GROUP ATTACHED TO A CYCLIC HYDROCARBON: name the ring so the hydroxyl group is on the lowest number possible and use the prefix cyclo.
- HYDROXYL GROUP IS ATTACHED TO AN AROMATIC HYDROCARBON: We now call the molecule a phenol. However, if the benzene ring has multiple hydroxyl groups benzene is used as the root word.

29
Q

What are Ethers?

A

-Ethers contain an oxygen atom between two carbon atoms in a chain
- They have be used as anesthetics and can inhibit pain signals to the brain.
- like diethyl ether were used for over a century, but caused the nausea, and were flammable
- developed by the 1960s were non-flammable

30
Q

How do you name Ethers?

A
  • Ethers are named by writing the name of the shorter alkyl group, then the suffix oxy, then the name of the longer alkyl group as if it were an alkane
31
Q

What are Thiols?

A
  • Contain the sulfhydryl (-SH) functional group
  • Generally have strong odours (i.e. thiols give garlic, skunks, and sewage their distinctive smells)
32
Q

How are thiols named?

A
  • Thiols are named by adding thiol to the alkane name of the longest carbon chain.
33
Q

Describe Aldehydes.

A
  • Contain the carbonyl group- a carbon atom double bonded to an oxygen atom.
  • An aldehyde contains a carbonyl group that is bonded to at least one hydrogen atom (we assume the carbon is C1)
  • Aldehydes and ketones are widespread in nature, often combined with other functional groups
34
Q

Describe Ketones.

A
  • Contain the carbonyl group- a carbon atom double bonded to an oxygen atom.
  • Contains a carbonyl group bonded to two carbon atoms.
  • Aldehydes and ketones are widespread in nature, often combined with other functional groups
35
Q

How are Aldehydes named?

A
  • use the suffix al
  • always number the parent chain so that the carbonyl group is on carbon 1
  • WHEN THE -CHO FUNCTIONAL GROUP IS ATTACHED TO A RING- The suffix carbalbehyde is added and the carbon attached to that group is C1.
  • IF THERE ARE TWO CARBON GROUPS ADD THE SUFFIX DIAL. The location numbers for both carbonyls are omitted because the aldehyde functional groups are expected to occupy the ends of the parent chain.
36
Q

How are ketones named?

A
  • Use the suffix one (like own)
  • Number the parent chain so that the carbonyl group has the lowest number possible
  • It may be necessary to use a number to indicate the position of the carbonyl group.
  • IN CYCLIC KETONES: the carbonyl group is assigned location position #1 and this number is not included in the name, unless more than one carbonyl group is present.
  • IF THERE IS MORE THAN ONE CARBONYL GROUP: Add the suffix Dione or trione.
37
Q

How do you name Aldehydes and Ketones in the same molecule?

A
  • Name as an aldehyde and give ketone the name “Oxo”
  • The ketone will require a number to identify its location
  • Ex) 4-oxppentanal
38
Q

What is a Carboxyl Acid?

A
  • a carboxyl group is a carbon atom that is double bonded to one oxygen atom and single bonded to a hydroxyl group.
  • A carboxylic acid is a weak organic acid containing at least one carboxyl group.
39
Q

How is Carboxyl Acid named?

A
  • Use the suffix oic acid
  • Number the parent chain so the carboxyl group is on carbon 1
  • WHEN A CARBOXYL GROUP IS ADDED TO A RING: The suffix carboxylic acid is added to the name of the cyclic compound. Given #1 location number.
  • IF AN ACID HAS TWO CARBOXYL GROUPS: Use the suffix dioic acid. The location number for both carboxyl groups are omitted because both groups are expected to occupy the ends of the parent chain.
40
Q

What is an Ester?

A
  • An ester is an organic compound that contains a carbonyl group bonded to a second oxygen atom which is bonded to another carbon atom. The general formula is COO-.
  • Esters are known for their distinctive smells and are commonly used for food aroma and fragrances.
  • Esters are formed through reactions between an acid and an alcohol. This process, called esterification, reacts alcohols and carboxylic acids to make esters while eliminating water. Ex) Acetic acid with an alcohol yields acetic ester and water.
41
Q

How are esters named?

A

Named by:
1. Name the C’s attached to the single bonded O as a branch.
2. Name the rest ending in “oate”

42
Q

Explain fats and oils.

A
  • Fats and oils are triglycerides- Esters (acids bonded to alcohol) made from long chains of fatty acids. a triglyceride means that three acids are bonded to an alcohol.
  • fats are generally solid at room temperature and high in saturated fatty acids. Oils meanwhile are generally liquid at room temperature and low in saturated fatty acids.
43
Q

What is saponification?

A
  • Fats and oils can be heated in the presence of a strong base to make soap (sodium or potassium salts of fatty acids). This process is called saponification.
  • Esentially, saponification is a reverse esterfication. Esters can be cleaved back into a carboxylic acid and an alcohol by reaction with water and a base.
44
Q

What are polymers?

A
  • Polymers, whether natural or synthetic are long chain-like molecules made by linking smaller, repeating chemical units.
  • These smaller repeating units are called monomers.
  • Polymerization- is a chemical process through which monomers are joined to form polymers.
45
Q

Explain the general structure of polymers.

A
  • Homopolymer: a polymer made up of a single type of monomer. Ex) polyethylene- used to make plastic wrap, plastic bags, squeeze bottles.
  • Copolymer: has two or more types of monomers combined to form the polymer chain. Ex) SBS rubber- Poly (styrene-butadiene-styrene) is a hard rubber used for soles of shoes, tire threads.
46
Q

What are synthetic addition polymers?

A
  • An addition polymer is the result of the reaction between monomers with unsaturated C-C bonds. Ex) PTFE aka Teflon the slippery surface that prevents food from sticking
  • Other addition polymers can me made from monomers containing methyl-, chloro-, cyano- and phenyl- substituents
  • In each case, the carbon- carbon double bond becomes a single bond.
  • The variety of substituent groups leads to whole range of properties
  • Ex) Polyvinyl Chloride (PVC): Is a polymer of the chloroethene monomer. Used in pipes, construction materials, tiles, clothing, reusable bags.
  • Ex) Polystyrene: Polymer of styrene (phenyl ethylene) monomers. Used in heat resistant disposable drinking cups, plastic toys, food containers, packaging materials.
47
Q

What kind of soaps do saturated fats form?

A

-harder soaps that are more efficient at cleaning but strip more natural oil away from your skin

48
Q

What kind of soaps do unsaturated fatty acids form?

A
  • softer soaps that are gentler on your skin but less efficient at cleaning
49
Q

What is the role of hydroxide in soap making?

A
  • the bases used for soap making must contain it
  • it acts to break up the fat or oil into glycerin and soap
50
Q

What ions formed precipitates in the soap?

A
  • Calcium chloride
  • iron (lll) chloride
  • magnesium chloride