week 1 Flashcards

isomers, functional groups, some reactions, naming isomers general definitions (54 cards)

1
Q

types of Hydrocarbons and its hybridiastion

A

SATURATED-> sp3 carons for 4 sigma bonds
UNSTAURATED-> If sp or sp2 hybridised they can from multiple C-C bonds

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2
Q

alkanes

A

saturated
n= 2n+2
More carbon = higher boiling point b/c more deisty because more dispersion forces (intermolecular ) coz of longer chains

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3
Q

Isomers

A

Def: identical molecular formula but different molecular structure
An isomer cannot concert to another isomer without breaking bonds

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4
Q

Steps to constitutional isomer naming

A
  1. identify longest chain (may not be obvious may have to turn a corner)
    1. Count form the end of the long chain which achieves the lowest number
    2. Name side group at the branching point based on “ naming #1 prefix but with -yl as a suffix
    3. Assemble the name in the following order.
      a) Longest linear chain branching point number (i.e. 2);
      b)-side group name and
      c) name of longest linear chain.
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5
Q

Constitutional isomers

A

molecules are connected in different orders

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6
Q

Conformers are not isomers

A

Instead they are the same chemical structure but have bonds rotated to different 3D structures

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7
Q

Alkenes
general form
moleclar geo
bond angle

A

have the general formula C­nH2n
Eg 2 carbon 4 hydrogen
molecular geometry of a double bond is trigonal
Sp 2 120* from the next

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8
Q

Alkynes
general form
moleclar geo
bond angle

A

have the general formula C­nH2n-2
molecular geometry of a triple bond is linear
Eg 4 carbon 6 hydrogen

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9
Q

Naming steps of the alkene group

A
  1. First assign priority to the two groups attached to one end of the alkene
    1. Now consider the other end and do the same thing
    2. If the “higher” priority groups are on the same side of the alkene then this is called Zusammen (Z) (CIS). Eg h on same side others on same side
    3. If on opposite sides it is called entgegen (TRANS)

Zusammen is German for together. Entgegen (E) is German for opposite.

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10
Q

Naming steps of full alkene isomer

A

tep 1
Identify longest chain - name it but change -ane to ene
=pentane to Pentene

Step 2
Count from either end of the chain and so the first carbon of the alkene chain gets the lowest number

Step 3
Name any side groups based on naming #1, in this case methyl and assemble the name in the following order
b) branching point
c) Side group name and
d) Name of the longest linear chain with the number for the first carbon of alkene embebbed
Trans -4-methylpent-2-ene

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11
Q

Cycloalkenes
naming

A

Step 1
Cyclo- five membered (pent-) ring with an alkene (-ene)
Cyclopentene
Step 2
Number all carbons in the ring stating from either end of the alkene
The correct numbering gives the lowest number to the subsequent group
3-chlorocyclopentane

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12
Q

Conformational analysis
ALKANES vs alkenes

A

A molecule such as ethane has many conformations
Similar stabilities rapidly converting at room temperature
Static conformations can be drawn as Newman or sawhorse projections

ALKENES
Alkenes need to add a lot of energy for them to change conformation as the double bond cannot rotate

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13
Q
A
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14
Q

What does achiral mean?

A

A molecule that is superimposable on its mirror image

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15
Q

ADDTION RECTIONS TO ALKENES: why +what

A

Alkenes react to strong acids by addition
converts an alkene to a halogenated alkenes

Proton (H+) has not elections (empty s orbital) and reactions with electron rich meolues to gain elections
Proton is electrophilic
And alkene is nueophillic (something tht likes to donate e-)

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16
Q

What is an addition reaction?

A

A reaction in which one molecule combines with another to form a larger molecule with no other products

REMBER MARKINKOVS RULE: CAN HAVE DIFFERENT IMSOER PRODUCTS DEPENDING ON WHERE CL OR H GOES
-> double bond is most likly to break and so this would be the predominate product formed

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17
Q

What is an aldehyde?

A

An organic compound containing the group CHO, formed by the oxidation of alcohols ( partial primary?? ahcol ox)

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18
Q

What is an alkyl halide?

A

A group of chemical compounds derived from alkanes containing one or more halogens

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19
Q

What is an amide?

A

an organic compound containing the group —C(O)NH2, related to ammonia by replacing a hydrogen atom by an acyl group

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20
Q

What is an amine?

A

an organic compound derived from ammonia (NH3) by replacement of one or more hydrogen atoms by organic groups.

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21
Q

What is an arene?

A

aromatic hydrocarbons (most commonly based on benzene rings) such as benzene and methylbenzene.

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22
Q

What does chiral mean?

A

Describes an object that is not superimposable on its mirror image

23
Q

What is a cis isomer?

A

A stereoisomer in which the two more electronegative groups lie on the same side of a reference plane (i.e. double bond)

24
Q

What are cis-trans isomers?

A

Stereoisomers that differ in the positioning of two groups with respect to a reference plane (i.e. double bond)

25
What are configurational isomers?
Isomers that cannot be interconverted by rotation around a single bond
26
What are cycloalkanes?
A saturated hydrocarbon with carbon atoms joined together to form a ring
27
What are diastereoisomers?
A pair of stereoisomers that are not mirror images of each other
28
What is an enantiomer?
A pair of stereoisomers that are not superimposable mirror images of each other
29
What is an ester?
A functional group generated by combining a carboxylic acid and a alcohol with the elimination of water to give a carbonyl carbon atom that is also further bound to a different saturated carbon atom via an oxygen atom linkage
30
What is an ether?
A compound in the form ROR, where the R groups are either alkyl or aryl groups, such that an oxygen atom is bonded to two carbon atoms that are not also bonded to a heteroatom
31
What is the E,Z system?
A system used to specify the configuration of groups about a carbon - carbon double bond
32
What is a functional group?
A group of atoms within an organic molecule that determines the molecule’s chemical reactivity
33
What are geometric isomers?
Each of two or more compounds that differ from each other in the arrangement of groups with respect to a double bond, ring, or other rigid structure
34
What is a ketone?
A compound in which the carbon atom of the C=O group is bonded to two hydrocarbon groups
35
What is optical activity?
The ability to rotate a plane of polarised light
36
What is oxidation?
The loss of electrons during a reaction by a molecule, atom or ion
37
What is a primary carbon atom?
A carbon atom attached to only one other carbon atom
38
What is reduction?
The gain of electrons during a reaction
39
What is a secondary carbon atom?
A carbon atom attached to two other carbon atoms
40
What is a stereocentre?
For carbon, a tetrahedral carbon atom with four different groups bonded to it; in general terms, any atom with sufficient atoms or groups arranged around it, so that stereoisomers may be formed on exchange of any two atoms or groups
41
What are stereoisomers?
Isomers with the same molecular formula and the same connectivity but different orientations of their atoms in space
42
What is a substitution reaction?
A chemical reaction during which one functional group in a chemical compound is replaced by another functional group.
43
What is a tertiary carbon atom?
A carbon atom attached to three other carbon atoms
44
What is a trans isomer?
A stereoisomer that contains two groups that project on opposite sides of a reference plane (i.e. double bond)
45
How are alcohols classified as primary, secondary or tertiary?
It depends on how many carbons are attached to the carbon that the alcohol group is attached to. 1 carbon = primary 2 carbons = secondary 3 carbons = tertiary
46
How do you name a cycloalkane?
Prefix the names of the corresponding open-chain hydrocarbon with cyclo-, and name each substituent on the ring
47
Why do geometric isomers occur?
Geometric isomers occurs due to the presence of double bonds which restricts free rotation of bonds
48
When the 2 top priority functional groups are on opposite sides of the carbon atom, what type of isomer is this?
Trans isomer
49
Using the E,Z system, if the groups of higher priority are on the same side of the double bind, what is its configuration?
Z
50
Using the E,Z system, if the groups of higher priority are on opposite sides of the double bind, what is its configuration?
E
51
What is constituent priority based on?
Priority is based on atomic number - the higher the atomic number, the higher the priority
52
What system is used to differentiate between two enantiomers?
The R,S System
53
How do you determine whether a molecule is R or S?
1. Locate the steregenic center and identify each of the four substituents 2. Assign priority to substituents 3. Orient the lowest priority away from you 4. Draw an arrow from first priority to third If the arrow points clockwise, the molecule is R If the arrow points anticlockwise, the molecule is S
54