Chapter 3 Flashcards
what are the prefixes of compounds from 1 to 12 carbons in a chain (no branching)
What is the MF for non branching carbon chains
what are alkanes
*only carbon and hydrogen atoms
*only single bonds (saturated of H atoms)
what suffix does groups take when in the form of substituents?
-yl
From which end of the parent chain do you have to start numbering?
end that has the highest priority group
What’s the decreasing order of priority for numbering the main chain?
carboxylic acid>aldehyde>ketone>alcohol>amine>alkene>alkyne>alkyl (R) and halides
when name of compound given how do we determine the end where we start numbering?
the end with the last suffix in the name
What exactly is considered the parent chain?
longest continuous carbon chain with the most substituents connected to it
How do you determine the order which to name substituents? How/where is it named?
alphabetically
as prefix(-yl) of the main chain
When is unsaturation named?
immediately after the parent chain in the name
When are functional groups named in the name? And how do they appear?
after unsaturation
as suffixes
When is stereoisomerism named?
they appear first before substituents
What are the rules for putting the names together?
What should you do first when trying to name a compound?
What is the classification of carbon atoms?
*not to be confused with the numbering of carbon atoms
name this
name this
name this
How do you name a substituent that has two or more of the same group on the same carbon?
name this
What do we do of the substituents are at equal distance from either end of the main chain?
chose the name that gives the lower numbering at the first point of difference
How do you decide which subst takes the lowest number when equidistant from either ends of main chain?
alphabetical order: lower alphabet=lower number
what is the general formula for cycloalkanes?
how do you name cycloalkanes?
what do you change from the name of cycloalkanes when they are alkyl groups?
How else do you call E/Z isomers for cyclics?
just cis and trans
what is the difference between naming a compound cycloalkyl-alkane or alkyl-cycloalkane?
name this
name this
what happens when both alkane and cyclalkane have the same number of c atoms?
the naming system is alkyl-cycloalkane
What is a rule of rings that have more than one substituents when it comes to the direction of numbering?
Explain this:
hoe do you name branched (complex substituents)?
*name of the branch is 6-(2-methylbutyl)
name this
how do you use common acceptable IUPAC names?
what to do when more than one ring is attached to an alkane?
name the compound cycloalkylalkane
how do you name alkyl halides?
How do alcohols appear as bondline and how are they written in the name?
what is the general formula for alkenes?
what type of bonds are found in alkene and cycloalkenes?
double bonds
When and how does the numbering of alkenes is named?
How do you number cycloalkenes?
How do you name alkenes and cycloalkenes with two or more double bonds?
how do you name alcohols containing double bonds? priority? suffix?
Explain the stereochemistry of double bonds:
what is cis and trans
Explain the stereochemistry of cyclics:
what is cis and trans
What is E/Z and when are they typically used?
How do you name alkynes? suffix? priority?
general formula of alkynes
what are the five columns? (general format of names)
What is functional class naming system?
what are the three non covalent interractions?
London dispersion forces, dipole–dipole interactions, and hydrogen bonding.
What determines the boiling point of a compound, and why is it essential for vaporization to occur?
determined by the strength of the attractive forces between individual molecules. For vaporization to occur, these forces must be overcome
How do strong attractive forces between molecules influence the boiling point of a compound?
If a compound’s molecules are held together by strong forces, a significant amount of energy is required to pull the molecules away from each other. Consequently, the compound will have a high boiling point.
Are alkanes polar? why?
Alkanes, composed of carbon and hydrogen, have nonpolar bonds due to the similar electronegativities of carbon and hydrogen. The lack of significant partial charges on the atoms results in alkanes being neutral nonpolar molecules, giving them an oily feel.
What factors determine the strength of London dispersion forces in alkane molecules?
epends on the area of contact between the molecules. The greater the area of contact, the stronger the London dispersion forces. Boiling points of alkanes increase with molecular weight as each additional methylene (CH2) group increases the area of contact.
ow does branching affect the boiling point of alkane molecules, and why does branching reduce the boiling point?
Branching lowers a compound’s boiling point by reducing the area of contact between molecules. Highly branched molecules have less surface area in contact compared to their unbranched counterparts. As a result, if two alkanes have the same molecular weight, the more highly branched one will have a lower boiling point.
How do hydrogen bonds’ strength compare to other dipole-dipole interactions and LDF?
Hydrogen bonds are stronger than other dipole–dipole interactions, which are stronger than
London dispersion forces.
in what arrangement are the strongest hydrogen bonds?
linear - the two electronegative atoms and the hydrogen between them lie on a straight line.
What makes alcohols have higher boiling points than ethers despite their similar weight?
they have many hydrogen bonds and overall requires more energy to break the bonds
Do molecules with net dipole moments repel or attract each other in space?
Attract
how do hydrogen bonding work?
Why would two constitutional isomers have very different BP?
one has hydrogen bonds and the other dipole-dipole interactions only
What type of interactions do hydrocarbons mainly have?
LDF
What does the strength of LDF depend on?
surface area of hydrocarbons:
Are hydrocarbons polar molecules?
no
As hydrocarbons get large, the more _______ and higher _______
more polarizable
higher MP and BP
What is polarizability of a molecule?
How do cycloalkanes compare to their corresponding alkanes in terms of BP and MP?
Which is more stable ? branched or unbranched molecules? why?
What are the solubility rules?
What are the solubility trends of alcohols, amines and carboxilic acid?
Compare branched to unbranched by contact surface, LDF, BP, MP, delta H and stability
answer by most linear or more branched
most linear, most branched
what are conformations
what are conformers?
Which molecular stucture is used for conformers
newman projection
How are compounds only containing carbon and hydrogen called?
hydrocarbons
What are homologous series?
family of compounds in which each member differs from the one before it in the series by one methylene (CH2) group.
What are the members of a homologous series called?
homologues
Name CH3CH2CH2CH3
butane
Name CH3CH3
ethane
Name CH3CH3
ethane
Name CH4
methane
Which of the four has one alternate structure. How is it called?
methane CH4; ethane C2H6; propane C3H8; butane C4H10
butane C4H10
isobutane
What is a carbon bonded to 1 H and 2 CH3 groups called?
an ”iso“ structural unit
What is the systematic name of isoheptane?
2-methylhexane
What is an alkyl group?
Removing a hydrogen from an alkane
What is another name for an alkyl group?
alkyl substituent
What does the R- in some structure represent?
an alkyl group
If a hydrogen in an alkane is replaced by an OH, the compound becomes an ________.
alcohol
If a hydrogen in an alkane is replaced by an NH2, the compound becomes an ________.
amine
If a hydrogen in an alkane is replaced by an halogen, the compound becomes an ________.
alkyl halide
If a hydrogen in an alkane is replaced by an OR, the compound becomes an ________.
ether
how do you make a propyl group versus an isopropyl group?
What is up with these two structures?
They are identical
What are the rules for naming butyl groups?
*butyl and isobutyl groups, have a hydrogen removed from a primary carbon.
*sec-butyl group has a hydrogen removed from a secondary carbon (sec-, sometimes abbreviated s-, stands for secondary)
*tert-butyl group has a hydrogen removed from a tertiary carbon (tert-, often abbreviated t-, stands for tertiary). A tertiary carbon is bonded to three other carbons.
Why can the “sec-“ be only used by the butyl group?
*A chemical name must specify one compound only.
Why can’t “sec-pentyl” group exist?
*removing a hydrogen from a secondary carbon of pentane produces one of two different alkyl groups, depending on which hydrogen is removed
ex: sec-pentyl chloride would specify two different alkyl chlorides, so it is not a correct name.
Which alkyls can use the prefix “tert-“?
both tert-butyl and tert-pentyl compounds
*“tert-hexyl” cannot be used because it describes two different alkyl groups.
What does tert-butyl and tert-pentyl look like in bondline?
What does sec-butyl look like in bondline?
Whenever the prefix “iso” is used, how are the iso structural unit and the group replacing a hydrogen placed?
the iso structural unit is at one end of the molecule and the group replacing a hydrogen is at the other end
What exactly is an iso group?
a methyl group on the next-to-the-last carbon in the chain
What is the same for substituent placement for all isoalkyl compounds but different for isopropyl?
all isoalkyl compounds have the substituent (OH, Cl, NH2, and so on) on a primary carbon, except for isopropyl, which has the substituent on a secondary carbon.
How can a sec-propyl also be called?
isopropyl
How is the substituent in red called?
1. using common name
2. using IUPAC (systematic)
- isopropyl
- 1-methylethyl
How is the substituent in red called?
1. using common name
2. using IUPAC (systematic)
- isobutyl
- 2-methylpropyl
How is the substituent in red called?
1. using common name
2. using IUPAC (systematic)
- sec-butyl
- 1-methylpropyl
How is the substituent in red called?
1. using common name
2. using IUPAC (systematic)
- tert-butyl
- 1,1-methylethyl
How is the substituent in red called?
1. using common name
2. using IUPAC (systematic)
- isopentyl
- 3-methylbutyl
How is the substituent in red called?
1. using common name
2. using IUPAC (systematic)
- isohexyl
- 4-methylpentyl
Do common names require numbering?
Only systematic names have numbers; common names never contain numbers.