click below
click below
Normal Size Small Size show me how
WGU-Organic Chem 9
Physical Properties of Organic Compounds
Question | Answer |
---|---|
hydrogen bonding | increases solubility in water |
polarity of an alcohol's OH group raises its boiling point by | because the molecules stick to each other through dipole interaction |
polarity affects solubility by | making it easier to stick to and separate the water molecules |
boiling points of ethanol and dimethyl ether differ because | steric hindrance of the ether's alkyl groups makes the boiling point lower than alcohols but higher than alkanes |
boiling point trend | higher bp for longer chains; higher bp for more branched chains; higher bp for ethers, than alcohols, then aldehydes and ketones, then carboxylic acids |
boiling point comparison | |
solubility trends | more soluble with more hydrogen bonding strength; alkanes < thiols < amines < ethers < aldehydes and ketones < alcohols < carboxylic acids |
solubility comparison | |
causes of trends in boiling points | steric hindrance, dipole-dipole interaction, hydrogen bonding, dimeric hydrogen bonding |
causes of trends in solubility | hydrogen bonding and polarity |
hydrophilic | hydrogen bonds love water |
hydrophobic | alkane tails hate water |
molecular weight affects solubility by | the heavier the alkane the less soluble, the more surface area the less soluble? |
alkane physical states | at 25 C, 4-Carbon chain or smaller are gases, 5-10 carbon chain are liquids, 11 and up are solids |
alkanes are held together by | weak dispersion forces which are the weakest of all the intermolecular forces |
alkanes can become solids by | lowering temperature |
alkanes boiling points are | very low because they are held by weak dispersion forces |
larger alkanes have _____ boiling points than smaller alkanes | higher |
unbranched alkanes have _____ boiling points than branched alkanes because of surface area | higher |
branched alkanes have _____ surface area than unbranched alkanes | less |
alkanes and cycloalkanes have _______ physical properties | similar |
because alkenes are _______ the only interactions between alkene molecules are _________ forces | nonpolar, dispersion |
properties of alkenes are _______ to alkanes | similar |
alcohols have _______ bonds that make the molecules more ________ to one another which makes the boiling point _________ than alkanes of similar molecular weight | hydrogen; attracted; higher |
water and alcohols are both _______ , therefore the smaller alcohols with smaller ________ chains are __________ in water | polar; nonpolar; soluble |
alcohols with ___________ chains are soluble in ________ solvents such as hexane and benzene | nonpolar; nonpolar |
ethers are ______ molecules with oxygen carrying a partial _______ charge | polar; negative |
although ethers are ______ their is too much steric ________ that keeps their boiling point not much more _______ than alkanes | polar; hindrance; higher |
the oxygen in ethers contributes to _______ bonding which makes it _______ soluble in water than alkanes | hydrogen; more |
thiols most notable physical property is their | stench |
thiols _____ bond is not as ______ as O-H bond of alcohols | S-H; polar |
thiols have _______ boiling points and are _____ soluble than alcohols | lower; less |
alcohols are _______ acidic | weakly |
thiols are slightly ______ acidic than alcohols | more |
thiols are _______ oxidized | easily |
phenols are _____ acidic than simple alcohols because the phenoxide anion is more _______ than an alkoxide anion | more; stable |
when adding more substituents to a phenol ring, the rule is the _____ stable the more acidic | more |
phenols with electron-withdrawing groups like flourine atoms are _____ acidic than phenol | more |
phenols with electron-releasing alkyl groups are ______ acidic than phenol | less |
Amines are _______ compounds and primary and secondary amines can make intramolecular ________ bonds which makes the boiling point ________ than alkanes | polar; hydrogen; higher |
since amines can take part in _______ bonding it makes them ____ ________ in water than alkanes | hydrogen; more soluble |
N-H hydrogen bonds are not as ________ as O-H hydrogen bonds | strong |
amines are ______ bases | weak |
any group that is attached to an amine that ______ electron density increases basicity | releases |
any group that is attached to an amine that _______ electron density decreases basicity | withdraws |
aldehydes and ketones have ________ boiling points than alkanes due to their _________ interactions of their carbonyl group | higher, dipole-dipole |
aldehydes and ketones ____________ are not as strong as alcohols therefore their solubility and boiling points are ________ than alcohols | dipole-dipole hydrogen bonding interactions; less and lower |
grignard reagents are _______ basic | highly |
carboxylic acids exist as _______,_______ bonded structures in the liquid and solid state | dimeric, hydrogen |
Because carboxylic acids exist in ________ structures they have _______ boiling points than alcohols or aldehydes | dimeric; higher |
Carboxylic acids are also _______ soluble in water than alcohols and aldehydes | more |
unsubstituted carboxylic acids are relatively ______ | acidic |
electron withdrawing halogen atoms adjacent to the carboxylic group _______ acidity | increases |