cueFlash
>
Decks
> Mcat Organic Chemistry Aromatic Compounds Chapter 6
Glossary of mcat organic chemistry aromatic compounds chapter 6
Start Studying!
Add Cards ↓
Deck Info
Description
Tags
Recent Users
Other Decks By This User
- aromatic is any ________ system
- unusually stable ring
- aromatics are cyclic, ________ polyenes that have 4n +2 pi electr
- conjugated
- aliphatic are all compounds that?
- are not aromatic
- t or f
aromatic comp need to be planar
- t
- huckels rule
- 4n+2 Pi electrons
n can be any nonneg integ
- t or f
neutr comp, anions, and cations can all be aromatic
- t
- antiaromatic is a?
- cyclic conjug polyene that has 4n electr.
its destabl
- a cyclic conj polyene that has 4n elect is?
- destabilized
- toluene is?
- a benzene ring with ch3 attached
- phenol is
- a benzene ring with an oh gr
- aniline is?
- benzene with NH2 attached
- anisole is?
- benzene with OCH3 attach
- benzene with OCH3 attach is?
- anisole
- benzene with CH3 attach is?
- toluene
- aromatic compd are called?
- aryl, or arenes
- Ar represents?
- aromatic comp
- aliphatic comp are called?
- alkyl
- aliphatic comp are repres by?
- R
- when the benzene gr is a subst its called?
- phenyl group
- a toluent molec subst at methyl posit is?
- benzyl
- benzyl refers to?
- a toluene molec subst at methyl posit
- susbst benzene rings
1,2 disubst is called?
- ortho
- benezene
1,3 disubst is called
- meta, m
- benzene
1,4 disubst comp is called?
- para,p
- name 4 examples of polycyclic and heterocyclic aromatic compd
- napthalene
anthracene
pyridine
pyrrole
- pyridine
the nonbond electr pair of the n is in a nitrog __________ orbital
- sp2
- pyridine
the nonbond electr pair of the N is in an sp2 orbital that is oriented how ?
- perp to the p orbitals around the ring and is not involv in the conjug pi system
- pyridine is
acidic
basic
- pyrid is basic
- T or F
pyrrole is acidic
- T
- Pyrrole
the lone pair onthe pyrrole nitrogen is locked into?
- ring struct
- T or F
the phys prop of arom comp are simil to oth hydrocarbons
- t
- aromaticity greatly affects the ____________ prop
- chemic
- benzene
the rings six pi orbit overlap to ?
- delocal the electr density
- benzene
all six c are ______________ hybridized
- sp2
- the delocal electrons form a
- "pi electr cloud"
- benzene
the pi electr clouds are locat?
- above and below the ring
- benzene is relativ?
- unreact
- most imp react of aromatic comp is?
- electroph aromatic subst
- electr aromatic subst
an electrophile replaces a?
- proton to prod a subst aromatic compd
- most common examples of electrophilic arom subst?
- halogenation
sulfonation
nitration
acylation
- electr aromat subst
halogenation
arom ring react with _____________ in presence of __________
- br, cl
in pres of lewis acid like FeCL3, FeBr3, AlCl3
- Name 3 lewis acids
- FeCl3, FeBr3, AlCl3
- FeCl3, FeBr3, and AlCl3 are all?
- lewis acids
- Elec ar sub
why is react w fl and I not useful?
- fl - multisubst
I- not react enough, needs spec condit
- elect ar sub
halogenation
react with I needs?
- special conditions
- bezene + Br2 ----> monosubst benzene ring
what are reagents?
- FeBr3, heat
- electr arom subst
Sulfonation
what are reagents?
- fuming sulfuric acid (SO3/H2SO4)
- benzene --------> sulfonic acid
what are reagents?
- SO3/H2SO4, heat
- arom electr subst
sulfonation
end result is a ?
- benzene ring with a SO3H on it.
- ar electr subst
nitration
what are the reagents?
- nitric and sulfuric acids
- nitration
a mixt of nitric and sulfuric acids is used to create?
- NO2+
- NO2+ is used in ?
- nitration
- t or f
NO2+ is a strong ?
- electrophile
- benzene with reagents H2SO4 and HNO3 yields?
- a benzene ring with NO2 on it.
- acylation is also called?
- friedel-crafts reactions
- CH3(C=O)Cl is used for?
- acylation
friedal- crafts reactions
- in acylation (friedayl crafts reaction) a __________ in incorportated into the aromatic ring
- acyl group
- what catalyzes the acylation of an arom compound?
- lewis acid
- t or f
lewis acid like AlCl3 can be used in acylation
- t
- friedal crafts acylation and _______________ can occur
- alkylation
- why is friedal crafts alkylation not useful?
- bec the prod are attacked faster than the starting material
- aromatic
subst effects dep on ?
- gr tends to donate or withdraw electr dens
and how it does so
- substit effect what are the 3 categories?
- 1. activat- ortho/para direct
2. deactiv- ortho/para direct
3. deact- meta direct subst
- subst effects
activating ortho/para direct subst are ___________ donating
- electron
- NH2, NR2, OH, NHCOR, OR, OCOR, and R are?
- activat, ortho para direct subst
- what subst are activ , ortho/para direct subst?
- NH2, NR2, OH, NHCOR, OR, OCOR, and R.
- activat , ortho/para direct substit are electr?
- donating
- NH2, NR2, OH, NHCOR, OR, OCOR, and R have what kind of subst effect?
- activ, ortho, para
- F,CL, Br, and I do what as subst effect?
- deact, ortho/para direct
- t or f
f,cl, br, and I are weakly electr withdraw
- t
- subst eff
NH2 is?
- activ, ortho/para direct
- subst eff
what are activ, ortho/para dir subst?
- NH2, NR2, OH, NHCOR, OR, OCOR, and R
- subst eff
NHCOR?
- activ, ortho/para direct
- NO2, SO3H, and carbonyl compounds have what subst eff?
- deact, meta direct
electr withdrawing
- what subst are deact, meta direct subst?
- NO2, SO3H, COOH, COOR, COR, and CHO
- CHO has what subst eff?
- deact, meta direct
- subst eff
activat are ___________ directing
- ortho/para
- halogens are exceptions, alth they are e- withdraw and deactiv, they are?
- ortho/para directors
- toluene
electr arom subst
the methyl gr will direct towards?
- ortho/para
- benzene can be reduced by?
- catalyic hydrogenation w/high press and temp
ruthenium, rhodium on carbon are used.
- H2, Rh/C, 100 C will be used for?
- reduction of benzene
- H2, Rh/C, 100 C will be used for?
- reduction of benzene
