ORGCHEM Flashcards
TYPES OF STRUCTULAR FORMULA
Expanded/Lewis/Kekule/Line-bond
Condensed
Skeletal
CONDITIONS FOR BONDING
- Two electrons are needed to make a bond b/w 2 atoms
- Each atoms must have unpaired orbital
HEADWAYS OVERLAP
Sigma
How many bonds does sp3 hybridization form and what angle?
FOUR SIGMA BONDS
109.5 tetrahedral
3D
FACTORS THAT AFFECT IMF
- Dipoles (incr. polarity)
- Water solubility
- Contact area/surface area
- Bp, melting pt.,density
ORGANIC RXNS
- Synthesis / addition
- Decomposition / elimination
- Double displacement / substitution
- Rearrangement - interchange of ions
TWO TYPES OF CLEAVAGE
Homolytic
Heterolytic
Also known as paraffins therefore SATURATED
Alkanes
STEPS IN FREE RADICAL SUBSTITUTION
- Initiation
- Propagation
- Termination
Also known as olefins therefore UNSATURATED
Alkenes
Requires org solvent like CCl4 or DCM
HALOGENATION
Requires catalyst like Pd or PtO2
HYDROGENATION
Usually done w/ ether solvent
HYDROHALOGENATION
Always ACID-CATALYZED; using HgOAc/NaBH4
HYDRATION
Rule in adding HX to an asymmetric alkene, the major product has the H added to the less stable vinyl carbon
MARKONIKOV’S RULE
HALOHYDRIN
Halogen + H2O
KMnO4 and BASE
MILD OXIDATION
Usually followed by HYDRATION; RCOOOR, RCOOH
EPOXIDATION
Also known as acetylenes
Alkynes
Disturbance or deviation from the ideal bond angles
STRAINS
Strain/instability when 2 grps are so close to one another
STERIC STRAIN/HINDRANCE
Where some e- are not just in a single place; continous moving
DELOCALIZATIONS
Action done by the overall push or pull of e-
INDUCTIVE EFFECT
2 or more cmpds that have the same mol. formula; diff structures
ISOMERS
Isomers with diff. connectivityq
CONSTITUTIONAL ISOMERS
Isomers diff. in functional grps
FUNCTIONAL
Isomers diff. only at the position/locant
POSITIONAL
ISOMERS THAT HAVE THE SAME CONNECTIVITY
Sterioisomer
2 TYPES OF STERIOISOMERS
- Conformational
- Configurational
2 bonds overlapping one another; there’s a strain that want to separate them
TORSIONAL STRAIN
Aka CIS TRANS ISOMERS
GEOMETRIC ISOMERS
For prioritization in E/Z and optical isomers
CAHN INGOLD PRELOG RULES
Must have a chiral carbon/stereogenic center
Asymmetric
Sp3 carbon
OPTICAL ISOMERS
Mirror images (all chiral C are inverted) S to R; R to S
ENANTIOMERS
Combination of two enantiomers
RACEMIC MIXTURE
No real mirror images (only some chiral carbons are inverted)
DIASTEREOMERS
Have 2 chiral carbons that are mirrors of each other
MESO COMPOUNDS
For a cmpd to be aromatic it must be:
Cyclic cmpd
PLANAR
sp2 hybridized
States that in order for a cmpd to be aromatic it must have a 4n + 2 pi e-
HUCKEL’S RULE
Orig antiseptic by Lister
PHENOL
Disinfectant Ex.Lysol; saponated form of cresol
CRESOL
Well known astringent found in toners; closes pores temporarily
HYDROQUINONE
Analgesics/pain killers
Salicylic acid & aspirin
Precursor molecule that leads to salicylic acid
ASPIRIN
PARABENS
Widely used as preservatives
BENZOIC ACID
Polyphenolic subs; powerful antioxidant effecrs
FLAVONOIDS
Major class of glycosides;cathartic
ANTHRAQUINONES
Rule that sates, in an elimination rxn the most substituted product will be the most stable therefore most favored
ZAITSEV’S RULE
Chloral hydrate use
SEDATIVE
Inhale gen anesthetics
HALOTHANE
ENFLURANE
DUSFLURANE
ISOFLURANE
Constituents of all recreational drinks
ETHANOL
Rubbing alcohol
Isopropyl alcohol
Poison converted to oxalic acid w/c leads to kidney failure; antifreeze
Ethylene glycol
Used to determine partition coefficient
Octanol
Anticancer drug; antimetabolite
Mercaptopurine
Anti-thyroid drugs for hyperthyroidism
Propylthiouracil
Mucolytic; Ax to paracetamol poisoning
N-acetylcysteine
Oil of bitter almonds
BENZALDEHYDE
Ant bite pain
FORMIC ACID