Alkynes Flashcards
Alkynes
Unsaturated hydrocarbons
Contain Carbon-Carbon triple bonds
General formula CnH2n+2
Naming Alkynes (IUPAC)
Find the longest carbon chain (draw a line through it) that includes the triple bond
Name from the longest chain (root name) indicating the position(s) of the triple bond
Alkynes prefer
Trans over cis
Summary
Alkanes: Structure, nomenclature, physical properties (solubility, boiling point), chemical reactions (combustion, halogenation)
Alkenes: structure, nomenclature, chemical reactions (electriphilic addition - mechanisms with curly arrows)
Alkynes: structure, nomenclature, chemical reactions (electrophilic addition of one and two equivalents of reagents)
Boning in Alkanes, Alkenes and Alkynes
Methane has 4 covalent C-H bonds
All four bonds have the same length and all bond angles are the same (109.5°)
(Remember hybridisation)
-mixing atomic orbitals to form hybrid orbitals
Orbitals that hybridise in methane
2s, 2px, 2py, 2pz orbitals
Four
Hydrogen atoms overlapping with carbon sp3 orbitals
Form methane
NB
Any carbon atom bonded to 4 other atoms is sp3 hybridised
Binding in ethane
The two carbon atoms in ethane are tetrahedral. Each carbon uses four sp3 orbitals to form four covalent bonds
One sp3 orbital of one carbon
Overlaps with an sp3 orbitals of the other carbon to for the C-C bond
Each of the remaining sp3 orbitals
Bonding in Ethene
Each of the carbon atoms in Ethene forms four bonds, but each carbon is bonded to 3 atoms
The geometry around the carbon is
Trigonal planar, and that bond angles are all close to 120°
To bond to three atoms,
Each carbon hybridises 3 atomic orbitals; an s orbitals and two of the p orbitals
After hybridisation
Each carbon has three sp2 orbitals and one unhybridised p orbital
Pne carbon-carbon bond is a
Sigma bonded formed by sp2-sp2 overlap
The second carbon-carbon bond is
A pi bond formed by the side-side overlap of a p orbital of one carbon with a p orbital of the other carbon
The C-H bonds
Are sigma bonds formed by sp2-s overlap
Bonding on ethyne
Each of the carbon atoms in ethyne forms four bonds, but each carbon is bonded to two atoms
The geometry around the carbon is
Linear
To bind to two atoms
Each carbon hybridises two atomic orbitals; an s orbital and a p orbital
Alkynes often react by
Electrophilic addition reactions
Most of the addition reactions of alkenes
Also occur for Alkynes
But now there are