MindMap Gallery Introduction to Organic Chemistry
Regarding the mind map of the introduction to organic chemistry, it is a must for temporary review. Come on for the final exam! Contains characteristics of organic compounds, Classification of organic compounds, covalent bonds, general steps for studying organic compounds, etc.
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introduction
Characteristics of organic compounds
structural features
Carbon atoms form bonds with other atoms, mainly covalent bonds. (Single bond, double bond, triple bond, chain, ring)
The vast majority are composed of several elements such as carbon, hydrogen, oxygen, and nitrogen. A few also contain halogen, sulfur, Phosphorus and other elements in the periodic table. However, there are many types and large numbers of known organic There are more than 20 million compounds
isomerism
structural isomerism
Configurational isomerism
Conformational isomerism
qualitative characteristics
physical properties
Low melting point, boiling point, high volatility; mostly gas, liquid or low melting point solid at room temperature Body (mp. < 400℃)
Poor water solubility, most organic compounds are poorly soluble in water ;Low molecular weight alcohols, aldehydes and ketones, Carboxylic acids, amino acids, and sugar compounds are easily soluble in water
chemical properties
Most can burn to produce CO2 and H2O, such as gasoline, alcohol, etc., but there are exceptions, such as CCl4 is a fire extinguishing agent
Poor thermal stability and easy to decompose when heated (200~300℃)
The reaction speed is slow, the reaction is complex, there are many side reactions, and the yield is low.
Classification of organic compounds
Classified by carbon frame
open chain compound
carbocyclic compounds
Alicyclic compounds
aromatic compounds
Heterocyclic compounds
Classification by functional group
covalent bond
The theory of covalent bonds
valence bond theory
Electrons with opposite spin directions pair up to form a covalent bond
Covalent bonds are saturated
Covalent bonds are directional
Molecular orbital theory (complementary with valence bond theory)
Molecular orbital theory explained
Basic assumptions about molecular orbitals
The motion state of each electron in the molecule is determined by the wave function ψi of a single electron.
Each ψi corresponds to a certain energy value Ei
Each ψi can accommodate at most 2 electrons with opposite spins
The electrons try to occupy the lowest energy ψi first
Atomic orbitals combine into molecular orbitals
Linear combination of atomic orbitals
Advantages: Treat the molecule as a whole. The motion state of a certain electron is not only affected by a certain atom. The sound is caused by the combined action of the atoms of the molecule that it is composed of.
Disadvantages: difficult to solve
Improvement: Linear Combination of Atomic Orbitals Method (LCAO) That is: treat molecular orbitals as linear combinations of the corresponding atomic orbitals.
Combination method: ① Chemical bonds are produced by overlapping atomic orbitals ② When any number of atomic orbitals overlap, the same number of molecular orbitals can be formed ③ The number of atomic orbitals of a localized bond (as opposed to a conjugated delocalized bond) is 2, resulting in two molecules Orbitals, one of which has a lower energy than the original atomic orbital—the bonding orbital. Another track than the original Tao has high energy - antibonding orbitals (indicated by adding "*").
condition
Symmetric matching means that the phases (signs) of the atomic orbitals that make up the molecular orbitals must be the same.
Maximum overlap, the overlap of atomic orbitals should be the largest, the bigger the better, so that the bond formed Stablize
The energies are similar. The energies of the bonded atomic orbitals are similar. The smaller the energy difference, the better.
◼It is to study the motion state of each electron in the molecule from the perspective of the molecule as a whole; ◼The electrons in the chemical bond formed move throughout the molecule (delocalized); ◼Through the solution of Schrödinger equation, the state of electron motion describing the molecules can be obtained The wave functions ψ, ψ are called molecular orbitals; ◼Each molecular orbital ψ has a corresponding energy E, and E is approximately expressed in this The ionization energy of electrons in orbit.
core
Electrons do not belong to a single atom, but to the entire Molecules
Types of covalent bonds
σ bond
Definition: Two atomic orbitals overlap in a "head-to-head" manner along the bond axis, forming a common The valence bond is a σ bond.
Features: The overlapping portion of the orbit is on the line connecting the two cores, cylindrically symmetrical along the bond axis, bond High energy and stability
π bond
Two atomic orbitals are parallel to each other or "side by side" along the vertical internuclear line in the direction of the bond axis. Shoulders" overlap with the same sign, and the covalent bond formed is called a π bond
Bond parameters (physical quantities that describe covalent bonds
Bond length
The average distance between two bonded nuclei
bond angle
When three or more atoms are bonded, the angle between two covalent bonds
key energy
It is the energy released when a chemical bond is formed, or the energy absorbed when a chemical bond is broken. It can be used to mark chemical bonds. Strength of
Bond polarity
Covalent bonds formed by different atoms have polarity, represented by dipole moments
General steps for studying organic compounds
Separation and purification
To study a new organic compound, we must first isolate and purify it
Common methods for separation and purification
recrystallization
distillation
sublimation
chromatography
Ion exchange method
Purity testing
Pure organic compounds have fixed physical constants
Measuring the physical constants of an organic compound can determine its purity
Elemental analysis and determination of molecular formulas
definite structure of structure
structure
The way and order in which atoms in a molecule are interconnected
structure
On the basis of the structural formula, the spatial arrangement of atoms in a molecule
Conformation
Different arrangements of molecules in space due to rotation around single bonds
Methods for determining the structure of organic compounds
chemical method
physical method
How to write a construct
The meaning and development history of organic chemistry
In the 18th century, separation and purification of organic matter
1769 Obtaining tartaric acid from grape juice
1773 Obtaining urea from urine
1780 Obtaining lactic acid from kefir
In 1805, the first alkaloid, morphine, was obtained from opium.
In the 19th century, synthetic organic matter
In 1828, Wheeler synthesized urea from ammonium cyanate.
Establishment of structural theory (1850–1900)
classic structural theory
Proposed by Kekule (Germany) and Cooper (English) in 1858
Carbon in organic matter is tetravalent
Carbon-carbon linked together into carbon chains
In 1861 Butrelov (Russia) proposed the concept of chemical structure
Structure is the sequence of atoms combined in a molecule
Certain compounds have certain structures
The properties of a compound are determined by its structure
Atoms in a molecule interact with each other
In 1865, Kekulé proposed the structural formula of benzene
The development of structural theory
In 1874 Van't Hoff (Netherlands) and Lebel proposed: Carbon Tetrahedral structure; concept of enantiomerism
In 1885, Bayer proposed the tension theory of cyclic compounds.
In the early 20th century, the valence bond theory was established
In the 1930s, quantum chemistry was established and the microstructure of chemical bonds was proposed. Looking at the essence, theories such as induction effect, conjugation effect, and resonance theory appear
In the 1960s, Hoffman proposed the principle of conservation of molecular orbitals
Organic Compounds and Organic Chemistry
organic compounds
In 1806, Berzelius J (Sweden) first used the term "organic chemistry" in his textbooks. noun
1848 L. Gmelin (Gmelin, Germany): Organic compounds are defined as carbon-containing compounds
More than ten years later, C. Schorlemmer (Schorlemmer, Germany): Organic compounds are hydrocarbons and their derivatives biology
In addition to C and H, organic compounds also contain a few elements such as O, N, S, P, and halogens.
Carbon and simple carbon compounds, such as CO, CO2, CS2, HCN, etc. are still traditionally classified as inorganic compounds.
organic chemistry
Study the sources, preparation, structure, properties, applications of organic compounds, as well as related theories, change rules and methods The science of law.
Main research contents of organic chemistry
Separation: Obtaining a single pure organic substance from nature or reaction products; commonly used operations such as distillation, crystallization, adsorption, extraction, and sublimation
Structure: An understanding of the chemical and physical behavior of isolated organic compounds, elucidating their structure and properties.
Reaction and synthesis: converting raw materials into known or new organic compounds (products) through a series of reactions