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Aromatic hydrocarbons

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Aromatic hydrocarbon refers to the closed-chain hydrocarbon containing a benzene ring or having the basic characteristics of the aromatic compound. It can be divided into mono-cyclic aromatic hydrocarbon, polycyclic aromatic hydrocarbon and non-benzene aromatic hydrocarbons. For monocyclic aromatic hydrocarbon, its molecule contains only one benzene ring, such as toluene, xylene, ethylbenzene, styrene, benzene and acetylene.

Polycyclic aromatic hydrocarbon contains two or more benzene rings. According to the interconnected ways of benzene ring, it can be divided into:
1 polybenzo-aliphatic hydrocarbons including diphenylmethane, triphenylmethane, stilbene, styrene and so on;
2 Biphenyl and polybenzene, such as biphenyl, terphenyl and tetraphenyl, etc;
3 polycyclic aromatic hydrocarbons such as naphthalene, anthracene, phenanthrene, indene, fluorene, acenaphthene, pyrene, coronene and so on;

Non-aromatic hydrocarbon is the hydrocarbon containing certain aromatic property but containing no benzene ring such as azulene and annulene. It is easy to have substitution reaction while being not easy to have addition reaction with the ring being not easy to be broken.
The natural existing aromatic hydrocarbon is mainly is mainly obtained through from the distillate of coal tar and the aromatization product of oil. The main component of coal tar is aromatic hydrocarbon; the main component of various kinds of crude oil of petroleum is aliphatic hydrocarbons with aromatic hydrocarbons only accounting for only 0.2% to 7.4%, but the acute and chronic toxicity of oil is mainly aromatic hydrocarbons, in particular caused by the soluble aromatic hydrocarbons such as naphthalene, phenanthrene contained in it. It can be used as solvent and chemical raw materials.

Benzene is the basic structure of aromatic hydrocarbon, usually using the structure formula of six-membered ring containing three conjugated double bonds, which was proposed at 1865 by the German chemist F.A. Kekule, being called as Kekule formula. From the composition point of view, benzene is an unsaturated hydrocarbon, but it is not easy to be subject to oxidation and addition reaction while being easy to participate in substitution reaction, and there is also special toughness (see "aromatic"). According to the hybrid orbital theory, each carbon atoms contained in the benzene molecule is sp2 hybridized with each of them having two sp2 hybrid orbitals overlapped with the sp2 hybrid orbitals from two adjacent carbon atoms, forming a C-Cσ bond (see Fig. 1), and with a sp2 hybrid orbital overlapping with the 1s orbital of the hydrogen atom, forming a C-Hσ bond.

The simplest aromatic hydrocarbon is benzene. People originally discovered benzene and other aromatic compounds from coal tar, and thereby, coal tar, for quite a long time, had been the major source of aromatics. But the yield from coal tar is only 3% of that of the coal; moreover, the content of various kinds of aromatic compound contained in coal tar is only about 0.3% of that of the coal. Therefore, people have mainly manufactured aromatics from petroleum processing system since the 1940s. Aromatics are all liquid or solid. It is insoluble in water but soluble in organic solvents. It has aromaticity and is not easy to participate in the addition reaction, but is easily subject to substitution reaction, and is relatively stable to heat and oxidant. Aromatic hydrocarbons (especially single-ring aromatic hydrocarbon) are important chemical raw materials (for example, xylene is the raw material for the manufacturing of polyester), many kinds of liquid aromatic hydrocarbon can be used as solvents (for example, paint is easily soluble in aromatic hydrocarbons). However, when the liquid aromatic hydrocarbon has been in contact with the skin for several times, due to dehydration and degreasing, can cause dermatitis. The steam of the aromatic hydrocarbons has a stronger stimulation effect on the mucosa than the aliphatic hydrocarbon. In particular, benzene vapor has a special destroying effect on the hematopoietic function. However, animal tests have shown that alkylbenzene has no such damaging effects.

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Structure:
Chemical Name:
2-Methoxybenzonitrile
CAS:
6609-56-9
MF:
C8H7NO
Structure:
Chemical Name:
4-Chlorostyrene
CAS:
1073-67-2
MF:
C8H7Cl
Structure:
Chemical Name:
2,6-DICHLOROIODOBENZENE
CAS:
19230-28-5
MF:
C6H3Cl2I
Structure:
Chemical Name:
2-Cyano-4'-methylbiphenyl
CAS:
93717-55-6
MF:
C14H11N
Structure:
Chemical Name:
Piperonyl chloride
CAS:
20850-43-5
MF:
C8H7ClO2
Structure:
Chemical Name:
1,3,5-Trimethoxybenzene
CAS:
621-23-8
MF:
C9H12O3
Structure:
Chemical Name:
1-Iado-4-(trifluoromethoxy)benzene
CAS:
103962-05-6
MF:
C7H4F3IO
Structure:
Chemical Name:
O-TERPHENYL
CAS:
84-15-1
MF:
C18H14
Structure:
Chemical Name:
tert-Amylbenzene
CAS:
2049-95-8
MF:
C11H16
Structure:
Chemical Name:
4,4'-Diacetylbiphenyl
CAS:
787-69-9
MF:
C16H14O2
Structure:
Chemical Name:
1-Bromo-4-chloro-2-fluorobenzene
CAS:
1996-29-8
MF:
C6H3BrClF
Structure:
Chemical Name:
3,4-(Methylenedioxy)phenylacetonitrile
CAS:
4439-02-5
MF:
C9H7NO2
Structure:
Chemical Name:
3,4-Dimethoxytoluene
CAS:
494-99-5
MF:
C9H12O2
Structure:
Chemical Name:
1-Bromo-2,4,6-trifluorobenzene
CAS:
2367-76-2
MF:
C6H2BrF3
Structure:
Chemical Name:
Orcinol
CAS:
504-15-4
MF:
C7H8O2
Structure:
Chemical Name:
o-Xylene
CAS:
95-47-6
MF:
C8H10
Structure:
Chemical Name:
4-tert-Butyltoluene
CAS:
98-51-1
MF:
C11H16
Structure:
Chemical Name:
1-Iodo-3,5-dimethylbenzene
CAS:
22445-41-6
MF:
C8H9I
Structure:
Chemical Name:
1,3-Diethylbenzene
CAS:
141-93-5
MF:
C10H14
Structure:
Chemical Name:
2,2'-Biphenol
CAS:
1806-29-7
MF:
C12H10O2
Structure:
Chemical Name:
1,5-Dihydroxy naphthalene
CAS:
83-56-7
MF:
C10H8O2
Structure:
Chemical Name:
4-Bromomethyl-2-cyanobiphenyl
CAS:
114772-54-2
MF:
C14H10BrN
Structure:
Chemical Name:
1-Bromo-4-fluoro-2-iodobenzene
CAS:
202865-72-3
MF:
C6H3BrFI
Structure:
Chemical Name:
2,3,4-Trifluorobromobenzene
CAS:
176317-02-5
MF:
C6H2BrF3
Structure:
Chemical Name:
Phthalonitrile
CAS:
91-15-6
MF:
C8H4N2
Structure:
Chemical Name:
1-Bromo-2-(1-methylethyl)benzene
CAS:
7073-94-1
MF:
C9H11Br
Structure:
Chemical Name:
1-Bromo-2,4-dimethoxybenzene
CAS:
17715-69-4
MF:
C8H9BrO2
Structure:
Chemical Name:
1,2-Dichloro-4-fluorobenzene
CAS:
1435-49-0
MF:
C6H3Cl2F
Structure:
Chemical Name:
3-(Trifluoromethoxy)fluorobenzene
CAS:
1077-01-6
MF:
C7H4F4O
Structure:
Chemical Name:
3-(Trifluoromethoxy)iodobenzene
CAS:
198206-33-6
MF:
C7H4F3IO
Structure:
Chemical Name:
1-Methylnaphthalene
CAS:
90-12-0
MF:
C11H10
Structure:
Chemical Name:
Polystyrene
CAS:
9003-53-6
MF:
H2
Structure:
Chemical Name:
1,8-Bis(dimethylamino)naphtalene
CAS:
20734-58-1
MF:
C14H18N2
Structure:
Chemical Name:
1,3-Benzodioxole
CAS:
274-09-9
MF:
C7H6O2
Structure:
Chemical Name:
Butylbenzene
CAS:
104-51-8
MF:
C10H14
Structure:
Chemical Name:
1,4-Diethoxybenzene
CAS:
122-95-2
MF:
C10H14O2
Structure:
Chemical Name:
2-Methylhydroquinone
CAS:
95-71-6
MF:
C7H8O2
Structure:
Chemical Name:
1,2,4-Trimethoxybenzene
CAS:
135-77-3
MF:
C9H12O3
Structure:
Chemical Name:
N-Phenyl-1-naphthylamine
CAS:
90-30-2
MF:
C16H13N
Structure:
Chemical Name:
3,5-Dimethylaniline
CAS:
108-69-0
MF:
C8H11N
Structure:
Chemical Name:
1,2,3-Trimethoxybenzene
CAS:
634-36-6
MF:
C9H12O3
Structure:
Chemical Name:
AZOBENZENE
CAS:
103-33-3
MF:
C12H10N2
Structure:
Chemical Name:
2-Bromo-1,4-dichlorobenzene
CAS:
1435-50-3
MF:
C6H3BrCl2
Structure:
Chemical Name:
m-Xylene
CAS:
108-38-3
MF:
C8H10
Structure:
Chemical Name:
3-BROMO-4-HYDROXYBENZONITRILE
CAS:
2315-86-8
MF:
C7H4BrNO
Structure:
Chemical Name:
5-Amino-o-cresol
CAS:
2835-95-2
MF:
C7H9NO
Structure:
Chemical Name:
3-Phenyltoluene
CAS:
643-93-6
MF:
C13H12
Structure:
Chemical Name:
4-Trifluoromethoxytoluene
CAS:
706-27-4
MF:
C8H7F3O
Structure:
Chemical Name:
4-Methoxystyrene
CAS:
637-69-4
MF:
C9H10O
Structure:
Chemical Name:
2-Chloro-1,4-dimethoxybenzene
CAS:
2100-42-7
MF:
C8H9ClO2
Structure:
Chemical Name:
2-(Trifluoromethoxy)bromobenzene
CAS:
64115-88-4
MF:
C7H4BrF3O
Structure:
Chemical Name:
2-Methylresorcinol
CAS:
608-25-3
MF:
C7H8O2
Structure:
Chemical Name:
1-Methyl-4-(methylsulfonyl)-benzene
CAS:
3185-99-7
MF:
C8H10O2S
Structure:
Chemical Name:
3-(Trifluoromethoxy)chlorobenzene
CAS:
772-49-6
MF:
C7H4ClF3O
Structure:
Chemical Name:
4-Methylcatechol
CAS:
452-86-8
MF:
C7H8O2
Structure:
Chemical Name:
4-Bromostyrene
CAS:
2039-82-9
MF:
C8H7Br
Structure:
Chemical Name:
Mesitylene
CAS:
108-67-8
MF:
C9H12
Structure:
Chemical Name:
2,6-Diaminotoluene
CAS:
823-40-5
MF:
C7H10N2
Structure:
Chemical Name:
2-Methylnaphthalene
CAS:
91-57-6
MF:
C11H10
Structure:
Chemical Name:
tert-Butylbenzene
CAS:
98-06-6
MF:
C10H14
Structure:
Chemical Name:
1-ETHYLNAPHTHALENE
CAS:
1127-76-0
MF:
C12H12
Structure:
Chemical Name:
1-Methoxynaphthalene
CAS:
2216-69-5
MF:
C11H10O
Structure:
Chemical Name:
4-BROMO-3-CHLOROTOLUENE
CAS:
6627-51-6
MF:
C7H6BrCl
Structure:
Chemical Name:
4-Benzyloxybromobenzene
CAS:
6793-92-6
MF:
C13H11BrO
Structure:
Chemical Name:
Cyclohexylbenzene
CAS:
827-52-1
MF:
C12H16
Structure:
Chemical Name:
1,3,5-Tri-tert-butylbenzene
CAS:
1460-02-2
MF:
C18H30
Structure:
Chemical Name:
Pentamethylbenzene
CAS:
700-12-9
MF:
C11H16
Structure:
Chemical Name:
1,3,5-Triisopropylbenzene
CAS:
717-74-8
MF:
C15H24
Structure:
Chemical Name:
4-FLUORO-2-IODOTOLUENE
CAS:
13194-67-7
MF:
C7H6FI
Structure:
Chemical Name:
2,4-Difluoroiodobenzene
CAS:
2265-93-2
MF:
C6H3F2I
Structure:
Chemical Name:
2-BROMO-4'-PHENYLACETOPHENONE
CAS:
135-73-9
MF:
C14H11BrO
Structure:
Chemical Name:
1,4-Diacetoxybenzene
CAS:
1205-91-0
MF:
C10H10O4
Structure:
Chemical Name:
4'-Methyl-2-cyanobiphenyl
CAS:
114772-53-1
MF:
C14H11N
Structure:
Chemical Name:
4-Cyano-4'-ethylbiphenyl
CAS:
58743-75-2
MF:
C15H13N
Structure:
Chemical Name:
4,4'-Biphenol
CAS:
92-88-6
MF:
C12H10O2
Structure:
Chemical Name:
2-(Trifluoromethoxy)aniline
CAS:
1535-75-7
MF:
C7H6F3NO
Structure:
Chemical Name:
1,4-Diphenoxybenzene
CAS:
3061-36-7
MF:
C18H14O2
Structure:
Chemical Name:
1,3-DIACETYLBENZENE
CAS:
6781-42-6
MF:
C10H10O2
Structure:
Chemical Name:
Bis-2,6-N,N-(2-hydroxyethyl)diaminotoluene
CAS:
149330-25-6
MF:
C11H18N2O2
Structure:
Chemical Name:
1-BROMO-3-FLUORO-4-IODOBENZENE
CAS:
105931-73-5
MF:
C6H3BrFI
Structure:
Chemical Name:
4-Phenylphenol
CAS:
92-69-3
MF:
C12H10O
Structure:
Chemical Name:
3,4,5-Trimethoxytoluene
CAS:
6443-69-2
MF:
C10H14O3
Structure:
Chemical Name:
5,6,7,8-Tetrahydro-1-naphthylamine
CAS:
2217-41-6
MF:
C10H13N
Structure:
Chemical Name:
3,4-Diaminotoluene
CAS:
496-72-0
MF:
C7H10N2
Structure:
Chemical Name:
1,3-Diphenylbenzene
CAS:
92-06-8
MF:
C18H14
Structure:
Chemical Name:
SEC-BUTYLBENZENE
CAS:
135-98-8
MF:
C10H14
Structure:
Chemical Name:
2-Bromo-4-chloro-1-fluorobenzene
CAS:
1996-30-1
MF:
C6H3BrClF
Structure:
Chemical Name:
2,3-Dihydroxynaphthalene
CAS:
92-44-4
MF:
C10H8O2
Structure:
Chemical Name:
2-Bromo-1-chloro-4-fluorobenzene
CAS:
201849-15-2
MF:
C6H3BrClF
Structure:
Chemical Name:
p-Terphenyl
CAS:
92-94-4
MF:
C18H14
Structure:
Chemical Name:
1-Iodo-2-(trifluoromethoxy)benzene
CAS:
175278-00-9
MF:
C7H4F3IO
Structure:
Chemical Name:
1-BROMO-2-FLUORO-4-IODOBENZENE
CAS:
136434-77-0
MF:
C6H3BrFI
Structure:
Chemical Name:
3-(Trifluoromethoxy)bromobenzene
CAS:
2252-44-0
MF:
C7H4BrF3O
Structure:
Chemical Name:
2,5-Bis(trifluoromethyl)bromobenzene
CAS:
7617-93-8
MF:
C8H3BrF6
Structure:
Chemical Name:
Phenylpentane
CAS:
538-68-1
MF:
C11H16
Structure:
Chemical Name:
2-(Trifluoromethoxy)fluorobenzene
CAS:
2106-18-5
MF:
C7H4F4O
Structure:
Chemical Name:
2-Chlorostyrene
CAS:
2039-87-4
MF:
C8H7Cl
Structure:
Chemical Name:
1-Bromo-3,5-dimethoxybenzene
CAS:
20469-65-2
MF:
C8H9BrO2
Structure:
Chemical Name:
2,6-Dibromotoluene
CAS:
69321-60-4
MF:
C7H6Br2
Structure:
Chemical Name:
1'-Acetonaphthone
CAS:
941-98-0
MF:
C12H10O