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Aromatic hydrocarbons

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 CAS MF
2-(2-hydroperoxypropan-2-yl)-6-propan-2-ylnaphthalene 2-(2-hydroperoxypropan-2-yl)-6-propan-2-ylnaphthalene 105443-43-4 C16H20O2
2,5-Difluoro-1,4-benzenedicarbonitrile 2,5-Difluoro-1,4-benzenedicarbonitrile 1897-49-0 C8H2F2N2
4'-[2-(3,4-Difluoro-phenyl)-ethyl]-4-propyl-bicyclohexyl 4'-[2-(3,4-Difluoro-phenyl)-ethyl]-4-propyl-bicyclohexyl 107215-66-7 C23H34F2
5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole 1293389-29-3 C6F2I2N2S
2,4-Dichloro-6-fluorobenzonitrile 2,4-Dichloro-6-fluorobenzonitrile 1349718-98-4 C7H2Cl2FN
AC-262536 AC-262536 870888-46-3 C18H18N2O
4-FLUOROBENZAMIDOXIME 4-FLUOROBENZAMIDOXIME 22179-78-8 C7H7FN2O
1,3,4-Oxadiazole, 2-[4-(bromomethyl)-3-fluorophenyl]-5-(difluoromethyl)- 1,3,4-Oxadiazole, 2-[4-(bromomethyl)-3-fluorophenyl]-5-(difluoromethyl)- 2071227-85-3 C10H6BrF3N2O
Benzoic acid, 4-bromo-2-(bromomethyl)-6-fluoro-, methyl ester Benzoic acid, 4-bromo-2-(bromomethyl)-6-fluoro-, methyl ester 1935921-64-4 C9H7Br2FO2
Terrylene Terrylene 188-72-7 C30H16
 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride 1218778-19-8 C69H57ClN2
(R)-NOBIN (R)-NOBIN 137848-28-3 C20H15NO
SLN of Hydroxydecyl Ubiquinone SLN of Hydroxydecyl Ubiquinone
2,7-Naphthalenedisulfonic acid, 3,6-dihydroxy-4-[2-(3-methylphenyl)diazenyl]- 2,7-Naphthalenedisulfonic acid, 3,6-dihydroxy-4-[2-(3-methylphenyl)diazenyl]- 751480-64-5 C17H14N2O8S2
1,1'-(4-CHLOROBUTYLIDENE)BIS(4-FLUOROBENZENE) 1,1'-(4-CHLOROBUTYLIDENE)BIS(4-FLUOROBENZENE) 3312-04-7 C16H15ClF2
1-(3-Chloropropoxy)-4-fluorobenzene 1-(3-Chloropropoxy)-4-fluorobenzene 1716-42-3 C9H10ClFO
2-BROMO-1,4-BENZOQUINONE 2-BROMO-1,4-BENZOQUINONE 3958-82-5 C6H3BrO2
2-(3-Bromo-4-fluorophenyl)-4,6-diphenyl-1,3,5-triazine 2-(3-Bromo-4-fluorophenyl)-4,6-diphenyl-1,3,5-triazine 2229864-75-7 C21H13BrFN3
N-BENZYL-6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-2-AMINE HYDROCHLORIDE N-BENZYL-6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-2-AMINE HYDROCHLORIDE 150871-47-9 C18H22ClNO
2,4-DIFLUOROPHENYLZINC BROMIDE 2,4-DIFLUOROPHENYLZINC BROMIDE 517920-79-5 C6H3BrF2Zn
4-(2-Carboxyvinyl)-1,2-benzoquinone 4-(2-Carboxyvinyl)-1,2-benzoquinone 15416-77-0 C9H6O4
1-Bromo-2-chloro-4-fluorobenzene 1-Bromo-2-chloro-4-fluorobenzene 110407-59-5 C6H3BrClF
1,2,3-Trifluoro-5-[(trans,trans)-4'-propyl[1,1'-bicyclohexyl]-4-yl]benzene 1,2,3-Trifluoro-5-[(trans,trans)-4'-propyl[1,1'-bicyclohexyl]-4-yl]benzene 131819-23-3 C21H29F3
2-Bromo-4-t-butyl-1-fluorobenzene 2-Bromo-4-t-butyl-1-fluorobenzene 34252-94-3 C10H12BrF
2-Bromo-13,13-dimethyl-6,11-di-2-naphthalenyl-13H-indeno[1,2-b]anthracene 2-Bromo-13,13-dimethyl-6,11-di-2-naphthalenyl-13H-indeno[1,2-b]anthracene 1196107-75-1 C43H29Br
1,5-dibromo-2,3,4-trifluorobenzene 1,5-dibromo-2,3,4-trifluorobenzene 17299-95-5 C6HBr2F3
2,4,6-TRIHYDROXYBENZOIC ACID POTASSIUM SALT 2,4,6-TRIHYDROXYBENZOIC ACID POTASSIUM SALT 91313-55-2 C7H7KO5
1-Bromo-2-(tert-butyl)benzene 1-Bromo-2-(tert-butyl)benzene 7073-99-6 C10H13Br
methyl 3-amino-2-bromo-5-fluorobenzoate methyl 3-amino-2-bromo-5-fluorobenzoate 1342063-52-8 C8H7BrFNO2
1,2,3-Trichloro-5-fluorobenzene 1,2,3-Trichloro-5-fluorobenzene 3107-21-9 C6H2Cl3F
methyl4-((2S,4S)-4-ethoxypiperidin-2-yl)benzoate methyl4-((2S,4S)-4-ethoxypiperidin-2-yl)benzoate 1644667-61-7 C15H21NO3
3-(4-hydroxyphenyl)-3,4-dihydronaphthalen-1(2H)-one 3-(4-hydroxyphenyl)-3,4-dihydronaphthalen-1(2H)-one 90035-32-8 C16H14O2
4-FLUOROBENZAL CHLORIDE 4-FLUOROBENZAL CHLORIDE 456-19-9 C7H5Cl2F
2,4-Dichloro-6-(4-fluorophenyl)-1,3,5-triazine 2,4-Dichloro-6-(4-fluorophenyl)-1,3,5-triazine 102528-18-7 C9H4Cl2FN3
amidine compound amidine compound 205867-69-2 C17H16ClFN2S2
5-Bromo-2-fluoro-m-xylene 5-Bromo-2-fluoro-m-xylene 99725-44-7 C8H8BrF
disodium 1,1'-methylenedi(naphthalene-2-sulphonate) disodium 1,1'-methylenedi(naphthalene-2-sulphonate) 2379-92-2 C21H14Na2O6S2
disodium 7-(acetylamino)-3-[[4-[(4-chloro-2-sulphonatophenyl)azo]-2,5-dimethylphenyl]azo]-4-hydroxynaphthalene-2-sulphonate disodium 7-(acetylamino)-3-[[4-[(4-chloro-2-sulphonatophenyl)azo]-2,5-dimethylphenyl]azo]-4-hydroxynaphthalene-2-sulphonate 5873-19-8 C26H20ClN5Na2O8S2
delphinine delphinine 561-07-9 C33H45NO9
1,2-DIBROMO-3,5-DIFLUOROBENZENE 1,2-DIBROMO-3,5-DIFLUOROBENZENE 139215-43-3 C6H2Br2F2
[BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE 14353-88-9 C10F11IO4
2-(3,4-DIFLUOROPHENYL)-1,3-DIOXOLANE 2-(3,4-DIFLUOROPHENYL)-1,3-DIOXOLANE 773101-62-5 C9H8F2O2
TRANS,TRANS-4-(3,4-DIFLUOROPHENYL)-4''-PENTYLBICYCLOHEXYL TRANS,TRANS-4-(3,4-DIFLUOROPHENYL)-4''-PENTYLBICYCLOHEXYL 118164-51-5 C23H34F2
Ethyl 2-bromo-6-methylbenzoate Ethyl 2-bromo-6-methylbenzoate 1243389-08-3 C10H11BrO2
METHYL 3,5-DIHYDROXYBENZOATE METHYL 3,5-DIHYDROXYBENZOATE 2150-45-0 C8H8O4
4-FLUOROPHENYLZINC BROMIDE 4-FLUOROPHENYLZINC BROMIDE 181705-93-1 C6H4BrFZn
5-Bromo-1,2,3-trichlorobenzene 5-Bromo-1,2,3-trichlorobenzene 21928-51-8 C6H2BrCl3
5-DIMETHYLAMINONAPHTHALENE-1-SULFONYL AZIRIDINE 5-DIMETHYLAMINONAPHTHALENE-1-SULFONYL AZIRIDINE 51908-46-4 C14H16N2O2S
1,2,3-Trifluoro-5-[trans-4-[2-(trans-4-propylcyclohexyl)ethyl]cyclohexyl]benzene 1,2,3-Trifluoro-5-[trans-4-[2-(trans-4-propylcyclohexyl)ethyl]cyclohexyl]benzene 131819-24-4 C23H33F3
Trans,trans-4-(4'-ethylbicyclohexyl)-1,2,3-trifluorobenzene Trans,trans-4-(4'-ethylbicyclohexyl)-1,2,3-trifluorobenzene 139215-80-8 C20H27F3
3-(Trans-4-propylcyclohexyl)fluorophenyl 3-(Trans-4-propylcyclohexyl)fluorophenyl 138679-81-9 C15H21F
2-Fluorobenzenesulfonyl Fluoride 2-Fluorobenzenesulfonyl Fluoride 52200-99-4 C6H4F2O2S
4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile 4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile 1197377-47-1 C10H6FN5
4-BROMO-2,3-DIFLUOROBENZONITRILE 4-BROMO-2,3-DIFLUOROBENZONITRILE 126163-58-4 C7H2BrF2N
2-Fluoro-3-trifluoromethyltoluene 2-Fluoro-3-trifluoromethyltoluene 1214331-63-1 C8H6F4
Methylnaphthalene Methylnaphthalene 1321-94-4 C11H10
2-(TERT-BUTYL)ANTHRACENE 2-(TERT-BUTYL)ANTHRACENE 18801-00-8 C18H18
2,6-Difluoroiodobenzene 2,6-Difluoroiodobenzene 13697-89-7 C6H3F2I
Heavy alkyl benzene Heavy alkyl benzene
Motor benzol Motor benzol
heavy benzol heavy benzol C6H6
5-BROMO-1,3-DICHLORO-2-METHYLBENZENE 5-BROMO-1,3-DICHLORO-2-METHYLBENZENE 204930-37-0 C7H5BrCl2
Toluene Toluene 108-88-3 C7H8
2-IODO-1 3-DIMETHOXYBENZENE  97 2-IODO-1 3-DIMETHOXYBENZENE 97 16932-44-8 C8H9IO2
3-FLUORO-5-IODO BROMOBENZENE 3-FLUORO-5-IODO BROMOBENZENE 845866-85-5 C6H3BrFI
2,6-DIMETHYLNAPHTHALENE 2,6-DIMETHYLNAPHTHALENE 28804-88-8 C12H12
(DICHLOROIODO)-BENZENE (DICHLOROIODO)-BENZENE 932-72-9 C6H5Cl2I
Diethylbenzene Diethylbenzene 25340-17-4 C10H14
Heavy benzene Heavy benzene
2,6-Dichloro-Benzotrifluoride 2,6-Dichloro-Benzotrifluoride 104359-35-5 C7H3Cl2F3
1-BROMO-3-CHLORO-5-IODOBENZENE 1-BROMO-3-CHLORO-5-IODOBENZENE 13101-40-1 C6H3BrClI
2-BROMO-4-METHYLBENZOTRIFLUORIDE 2-BROMO-4-METHYLBENZOTRIFLUORIDE 121793-12-2 C8H6BrF3
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