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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
3-FLUOROPHTHALODINITRILE 3-FLUOROPHTHALODINITRILE 65610-13-1 C8H3FN2
1-Bromo-4-(trans-4-propylcyclohexyl)benzene 1-Bromo-4-(trans-4-propylcyclohexyl)benzene 86579-53-5 C15H21Br
1,4-Dibenzyloxybenzene 1,4-Dibenzyloxybenzene 621-91-0 C20H18O2
2,4-BIS(TRIFLUOROMETHYL)BENZONITRILE 2,4-BIS(TRIFLUOROMETHYL)BENZONITRILE 177952-38-4 C9H3F6N
Anthracene Anthracene 120-12-7 C14H10
9,10-Bis(chloromethyl)anthracene 9,10-Bis(chloromethyl)anthracene 10387-13-0 C16H12Cl2
4-Propylbiphenyl 4-Propylbiphenyl 10289-45-9 C15H16
2,3,6-Trichlorotoluene 2,3,6-Trichlorotoluene 2077-46-5 C7H5Cl3
2,6-DIBROMONAPHTHALENE 2,6-DIBROMONAPHTHALENE 13720-06-4 C10H6Br2
4-Bromo-2,6-difluoroiodobenzene 4-Bromo-2,6-difluoroiodobenzene 160976-02-3 C6H2BrF2I
2-Bromo-7-hydroxynaphthalene 2-Bromo-7-hydroxynaphthalene 116230-30-9 C10H7BrO
4-Vinylbenzyl chloride 4-Vinylbenzyl chloride 1592-20-7 C9H9Cl
4-BROMO-4'-N-PENTYLBIPHENYL 4-BROMO-4'-N-PENTYLBIPHENYL 63619-59-0 C17H19Br
2-IODOISOPROPYLBENZENE 2-IODOISOPROPYLBENZENE 19099-54-8 C9H11I
(2,2-Dichlorocyclopropyl)benzene (2,2-Dichlorocyclopropyl)benzene 2415-80-7 C9H8Cl2
Naphthalene Naphthalene 91-20-3 C10H8
Biphenyl Biphenyl 92-52-4 C12H10
2,6-DIISOPROPYLNAPHTHALENE 2,6-DIISOPROPYLNAPHTHALENE 24157-81-1 C16H20
2-(DIFLUOROMETHOXY)BROMOBENZENE 2-(DIFLUOROMETHOXY)BROMOBENZENE 175278-33-8 C7H5BrF2O
Xylene Xylene 1330-20-7 C8H10
2-BROMO-6-CHLOROBENZOTRIFLUORIDE 2-BROMO-6-CHLOROBENZOTRIFLUORIDE 857061-44-0 C7H3BrClF3
1,3,5-Tris(bromomethyl)benzene 1,3,5-Tris(bromomethyl)benzene 18226-42-1 C9H9Br3
1,2,4-Trimethylbenzene 1,2,4-Trimethylbenzene 95-63-6 C9H12
1-BROMO-2,4,6-TRIISOPROPYLBENZENE 1-BROMO-2,4,6-TRIISOPROPYLBENZENE 21524-34-5 C15H23Br
5-Bromo-1,3-dichloro-2-fluorobenzene 5-Bromo-1,3-dichloro-2-fluorobenzene 17318-08-0 C6H2BrCl2F
4-VINYLBIPHENYL 4-VINYLBIPHENYL 2350-89-2 C14H12
2-BROMO-1-FLUORO-4-IODOBENZENE 2-BROMO-1-FLUORO-4-IODOBENZENE 811842-30-5 C6H3BrFI
METHYLSTYRENE METHYLSTYRENE 25013-15-4 C9H10
P-XYLENE P-XYLENE 106-42-3 C8H10
Cumene Cumene 98-82-8 C9H12
Styrene Styrene 100-42-5 C8H8
Divinylbenzene Divinylbenzene 1321-74-0 C10H10
Ethylbenzene Ethylbenzene 100-41-4 C8H10
2-Phenyl-1-propene 2-Phenyl-1-propene 98-83-9 C9H10
Dodecylbenzene Dodecylbenzene 123-01-3 C18H30
4-CHLOROPHENETHYL BROMIDE  97 4-CHLOROPHENETHYL BROMIDE 97 6529-53-9 C8H8BrCl
1,2,3,4-Tetrahydronaphthalene 1,2,3,4-Tetrahydronaphthalene 119-64-2 C10H12
Benzene Benzene 71-43-2 C6H6
5-CHLORO-2-IODOTOLUENE 5-CHLORO-2-IODOTOLUENE 23399-70-4 C7H6ClI
1-BROMO-3-METHOXY-5-METHYLBENZENE 1-BROMO-3-METHOXY-5-METHYLBENZENE 29578-83-4 C8H9BrO
1,2,4,5-TETRAKIS(BROMOMETHYL)BENZENE 1,2,4,5-TETRAKIS(BROMOMETHYL)BENZENE 15442-91-8 C10H10Br4
DIISOPROPYLBENZENE DIISOPROPYLBENZENE 25321-09-9 C12H18
1,2-Difluoro-4-[trans-4-[2-(trans-4-propylcyclohexyl)ethyl]cyclohexyl]benzene 1,2-Difluoro-4-[trans-4-[2-(trans-4-propylcyclohexyl)ethyl]cyclohexyl]benzene 117943-37-0 C23H34F2
Ethylene glycol diphenyl ether Ethylene glycol diphenyl ether 104-66-5 C14H14O2
6-bromo-N-methylnaphthalen-2-amine 6-bromo-N-methylnaphthalen-2-amine 305835-80-7 C11H10BrN
4-BROMO-1-DIFLUOROMETHYL-2-FLUOROBENZENE 4-BROMO-1-DIFLUOROMETHYL-2-FLUOROBENZENE 749932-17-0 C7H4BrF3
3-METHOXYBENZYL BROMIDE 3-METHOXYBENZYL BROMIDE 874-98-6 C8H9BrO
2,4-Dichloro-6-(3-fluorophenyl)-1,3,5-triazine 2,4-Dichloro-6-(3-fluorophenyl)-1,3,5-triazine 102528-19-8 C9H4Cl2FN3
2,4,6-TRIMETHYLFLUOROBENZENE 2,4,6-TRIMETHYLFLUOROBENZENE 392-69-8 C9H11F
1,3-Dibromo-2-chloro-5-fluorobenzene 1,3-Dibromo-2-chloro-5-fluorobenzene 179897-90-6 C6H2Br2ClF
1-hydroxynaphthalene-2-sulphonic acid 1-hydroxynaphthalene-2-sulphonic acid 567-18-0 C10H8O4S
2-Chloro-6-fluorobromobenzene 2-Chloro-6-fluorobromobenzene 309721-44-6 C6H3BrClF
5-BROMO-2-IODO-M-XYLENE 5-BROMO-2-IODO-M-XYLENE 206559-43-5 C8H8BrI
UV absorber UV-2908 UV absorber UV-2908 67845-93-6 C31H54O3
5,10,15,20-TETRAKIS(4-FLUOROPHENYL)-21H,23H-PORPHINE) 5,10,15,20-TETRAKIS(4-FLUOROPHENYL)-21H,23H-PORPHINE) 37095-43-5 C44H26F4N4
METHANONE, 1,1'-(1,4-PHENYLENE)BIS[1-(4-FLUOROPHENYL)-] METHANONE, 1,1'-(1,4-PHENYLENE)BIS[1-(4-FLUOROPHENYL)-] 68418-51-9 C20H12F2O2
5-broMo-3-fluorobenzene-1,2-diol 5-broMo-3-fluorobenzene-1,2-diol 876861-29-9 C6H4BrFO2
5,6-difluorobenzo[c][1,2,5]thiadiazole 5,6-difluorobenzo[c][1,2,5]thiadiazole 1293389-28-2 C6H2F2N2S
1,3-Diiodotetrafluorobenzene 1,3-Diiodotetrafluorobenzene 67815-57-0 C6F4I2
5-CHLORO-2,3-DIBROMO-1-FLUOROBENZENE 5-CHLORO-2,3-DIBROMO-1-FLUOROBENZENE 208186-78-1 C6H2Br2ClF
4-BROMO-2-FLUOROPHENYLZINC IODIDE 4-BROMO-2-FLUOROPHENYLZINC IODIDE 352530-44-0 C6H3BrFIZn
disodium 3-[[2-(acetylamino)-4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]phenyl]azo]naphthalene-1,5-disulphonate disodium 3-[[2-(acetylamino)-4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]phenyl]azo]naphthalene-1,5-disulphonate 4988-30-1 C21H18ClN8NaO7S2
1,4-diamino-2-(phenylsulphonyl)anthraquinone 1,4-diamino-2-(phenylsulphonyl)anthraquinone 5264-55-1 C20H14N2O4S
1-hydroxy-4-sulphonatonaphthalene-2-diazonium 1-hydroxy-4-sulphonatonaphthalene-2-diazonium 887-77-4 C10H6N2O4S
1-AMINO-2-METHYLANTHRAQUINONE 1-AMINO-2-METHYLANTHRAQUINONE C15H11NO2
Benzene,1,1'-(1,2-diphenyl-1,2-ethenediyl)bis[4-broMo- Benzene,1,1'-(1,2-diphenyl-1,2-ethenediyl)bis[4-broMo- 184239-35-8 C26H18Br2
2'-Bromo-spiro[9H-fluorene-9,9'-[9H]xanthene] 2'-Bromo-spiro[9H-fluorene-9,9'-[9H]xanthene] 1477458-14-2 C25H15BrO
MITOQ MITOQ 444890-41-9 C37H44O4P+
3-FLUOROPHENYLZINC IODIDE 3-FLUOROPHENYLZINC IODIDE 307496-28-2 C6H4FIZn
(E)-4-amino-6-((4'-amino-3,3'-dimethyl-[1,1'-biphenyl]-4-yl)diazenyl)-5-hydroxynaphthalene-1,3-disulfonic acid (E)-4-amino-6-((4'-amino-3,3'-dimethyl-[1,1'-biphenyl]-4-yl)diazenyl)-5-hydroxynaphthalene-1,3-disulfonic acid 2056902-27-1 C24H22N4O7S2
Tetrakis(pentafluorophenyl)porphyrin Tetrakis(pentafluorophenyl)porphyrin
2-hydroxy-3-iodonaphthalene-1,4-dione 2-hydroxy-3-iodonaphthalene-1,4-dione 35135-38-7 C10H5IO3
1,4-Naphthalenedione, 2,3-diamino- 1,4-Naphthalenedione, 2,3-diamino- 13755-95-8 C10H8N2O2
[trans(trans)]-4-(4'-Ethyl[1,1'-bicyclohexyl]-4-yl)-2-fluorobenzonitrile [trans(trans)]-4-(4'-Ethyl[1,1'-bicyclohexyl]-4-yl)-2-fluorobenzonitrile 112026-68-3 C21H28FN
7-(4'-bromo-[1,1'-binaphthalen]-4-yl)-9,9-dimethyl-9,9a-dihydro-4aH-fluorene 7-(4'-bromo-[1,1'-binaphthalen]-4-yl)-9,9-dimethyl-9,9a-dihydro-4aH-fluorene
1-(1-BROMONAPHTHALEN-4-YL)ETHANONE 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE 46258-62-2 C12H9BrO
5-(acetylamino)-4-hydroxy-3-[[2-methoxy-5-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]naphthalene-2,7-disulphonic acid 5-(acetylamino)-4-hydroxy-3-[[2-methoxy-5-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]naphthalene-2,7-disulphonic acid 10116-15-1 C21H21N3O15S4
2-[[4,5-dihydro-3-methyl-5-oxo-1-[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]-1H-pyrazol-4-yl]azo]naphthalene-1,5-disulphonic acid 2-[[4,5-dihydro-3-methyl-5-oxo-1-[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]-1H-pyrazol-4-yl]azo]naphthalene-1,5-disulphonic acid 5557-16-4 C22H20N4O13S4
4,4'-Divinylbiphenyl 4,4'-Divinylbiphenyl 4433-13-0 C16H14
1,2-DIBROMO-3,5-DIFLUOROBENZENE 1,2-DIBROMO-3,5-DIFLUOROBENZENE 10105-60-9 C6H2Br2F2
TRANS,TRANS-4-(3,4-DIFLUOROPHENYL)-4''-ETHYL-BICYCLOHEXYL TRANS,TRANS-4-(3,4-DIFLUOROPHENYL)-4''-ETHYL-BICYCLOHEXYL 118164-50-4 C20H28F2
4-(2,5-DIOXOTETRAHYDROFURAN-3-YL)-1,2,3,4-TETRAHYDRONAPHTHALENE-1,2-DICARBOXYLIC ANHYDRIDE 4-(2,5-DIOXOTETRAHYDROFURAN-3-YL)-1,2,3,4-TETRAHYDRONAPHTHALENE-1,2-DICARBOXYLIC ANHYDRIDE 13912-65-7 C16H12O6
2,5-Dichlorobenzo-1,4-quinone 2,5-Dichlorobenzo-1,4-quinone 615-93-0 C6H2Cl2O2
3,5-Dimethylbenzyl bromide 3,5-Dimethylbenzyl bromide 27129-86-8 C9H11Br
3-(2-Aminoethyl)benzoic acid methyl ester HCl 3-(2-Aminoethyl)benzoic acid methyl ester HCl 167846-36-8 C10H14ClNO2
1-(PENTAFLUOROPHENYL)ETHANOL 1-(PENTAFLUOROPHENYL)ETHANOL 75853-08-6 C8H5F5O
(S)-Methyl 2-Methoxy-5-((1-(4-phenyl-1H-iMidazol-2-yl)ethylaMino)Methyl)benzoate (S)-Methyl 2-Methoxy-5-((1-(4-phenyl-1H-iMidazol-2-yl)ethylaMino)Methyl)benzoate 1391712-57-4 C21H23N3O3
1-(2-Methyl-1H-inden-7-yl)naphthalene 1-(2-Methyl-1H-inden-7-yl)naphthalene 154380-68-4 C20H16
3,5-Diclhoro-2-fluoro-1-bromobenzene 3,5-Diclhoro-2-fluoro-1-bromobenzene 1160573-64-7 C6H2BrCl2F
1-Bromo-2-chloro-5,6-difluorobenzene 1-Bromo-2-chloro-5,6-difluorobenzene 1208077-25-1 C6H2BrClF2
4-Chloro-3,5-difluorobromobenzene 4-Chloro-3,5-difluorobromobenzene 176673-72-6 C6H2BrClF2
1-(2-CHLORO-6-FLUOROPHENYL)CYCLOHEXANECARBONITRILE, 97 1-(2-CHLORO-6-FLUOROPHENYL)CYCLOHEXANECARBONITRILE, 97 214262-95-0 C13H13ClFN
methyl 3-(methylsulfonamido)benzoate methyl 3-(methylsulfonamido)benzoate 32087-05-1 C9H11NO4S
Methyl 5-amino-3-bromo-2-methylbenzoate Methyl 5-amino-3-bromo-2-methylbenzoate 1374264-44-4 C9H10BrNO2
5-CHLORO-2-(2-[(5-CHLORO-3-(4-SULFOBUTYL)-2(3H)- BENZOXAZOLYLIDENE)METHYL]-1-BUTENYL)-3-(4-SULFOBUTYL)-BENZOXAZOLIUM HYDROXIDE, INNER SALT TRIETHYLAMIN E SALT 5-CHLORO-2-(2-[(5-CHLORO-3-(4-SULFOBUTYL)-2(3H)- BENZOXAZOLYLIDENE)METHYL]-1-BUTENYL)-3-(4-SULFOBUTYL)-BENZOXAZOLIUM HYDROXIDE, INNER SALT TRIETHYLAMIN E SALT 92771-38-5 C33H45Cl2N3O8S2
Solvent naphtha (petroleum), light arom. Solvent naphtha (petroleum), light arom. 64742-95-6 C6H6-C4H11
2-[2-(3,4-dihydro-6-methoxy-1(2H)-naphthylidene)ethyl]-2-ethylcyclopentane-1,3-dione 2-[2-(3,4-dihydro-6-methoxy-1(2H)-naphthylidene)ethyl]-2-ethylcyclopentane-1,3-dione 850-92-0 C20H24O3
2,7-Naphthalenedisulfonic acid, 5-[[4-chloro-6-[[3-[[4-chloro-6-[(3-sulfophenyl)amino]-1,3,5-triazin-2-yl]amino]-6-sulfophenyl]amino]-1,3,5-triazin-2-yl]amino]-4-hydroxy-3-[(2-sulfophenyl)azo]-, pentasodium salt 2,7-Naphthalenedisulfonic acid, 5-[[4-chloro-6-[[3-[[4-chloro-6-[(3-sulfophenyl)amino]-1,3,5-triazin-2-yl]amino]-6-sulfophenyl]amino]-1,3,5-triazin-2-yl]amino]-4-hydroxy-3-[(2-sulfophenyl)azo]-, pentasodium salt 6058-62-4 C34H19Cl2N12Na5O16S5
((2R,3R,5S)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4,4-difluoro-3-hydroxytetrahydrofuran-2-yl)methyl benzoate ((2R,3R,5S)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4,4-difluoro-3-hydroxytetrahydrofuran-2-yl)methyl benzoate
4-Bromo-1-fluoro-2-iodobenzene 4-Bromo-1-fluoro-2-iodobenzene 116272-41-4 C6H3BrFI
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