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Organic fluorine compound

In 1896, the synthesis of ethyl fluoride acetate marked the beginning of the study of organic fluorine chemistry, it has been exactly a century. In the meantime, several historic breakthrough has greatly promoted the development of organic fluorine chemistry, such as the 1930s the application of freon used in the refrigeration industry, the implementation of the Manhattan Project during World War II and the 1950s high physiological activity of the synthesis of 5-fluorine urea. China is rich in fluorine resources, it has proven reserves of fluorite about a quarter of the world's total reserves, but until the 1950s, fluorine chemistry in China is still a blank. At the end of 50s, due to changes in the international situation, China began to develop its own atomic energy technology, the need for a number of special fluoride materials, since then, the study of organic fluorine chemistry in China has been started. Shanghai Institute of organic chemistry, Chinese Academy of Sciences, due to the excellent work in the basic research of organic fluorine chemistry, has been hailed as the "fluorine chemistry of Shanghai" by the international fluorine chemical industry.

The organic fluorine compound, also known as fluorocarbon compounds, i.e. containing C-F bond in the molecular structure, such as tetrafluoroethylene (CF2 = CF2), all the hydrogen atoms in the hydrocarbon molecules replaced by fluorine atoms, which are called the whole fluorine compounds. Fluorine is the most electronegative, the highest degree of oxidation of atoms in the periodic table, and therefore less susceptible to oxidation cleavage fluoropolymer, and the radius of the fluorine atom is almost equal to half of the C-C bond, so the fluorine atom can be arranged closely around the carbon atom to form a barrier to the C-C bond to ensure its chemical stability. The bond energy of C-F bond is extremely high, so the organic fluorides have good thermal stability, chemical stability and oxidation resistance. There are many fluorine-containing compounds, such as halothane, anti-cancer drugs, fluorouracil, fluphenazine, haloperidol,etc.

Organic fluorine compounds can be broadly divided into three categories.
①The fluorine alkyl chloride, mainly used in refrigerants and aerosol (see Freon entry).
② Perfluorinated hydrocarbons and perfluorinated ethers, acids, tertiary amines, wherein the perfluoroalkanes having high chemical stability. Such as perfluoroheptane are lubricant which resistant to oxidation and high temperature; perfluoroolefins such as tetrafluoroethylene is monomer of PTFE; the saturated organic compounds of perfluorodecalin and perfluorinated tertiary amines emulsified from the white emulsion (known as white blood), successful as a blood substitute for clinical.
③ Fluorine-containing polymer can excellent high temperature, low temperature resistance, chemical corrosion. Such as PTFE known as the king of plastic commonly, and perfluoro rubber (called Viton) copolymerized by vinylidene fluoride and HFP, etc., widely used in national defense, aerospace, petroleum, chemicals, machinery and other sectors, such as Gordon month clothing fire-proof, corrosion-resistant pipes and containers, clothing, wear pads, sliding pads of road and rail and bridges, and gaskets etc..

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Structure Chemical Name CAS MF
4-Iodophenylsulphur pentafluoride 4-Iodophenylsulphur pentafluoride 286947-68-0 C6H4F5IS
4-(3-fluoro-benzyloxy)-benzaldehyde 4-(3-fluoro-benzyloxy)-benzaldehyde 66742-57-2 C14H11FO2
1H,1H,2H,2H-Perfluorohexyl iodide 1H,1H,2H,2H-Perfluorohexyl iodide 2043-55-2 C6H4F9I
5-Bromo-4,4,5,5-tetrafluoropentanoic Acid 5-Bromo-4,4,5,5-tetrafluoropentanoic Acid 234443-22-2 C5H5BrF4O2
TERT-BUTYL 3-FLUORO-4-OXOPIPERIDINE-1-CARBOXYLATE TERT-BUTYL 3-FLUORO-4-OXOPIPERIDINE-1-CARBOXYLATE 211108-50-8 C10H16FNO3
Perfluorononanoic acid Perfluorononanoic acid 375-95-1 C9HF17O2
(S)-1,1,1-TRIFLUORO-2-PROPANOL (S)-1,1,1-TRIFLUORO-2-PROPANOL 3539-97-7 C3H5F3O
2,4,5-TRIFLUOROBENZYL CHLORIDE 2,4,5-TRIFLUOROBENZYL CHLORIDE 243139-71-1 C7H4ClF3
3-Fluoro-2-methoxybenzoic acid 3-Fluoro-2-methoxybenzoic acid 106428-05-1 C8H7FO3
1-(Perfluorobut-1-yl)pentane 1-(Perfluorobut-1-yl)pentane 1190430-21-7 C9H11F9
4-CHLORO-5-FLUORO-O-PHENYLENEDIAMINE 4-CHLORO-5-FLUORO-O-PHENYLENEDIAMINE 139512-70-2 C6H6ClFN2
METHYL NONAFLUOROBUTYL ETHER METHYL NONAFLUOROBUTYL ETHER 163702-07-6 C5H3F9O
1-[3-Chloro-5-trifluoromethylphenyl]-2,2,2-trifluoroethanone 1-[3-Chloro-5-trifluoromethylphenyl]-2,2,2-trifluoroethanone 1125812-58-9 C9H3ClF6O
3-Bromo-5-fluoropyridine-2-carbonitrile 3-Bromo-5-fluoropyridine-2-carbonitrile 950670-18-5 C6H2BrFN2
6-Bromo-5-fluoro-3-iodo-1-methyl-1H-indazole 6-Bromo-5-fluoro-3-iodo-1-methyl-1H-indazole 1286734-96-0 C8H5BrFIN2
1-TrifluoroMethyl-1,2-benziodoxol-3(1H)-one 1-TrifluoroMethyl-1,2-benziodoxol-3(1H)-one 887144-94-7 C8H4F3IO2
4-ChloroMethyl-1-cyclopentyl-2-trifluoroMethyl-benzene 4-ChloroMethyl-1-cyclopentyl-2-trifluoroMethyl-benzene 957208-65-0 C13H14ClF3
Allyl triflate Allyl triflate 41029-45-2 C4H5F3O3S
5-Fluoro-2-nitrotoluene 5-Fluoro-2-nitrotoluene 446-33-3 C7H6FNO2
3-FLUORO-4-METHYLANISOLE 3-FLUORO-4-METHYLANISOLE 405-06-1 C8H9FO
1-Hexanol, 6-bromo-5,5,6,6-tetrafluoro- 1-Hexanol, 6-bromo-5,5,6,6-tetrafluoro- 240140-55-0 C6H9BrF4O
3,5-BIS(TRIFLUOROMETHYL)-4-CHLOROANILINE 3,5-BIS(TRIFLUOROMETHYL)-4-CHLOROANILINE 948014-37-7 C8H4ClF6N
4-Methoxy-3-(trifluoromethyl)aniline 4-Methoxy-3-(trifluoromethyl)aniline 393-15-7 C8H8F3NO
2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic Acid 2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic Acid 391211-97-5 C13H7F3INO2
1,1,2,2-Tetrafluoroethyl-2,2,3,3-tetrafluoropropylether 1,1,2,2-Tetrafluoroethyl-2,2,3,3-tetrafluoropropylether 16627-68-2 C5H4F8O
2-Fluoro-4-hydroxybenzaldehyde 2-Fluoro-4-hydroxybenzaldehyde 348-27-6 C7H5FO2
2'-Chloro-4',5'-difluoroacetophenone 2'-Chloro-4',5'-difluoroacetophenone 121872-94-4 C8H5ClF2O
Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate 147531-11-1 C13H10F3S.CF3O3S
tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate 1174020-42-8 C10H18FNO3
1H-Indole, 6-chloro-4-fluoro- 1H-Indole, 6-chloro-4-fluoro- 885520-88-7 C8H5ClFN
2,6-Dichloro-4-fluorobenzoic acid 2,6-Dichloro-4-fluorobenzoic acid 232275-55-7 C7H3Cl2FO2
1-BROMO-4-(2,2-DIFLUOROVINYL)BENZENE 1-BROMO-4-(2,2-DIFLUOROVINYL)BENZENE 84750-93-6 C8H5BrF2
2-FLUORO-3-(TRIFLUOROMETHYL)PHENOL 2-FLUORO-3-(TRIFLUOROMETHYL)PHENOL 207291-85-8 C7H4F4O
1H,1H,5H-Perfluoropentyl-1,1,2,2-tetrafluoroethylether 1H,1H,5H-Perfluoropentyl-1,1,2,2-tetrafluoroethylether 16627-71-7 C7H4F12O
5-CHLORO-4-FLUORO-2-NITROANILINE 5-CHLORO-4-FLUORO-2-NITROANILINE 104222-34-6 C6H4ClFN2O2
[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]sulfur pentafluoride [4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]sulfur pentafluoride 1286278-34-9 C12H16BF5O2S
2,4-Difluorobenzotrifluoride 2,4-Difluorobenzotrifluoride 64248-61-9 C7H3F5
1H,1H,2H,2H-Perfluorooctyl iodide 1H,1H,2H,2H-Perfluorooctyl iodide 2043-57-4 C8H4F13I
3-Fluoro-5-nitrotoluene 3-Fluoro-5-nitrotoluene 499-08-1 C7H6FNO2
2-bromo-2,2-difluoroethan-1-ol 2-bromo-2,2-difluoroethan-1-ol 420-94-0 C2H3BrF2O
2-Fluoro-3-methylbenzoic acid 2-Fluoro-3-methylbenzoic acid 315-31-1 C8H7FO2
1H,1H,2H,2H-Heptadecafluorodecyl acrylate 1H,1H,2H,2H-Heptadecafluorodecyl acrylate 27905-45-9 C13H7F17O2
HFPO dimer, acid fluoride HFPO dimer, acid fluoride 2062-98-8 C6F12O2
3,5-Dichlorofluorobenzene 3,5-Dichlorofluorobenzene 1435-46-7 C6H3Cl2F
3-Bromo-5-fluoro-4-methoxyaniline 3-Bromo-5-fluoro-4-methoxyaniline 875664-44-1 C7H7BrFNO
3-FLUORO-2-NITROBENZOIC ACID 3-FLUORO-2-NITROBENZOIC ACID 1000339-51-4 C7H4FNO4
Carbamic acid, N-[(1S)-1-[3-bromo-6-[3-methyl-3-(methylsulfonyl)-1-butyn-1-yl]-2-pyridinyl]-2-(3,5-difluorophenyl)ethyl]-, 1,1-dimethylethyl ester Carbamic acid, N-[(1S)-1-[3-bromo-6-[3-methyl-3-(methylsulfonyl)-1-butyn-1-yl]-2-pyridinyl]-2-(3,5-difluorophenyl)ethyl]-, 1,1-dimethylethyl ester 2189684-54-4 C24H27BrF2N2O4S
2-AMINO-4-BROMO-5-FLUOROBENZOIC ACID 2-AMINO-4-BROMO-5-FLUOROBENZOIC ACID 1374208-42-0 C7H5BrFNO2
3-Fluoro-4-bromobenzyl bromide 3-Fluoro-4-bromobenzyl bromide 127425-73-4 C7H5Br2F
3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 762240-92-6 C6H7F3N4.ClH
1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane 3345-29-7 C16H8F8
Silver(I) trifluoromethanethiolate Silver(I) trifluoromethanethiolate 811-68-7 CHAgF3S
2-(3,4-Dichlorophenyl)-4-fluoroaniline 2-(3,4-Dichlorophenyl)-4-fluoroaniline 877179-04-9 C12H8Cl2FN
2-Bromo-5-nitro-3-(trifluoromethyl)pyridine 2-Bromo-5-nitro-3-(trifluoromethyl)pyridine 956104-42-0 C6H2BrF3N2O2
3-Fluoro-5-Methylanisole 3-Fluoro-5-Methylanisole 160911-11-5 C8H9FO
2-Bromo-5-fluoro-4-nitroaniline 2-Bromo-5-fluoro-4-nitroaniline 952664-69-6 C6H4BrFN2O2
4-(Pentafluorosulfur)benzyl bromide 4-(Pentafluorosulfur)benzyl bromide 1126969-29-6 C7H6BrF5S
1-Bromo-5-fluoropentane 1-Bromo-5-fluoropentane 407-97-6 C5H10BrF
5-Fluoro-2-methylindole 5-Fluoro-2-methylindole 399-72-4 C9H8FN
2,5-DIFLUOROBENZYL CHLORIDE 2,5-DIFLUOROBENZYL CHLORIDE 495-07-8 C7H5ClF2
3-hydroxy-4-(trifluoromethyl)benzonitrile 3-hydroxy-4-(trifluoromethyl)benzonitrile 731002-50-9 C8H4F3NO
Perfluorotripropylamine Perfluorotripropylamine 338-83-0 C9F21N
4-(4-Fluorophenyl)pyrimidine-2-thiol 4-(4-Fluorophenyl)pyrimidine-2-thiol 155957-43-0 C10H7FN2S
1H,1H,2H,2H-Perfluorooctanesulfonic acid 1H,1H,2H,2H-Perfluorooctanesulfonic acid 27619-97-2 C8H5F13O3S
Potassium bromodifluoroacetate Potassium bromodifluoroacetate 87189-16-0 C2H2BrF2KO2
N,N-Dimethyltrifluoroacetamide N,N-Dimethyltrifluoroacetamide 1547-87-1 C4H6F3NO
2,2,3,3,3-Pentafluoropropyl acrylate 2,2,3,3,3-Pentafluoropropyl acrylate 356-86-5 C6H5F5O2
1-BROMO-2-CHLORO-4-TRIFLUOROMETHYL-BENZENE 1-BROMO-2-CHLORO-4-TRIFLUOROMETHYL-BENZENE 402-04-0 C7H3BrClF3
4-Chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-indazol-3-amine 4-Chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-indazol-3-amine 2189684-53-3 C15H18BClF3N3O2
4'-Fluoro-2'-(trifluoromethyl)acetophenone 4'-Fluoro-2'-(trifluoromethyl)acetophenone 208173-21-1 C9H6F4O
3-Fluoro-4-chlorobenzyl alcohol 3-Fluoro-4-chlorobenzyl alcohol 202925-10-8 C7H6ClFO
Perfluoro nonenyl Trifluoroethyl ether Perfluoro nonenyl Trifluoroethyl ether 176374-86-0 C11H2F20O
3-Bromo-2-fluoroanisole 3-Bromo-2-fluoroanisole 295376-21-5 C7H6BrFO
2,5-difluoro-4-methylaniline 2,5-difluoro-4-methylaniline 878285-14-4 C7H7F2N
Ethyl 1,1,2,2-tetrafluoroethyl ether Ethyl 1,1,2,2-tetrafluoroethyl ether 512-51-6 C4H6F4O
2-Chloro-4-fluoro-5-nitrobenzaldehyde 2-Chloro-4-fluoro-5-nitrobenzaldehyde 99329-85-8 C7H3ClFNO3
BenzeneMethanol, 5-fluoro-2-nitro- BenzeneMethanol, 5-fluoro-2-nitro- 287121-32-8 C7H6FNO3
(Perfluorobutyl)ethylene (Perfluorobutyl)ethylene 19430-93-4 C6H3F9
3-Fluoro-4-(trifluoromethoxy)benzaldehyde 3-Fluoro-4-(trifluoromethoxy)benzaldehyde 473917-15-6 C8H4F4O2
3'-(TRIFLUOROMETHOXY)ACETOPHENONE 3'-(TRIFLUOROMETHOXY)ACETOPHENONE 170141-63-6 C9H7F3O2
3-Chloro-5-(trifluoromethyl)pyridine 3-Chloro-5-(trifluoromethyl)pyridine 85148-26-1 C6H3ClF3N
2-Fluoro-4-(trifluoromethyl)aniline 2-Fluoro-4-(trifluoromethyl)aniline 69409-98-9 C7H5F4N
1-Chloro-2-(trifluoromethoxy)benzene 1-Chloro-2-(trifluoromethoxy)benzene 450-96-4 C7H4ClF3O
5-Bromo-2-fluoro-3-methoxypyridine 5-Bromo-2-fluoro-3-methoxypyridine 880870-66-6 C6H5BrFNO
PERFLUOROCYCLOHEXYL CARBOXYLIC ACID FLUORIDE PERFLUOROCYCLOHEXYL CARBOXYLIC ACID FLUORIDE 6588-63-2 C7F12O
PERFLUOROHEXADECANOIC ACID PERFLUOROHEXADECANOIC ACID 67905-19-5 C16HF31O2
4'-(TRIFLUOROMETHYL)PROPIOPHENONE 4'-(TRIFLUOROMETHYL)PROPIOPHENONE 711-33-1 C10H9F3O
4,6-Dichloro-2-(trifluoromethyl)quinoline 4,6-Dichloro-2-(trifluoromethyl)quinoline 18706-33-7 C10H4Cl2F3N
1-BROMO-2,4-DIFLUORO-5-NITROBENZENE 1-BROMO-2,4-DIFLUORO-5-NITROBENZENE 345-24-4 C6H2BrF2NO2
1-fluoro-7-chlorodibenzofuran 1-fluoro-7-chlorodibenzofuran 2244899-56-5 C12H6ClFO
2,6-Difluoro-4-nitrophenol 2,6-Difluoro-4-nitrophenol 658-07-1 C6H3F2NO3
4-(Trifluoroacetyl)morpholine 4-(Trifluoroacetyl)morpholine 360-95-2 C6H8F3NO2
Methyl 5-fluoropicolinate Methyl 5-fluoropicolinate 107504-07-4 C7H6FNO2
1,1,2,3,3,3-HEXAFLUOROPROPYL METHYL ETHER 1,1,2,3,3,3-HEXAFLUOROPROPYL METHYL ETHER 382-34-3 C4H4F6O
(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine 848821-76-1 C21H15F12NO
2-METHYL-3-(TRIFLUOROMETHYL)BENZALDEHYDE 2-METHYL-3-(TRIFLUOROMETHYL)BENZALDEHYDE 878001-20-8 C9H7F3O
1-Bromo-4-(pentafluorosulfanyl)benzene 1-Bromo-4-(pentafluorosulfanyl)benzene 774-93-6 C6H4BrF5S
1-Bromo-2-chloro-4-fluoro-5-nitrobenzene 1-Bromo-2-chloro-4-fluoro-5-nitrobenzene 111010-08-3 C6H2BrClFNO2
4-(Pentafluorosulfur)phenylaceticacid 4-(Pentafluorosulfur)phenylaceticacid 1211518-20-5 C8H7F5O2S
2-CHLORO-4-(TRIFLUOROMETHOXY)ANILINE 2-CHLORO-4-(TRIFLUOROMETHOXY)ANILINE 69695-61-0 C7H5ClF3NO
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