Organic reagents

From early AD to mid-19 century, people mainly use the natural organic substance (such as animal and plant extracts) for qualitative analysis or quantitative analysis. From the second half of the 19th century to the 1920s, it had begun to appear of artificially synthetic organic reagent such as using potassium acetate xanthan for test of nickel, copper, and molybdenum; using morin for test of aluminum; using diazo coupling reaction for the detection of Nitrite; using α-β-nitroso naphthol for detection of cobalt; using dimethyglyoxime for nickel test.

After the proposal of the special-effects group in the 1930s and the proposal of theoretical analysis of functional groups theory in 1950s, people had carried out large-scale screen of organic reagents in search of special-effects analysis groups for different ions and had successfully synthesized a lot of agents of practical value (such as copper reagents, new copper agent, cadmium reagents, beryllium reagent, thorium reagents, etc.). Before the 1950s, the complex compound, in analytic chemistry, is mainly used in the aspects of the precipitation reaction of a binary chelate for the qualitative detection, precipitate isolation and gravimetric separation and other aspects. In the early 1950s and 1960, it is mainly in the form of complexometric titration. From the beginning of the late 1960s, the main focus has been moved to the photometric analysis. Meanwhile, it has been also developed of chelate organic solvent extraction.

8-hydroxy quinoline, hydrazones, oximes, hydroxamic acids, polyphenols, 1, 10-phenanthroline, phosphorus-oxygen extractant, β- diketones, triphenylmethane acid dye, xanthene dyes and azo dyes and other agents has all been widely studied and applied. On the other hand, the structural theoretical research (such as electronic effects, spatial effects and substituent effects) of the organic reagent can further facilitate the development of new-type organic reagents such as heterocyclic azo reagent. During this period, it has been also developed of monoazo chromotropic acid-type and disazo chromotropic acid-type reagent. During the mid-1970s, the chelating resin and adsorbents have achieved rapid development. Since the 1980s, Chinese researchers of analytical chemistry have made progress in the field of the synthesis and application of asymmetric disazo chromotropic acid.

Organic chemical reagents have wide application in analytic chemistry and are mainly used in solvents, precipitation agents, complexing agents, indicator, coloring reagent and surface active agent, etc. In order to adapt to a variety of analytical needs, sometimes it is required to purify certain reagents. For example, liquid organic reagent is often purified by distillation while solid substance is often purified through crystallization and sublimation. Substance having a high vapor pressure, namely having low purification boiling point and undergoing no decomposition under boiling temperature commonly applied atmospheric distillation; for less volatile and water-insoluble substance, namely having high purification point or undergoing decomposition under boiling temperature, we can apply vacuum distillation or steam distillation for purification of it.

Distillation is a commonly used method for laboratory purification of organic reagent. Conventional distillation apparatus generally comprises distiller, condenser and receiver, three parts with auxiliary section also containing heater, a thermometer, a wetted tube and cork.

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Structure Chemical Name CAS MF
(5aR,10bS)-2-(2,6-Diethylphenyl)-5a,10b-dihydro-4H,6Hindeno[
2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Tetrafl
uoroborate (5aR,10bS)-2-(2,6-Diethylphenyl)-5a,10b-dihydro-4H,6Hindeno[ 2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Tetrafl uoroborate 1221487-76-8 C22H24BF4N3O
25-Bromo-2,5,8,11,14,17,20,23-octaoxapentacosane 25-Bromo-2,5,8,11,14,17,20,23-octaoxapentacosane 1056881-04-9 C17H35BrO8
ethyl methyl oxalate ethyl methyl oxalate 615-52-1 C5H8O4
2-Chloro-4-(morpholino)phenylboronic acid 2-Chloro-4-(morpholino)phenylboronic acid 2225181-64-4 C10H13BClNO3
Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole-2-carboxylate Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole-2-carboxylate 1393827-96-7 C11H16BNO4S
2-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 2-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 1355066-82-8 C13H21BN2O3
4-Bromobenzeneboronic acid N-methyldiethanolamine ester 4-Bromobenzeneboronic acid N-methyldiethanolamine ester 133468-58-3 C11H15BBrNO2
Phosphine oxide, bis(phenylmethyl)- Phosphine oxide, bis(phenylmethyl)- 13238-16-9 C14H15OP
Chloro[(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1R,2R)-cyclohexane-1,2-diamine)]ruthenium(II)tetrafluoroborate Chloro[(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1R,2R)-cyclohexane-1,2-diamine)]ruthenium(II)tetrafluoroborate 1150112-42-7 C50H46BClF4N2P2Ru
4-(2-Tolyl)furan-2-boronic acid pinacol ester 4-(2-Tolyl)furan-2-boronic acid pinacol ester 2096331-39-2 C17H21BO3
1,1'-(11aS)-dibenzo[d,f][1,3]dioxepin-1,11-diylbis[1,1-diphenylPhosphine 1,1'-(11aS)-dibenzo[d,f][1,3]dioxepin-1,11-diylbis[1,1-diphenylPhosphine 486429-92-9 C37H28O2P2
3-(1-methyl-1H-pyrazol-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 3-(1-methyl-1H-pyrazol-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1171892-77-5 C15H20BN3O2
3-Formyl-5-(trifluoromethoxy)phenylboronic acid 3-Formyl-5-(trifluoromethoxy)phenylboronic acid 1451393-39-7 C8H6BF3O4
5-Bromobenzo[1,3]dioxole-4-boronic acid 5-Bromobenzo[1,3]dioxole-4-boronic acid 1451392-88-3 C7H6BBrO4
6-Ethoxy-2-methylpyridine-3-boronic acid 6-Ethoxy-2-methylpyridine-3-boronic acid 1451391-75-5 C8H12BNO3
4-(Naphthalen-2-yl(phenyl)amino)phenylboronic acid 4-(Naphthalen-2-yl(phenyl)amino)phenylboronic acid 847755-81-1 C22H18BNO2
4-bromo-5-chloro-2-methylphenylboronic acid 4-bromo-5-chloro-2-methylphenylboronic acid 1451391-48-2 C7H7BBrClO2
Oxidizing fungicide Oxidizing fungicide
5-Azidopentanoic acid 5-Azidopentanoic acid 79583-98-5 C5H9N3O2
Potassium 3,3,3-trifluoropropane-1-trifluoroborate Potassium 3,3,3-trifluoropropane-1-trifluoroborate 1430722-07-8 C3H3BF6K
2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester 603122-79-8 C14H18BFO4
5-(Ethoxycarbonyl)furan-2-boronic acid,pinacol ester 5-(Ethoxycarbonyl)furan-2-boronic acid,pinacol ester 1073338-92-7 C13H19BO5
4-Amino-2-fluoro-5-methoxybenzoic acid 4-Amino-2-fluoro-5-methoxybenzoic acid 1001346-91-3 C8H8FNO3
NA NA
2-Formylthiophene-4-boronic acid pinacol ester 2-Formylthiophene-4-boronic acid pinacol ester 881381-12-0 C11H15BO3S
3-Isopropoxy-5-trifluoromethylphenylboronic acid 3-Isopropoxy-5-trifluoromethylphenylboronic acid 1256345-44-4 C10H12BF3O3
3-cyano-4-isopropoxyphenylboronic acid 3-cyano-4-isopropoxyphenylboronic acid 1009303-59-6 C10H12BNO3
tert-butyl 5-oxo-2,6-diazaspiro[3.4]octane-2-carboxylate tert-butyl 5-oxo-2,6-diazaspiro[3.4]octane-2-carboxylate 1330765-39-3 C11H18N2O3
[3-(Oxan-2-ylmethoxy)phenyl]boranediol [3-(Oxan-2-ylmethoxy)phenyl]boranediol 1311185-12-2 C12H17BO4
Potassium (E)-propenyl-1-trifluoroborate Potassium (E)-propenyl-1-trifluoroborate 804565-39-7 C3H5BF3K
p-(Dimethylamino)benzenesulfonyl chloride p-(Dimethylamino)benzenesulfonyl chloride 19715-49-2 C8H10ClNO2S
2-Fluoro-5-formylphenylboronic acid pinacol ester 2-Fluoro-5-formylphenylboronic acid pinacol ester 1112208-82-8 C13H16BFO3
1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(acetonitrile)gold(I) tetrafluoroborate, 95% 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(acetonitrile)gold(I) tetrafluoroborate, 95% 896733-61-2 C29H38AuBF4N3-
2-(3-Bromophenyl)-4,6-diphenyl-1,3,5-triazine 2-(3-Bromophenyl)-4,6-diphenyl-1,3,5-triazine 864377-31-1 C21H14BrN3
4-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 4-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1256358-88-9 C12H18BNO3
2-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1083168-87-9 C13H20BNO3
2-Ethoxycarbonylindole-5-boronic acid pinacol ester 2-Ethoxycarbonylindole-5-boronic acid pinacol ester 736990-02-6 C17H22BNO4
2,2'-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)biphenyl 2,2'-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)biphenyl 398128-09-1 C24H32B2O4
[Rh COD (R)-Binap]BF4, Rh 11.2% [Rh COD (R)-Binap]BF4, Rh 11.2% 120521-81-5 C52H42BF4P2Rh
2-Carbomethoxy-3-tropinone 2-Carbomethoxy-3-tropinone 36127-17-0 C10H15NO3
2-Boc-7-oxo-2-azaspiro[4.5]decane 2-Boc-7-oxo-2-azaspiro[4.5]decane 1421313-98-5 C14H23NO3
iMidazo(1,2,a)pyridine-8-boronic ester iMidazo(1,2,a)pyridine-8-boronic ester 1353387-21-9 C13H17BN2O2
1-iMidazole-4-boronic ester 1-iMidazole-4-boronic ester 851199-70-7 C15H19BN2O2
Ethyltrimethylammonium iodide Ethyltrimethylammonium iodide 51-93-4 C5H14IN
2-fluoro-3-Methylpyridin-4-ylboronic acid 2-fluoro-3-Methylpyridin-4-ylboronic acid 1451391-34-6 C6H7BFNO2
6-(5-Thiazolyl)pyridine-3-boronic acid pinacol ester 6-(5-Thiazolyl)pyridine-3-boronic acid pinacol ester 1402165-91-6 C14H17BN2O2S
6-(tert-Butyl)pyridine-3-boronic acid pinacol ester 6-(tert-Butyl)pyridine-3-boronic acid pinacol ester 2223047-95-6 C15H24BNO2
4,4,5,5-tetraMethyl-2-(4-(oxetan-3-yl)phenyl)-1,3,2-dioxaborolane 4,4,5,5-tetraMethyl-2-(4-(oxetan-3-yl)phenyl)-1,3,2-dioxaborolane 1402565-88-1 C15H21BO3
1,1'-Oxybis[2,2-difluoroethane] 1,1'-Oxybis[2,2-difluoroethane] 69948-35-2 C4H6F4O
Maleimide-PEG12-NH Maleimide-PEG12-NH 1426151-00-9 C38H63N3O19
Lithium triborate Lithium triborate B3LiO9-8
2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 1402166-38-4 C15H23BN2O3
4-chloro-3-cyclopropylphenylboronic acid 4-chloro-3-cyclopropylphenylboronic acid 1548739-71-4 C9H10BClO2
2-[4'-Ethyl(1,1'-biphenyl)-4-yl]-4,6-bis(trichloromethyl)-1,3,5-triazine 2-[4'-Ethyl(1,1'-biphenyl)-4-yl]-4,6-bis(trichloromethyl)-1,3,5-triazine 389579-66-2 C19H13Cl6N3
Tetra-n-octylammonium iodide Tetra-n-octylammonium iodide 16829-91-7 C32H68IN
1,3,2-Dioxaborolane, 2-[4-fluoro-3-(3-oxetanyl)phenyl]-4,4,5,5-tetramethyl- 1,3,2-Dioxaborolane, 2-[4-fluoro-3-(3-oxetanyl)phenyl]-4,4,5,5-tetramethyl- 2223055-56-7 C15H20BFO3
2-[4-Fluoro-2-(3-oxetanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-[4-Fluoro-2-(3-oxetanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2223049-38-3 C15H20BFO3
dodecahedrane dodecahedrane 4493-23-6 C20H20
1-Azetidinecarboxylic acid, 3-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester 1-Azetidinecarboxylic acid, 3-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester 2223012-09-5 C20H29BFNO4
Pyridine, 4-[3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]- Pyridine, 4-[3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]- 2223042-55-3 C15H20BN3O2
Propyne Propyne 74-99-7 C3H4
1-[9-Ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetyloxime) 1-[9-Ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetyloxime) 478556-66-0 C26H24N2O3
2(1H)-Pyridinone, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2(1H)-Pyridinone, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1002309-52-5 C12H18BNO3
t-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1-carboxylate t-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1-carboxylate 935278-73-2 C15H24BNO4
(2E)-Octadecenal (2E)-Octadecenal 51534-37-3 C18H34O
3-Hydroxymethylthiophene-2-boronic acid 3-Hydroxymethylthiophene-2-boronic acid 222840-73-5 C5H7BO3S
5-Bromo-2-chloro-4-(trifluoromethyl)pyridine 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine 823221-93-8 C6H2BrClF3N
4,6-Dichloro-2-methyl-nicotinic acid ethyl ester 4,6-Dichloro-2-methyl-nicotinic acid ethyl ester 686279-09-4 C9H9Cl2NO2
2-Pyrazol-1-yl-phenyl-boronic acid 2-Pyrazol-1-yl-phenyl-boronic acid 628692-18-2 C9H9BN2O2
methyl 1-cyanocyclobutanecarboxylate methyl 1-cyanocyclobutanecarboxylate 58920-79-9 C7H9NO2
4,4'-Diaminooctafluorobiphenyl 4,4'-Diaminooctafluorobiphenyl 1038-66-0 C12H4F8N2
4-Isopropoxy-2-methylphenylboronic acid 4-Isopropoxy-2-methylphenylboronic acid 871126-21-5 C10H15BO3
1H-Pyrazole-3-acetic  acid,  5-methyl-,  methyl  ester 1H-Pyrazole-3-acetic acid, 5-methyl-, methyl ester 113465-94-4 C7H10N2O2
3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane)-pyrazole 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane)-pyrazole 844501-71-9 C9H15BN2O2
(4-Cyanophenyl)methanesulfonyl chloride (4-Cyanophenyl)methanesulfonyl chloride 56105-99-8 C8H6ClNO2S
Potassium dodecahydrododecaborate hydrate Potassium dodecahydrododecaborate hydrate 12008-77-4 H12B12K2
(4-chloro-6-methylpyrimidin-5-yl)boronic acid (4-chloro-6-methylpyrimidin-5-yl)boronic acid 2710289-94-2 C5H6BClN2O2
(2-hydroxy-6-isopropylpyridin-4-yl)boronic acid (2-hydroxy-6-isopropylpyridin-4-yl)boronic acid 2256747-25-6 C8H12BNO3
(2-hydroxy-6-(tetrahydro-2H-pyran-2-yl)pyridin-4-yl)boronic acid (2-hydroxy-6-(tetrahydro-2H-pyran-2-yl)pyridin-4-yl)boronic acid 2256747-30-3 C10H14BNO4
(2-hydroxy-6-morpholinopyridin-4-yl)boronic acid (2-hydroxy-6-morpholinopyridin-4-yl)boronic acid 2256747-50-7 C9H13BN2O4
Ethyltrimethylammonium bromide Ethyltrimethylammonium bromide 2650-77-3 C2H5(CH3)3NBr
3-(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile 3-(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile 1257738-14-9 C12H11BN2O4
trans-2-Phenylvinylboronic  acid  MIDA  ester trans-2-Phenylvinylboronic acid MIDA ester 1152427-93-4 C13H14BNO4
Chloromethyl isobutyrate Chloromethyl isobutyrate 61644-18-6 C5H9ClO2
3-Nonadecylphenol 3-Nonadecylphenol C25H44O
3,8-Dihydroxy-1,9-dimethyl-6-(1-methyl-1-propenyl)-11H-dibenzo[b,e][1,4]dioxepin-11-one 3,8-Dihydroxy-1,9-dimethyl-6-(1-methyl-1-propenyl)-11H-dibenzo[b,e][1,4]dioxepin-11-one 36587-59-4 C19H18O5
1'a,9'b-Dihydro-3,4,4',9-tetrahydroxy-7-methoxy-7'-methylspiro[naphtho[2,3-b]furan-2(3H),2'(5'H)-oxireno[d]benzo[1,2-b:5,4-c']dipyran]-5,5',8-trione 1'a,9'b-Dihydro-3,4,4',9-tetrahydroxy-7-methoxy-7'-methylspiro[naphtho[2,3-b]furan-2(3H),2'(5'H)-oxireno[d]benzo[1,2-b:5,4-c']dipyran]-5,5',8-trione 11048-91-2 C25H16O12
3-Chloro-2-methylphenyl methyl sulfide 3-Chloro-2-methylphenyl methyl sulfide 82961-52-2 C8H9ClS
[4-(1H-Imidazol-1-yl)phenyl]boronic acid [4-(1H-Imidazol-1-yl)phenyl]boronic acid 229009-43-2 C9H9BN2O2
3-(2-Chloro-4-fluorophenylMethoxy)phenylboronic acid 3-(2-Chloro-4-fluorophenylMethoxy)phenylboronic acid 1256358-45-8 C13H11BClFO3
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furo[2,3-b]pyridine 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furo[2,3-b]pyridine 1251728-92-3 C13H16BNO3
1-cyclopropylhydrazine dihydrochloride 1-cyclopropylhydrazine dihydrochloride 1374652-23-9 C3H9ClN2
Cyclopropanecarboxylic acid, 2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, Methyl ester, (1R,2R)-rel- Cyclopropanecarboxylic acid, 2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, Methyl ester, (1R,2R)-rel- 126689-05-2 C11H19BO4
3-[(3-Pyridinyl)phenyl]boronic acid 3-[(3-Pyridinyl)phenyl]boronic acid 351422-72-5 C11H10BNO2
tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate 156496-89-8 C10H15NO3
5-Methoxy-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 5-Methoxy-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 1132669-90-9 C14H19BO4
3-BroMo-4-forMylbenzoic acid 3-BroMo-4-forMylbenzoic acid 91760-66-6 C8H5BrO3
5-chloro-6-(pyrrolidin-1-yl)pyridin-3-ylboronic acid 5-chloro-6-(pyrrolidin-1-yl)pyridin-3-ylboronic acid 1704121-31-2 C9H12BClN2O2
1-Cyclopentyl-1H-pyrazole-4-boronic acid 1-Cyclopentyl-1H-pyrazole-4-boronic acid 1416786-06-5 C8H13BN2O2
6-Isobutoxynaphthalene-2-boronic acid 6-Isobutoxynaphthalene-2-boronic acid 1228310-17-5 C14H17BO3
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