Picolinic acid supplier | CasNO.98-98-6

Name
Picolinic acid
EINECS 202-719-7
CAS No. 98-98-6
Article Data236
CAS DataBase
Density 1.293 g/cm³
Solubility water: 50 mg/mL, clear
Melting Point 139-142 °C(lit.)
Formula C₆H₅NO₂
Boiling Point 292.467 °C at 760 mmHg
Molecular Weight 123.111
Flash Point 130.68 °C
Transport Information
Appearance Off-white to tan powder
Safety 26-36-33-24/25
Risk Codes 22-36-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Pyridine-2-carboxylic acid;pyridine-2-carboxylic acid hydrochloride;2-pyridinecarboxylate;2-Carboxypyridine;pyridine-2-carboxylate;alpha-Picolinic acid hydrochloride;2-Pyridinecarboxylic acid, hydrochloride;.alpha.-Pyridinecarboxylic acid;o-Pyridinecarboxylic acid;PLA;2-Picolinic acid;2-pyridine carboxylic acid;Sodium picolinate;alpha-Pyridinecarboxylic acid;alpha-Picolinic acid;2-pyridinecarboxylic acid;Sodium pyridine-2-carboxylate;2-Pyridinecarboxylic acid, sodium salt;Picolinate;2-Pyridinecarboxylic Aicd;Alpha Picolinic Acid;Picolinic Acid (P521);
PSA 50.19000
LogP 0.77980

Synthetic route

: 586-98-1
2-Hydroxymethylpyridine

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Sealed tube;	98%
With tert-butyldimethylsilyl chloride In methanol; water at 20℃; for 0.5h; Green chemistry;	97%
Stage #1: 2-Hydroxymethylpyridine With sodium hydroxide; Rh(trop2NH)(PPh3)(OTf); water; cyclohexanone at 25℃; for 16h; Inert atmosphere; Stage #2: With hydrogenchloride; water chemoselective reaction;	96%

: 20988-55-0, 18728-61-5, 27911-63-3, 59042-90-9
1-(pyridine-2-yl)ethanol

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With 1,10-Phenanthroline; oxygen; copper diacetate; potassium hydroxide In dimethyl sulfoxide at 130℃; under 3000.3 Torr; for 12h; Autoclave;	79%

: 100-70-9
2-Cyanopyridine

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With potassium phosphate buffer at 30℃; for 144h; Rhodococcus sp. AJ270 cells;	46.3%
With phosphate buffer at 30℃; for 144h; rhodococcus rhodocrous AJ270, pH 7.0;	30%
With acetic acid tert-butyl ester; sulfuric acid In acetic acid at 45℃; for 0.1h; Ritter reaction; In flow;

: 1309453-54-0
C16H17NO2

A: 98-98-6
2-Picolinic acid

B: 338415-92-2
C16H15NO2

C: 100-09-4
4-methoxybenzoic acid

Conditions

Conditions	Yield
Stage #1: C16H17NO2 With oxygen; sodium hydride In tetrahydrofuran at 0 - 20℃; for 6h; Stage #2: With hydrogenchloride In water	A 18% B 84% C 18%

...Expand

: 109-06-8
α-picoline

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With sulfuric acid; ozone; acetic acid; manganese(II) acetate at 16℃; for 1h;	97%
Stage #1: α-picoline With β‐cyclodextrin In water at 60℃; for 0.5h; Stage #2: With sulfuric acid; dihydrogen peroxide; boric acid In water at 40℃; for 6h;	89.3%
With potassium hydroxide; oxygen; 18-crown-6 ether In 1,2-dimethoxyethane at 25℃; for 96h;	85%

: 1121-60-4
pyridine-2-carbaldehyde

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 20℃; for 12h; Temperature; Enzymatic reaction;	99%
With 3-bromo-2-(1-hydroxycyclohexyl)[1,2]selenazolo[2,3-a]pyridinium chloride; dihydrogen peroxide In water; tert-butyl alcohol at 20℃; for 2h;	96%
With oxygen; Langlois reagent In acetonitrile at 25℃; under 760.051 Torr; for 12h; Irradiation; Green chemistry;	95%

: 1309453-49-3
C15H14ClNO

A: 98-98-6
2-Picolinic acid

B: 1309453-57-3
C15H12ClNO

C: 74-11-3
para-chlorobenzoic acid

Conditions

Conditions	Yield
Stage #1: C15H14ClNO With oxygen; sodium hydride In tetrahydrofuran at 0 - 20℃; for 10h; Stage #2: With hydrogenchloride In water	A 51% B 45% C 51%

...Expand

: 1121-60-4
pyridine-2-carbaldehyde

A: 586-98-1
2-Hydroxymethylpyridine

B: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With aluminum oxide; water; sodium hydroxide at 100℃; for 0.0333333h; Cannizzaro Reaction; Microwave irradiation;	A 47% B 47%
With N,N,N',N'-tetramethylguanidine In water at 20℃; for 7h; Cannizzaro reaction;	A 39% B 36%

: 626-61-9
4-Chloropyridine

: 617-35-6
2-oxo-propionic acid ethyl ester

: ferrous(II) sulfate heptahydrate

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid; dihydrogen peroxide In water; toluene	50%

...Expand

: 626-61-9
4-Chloropyridine

: 617-35-6
2-oxo-propionic acid ethyl ester

: ferrous(II) sulfate heptahydrate

conc. H2 SO4: conc. H2 SO4

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In water; toluene	50%

...Expand

: 824-40-8
2-pyridinecarboxylic acid N-oxide

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With ammonium formate; silica gel; zinc In methanol at 20℃; for 0.166667h; chemoselective reaction;	88%
With triphenylphosphine; [MoO2Cl2(dmf)2] In tetrahydrofuran for 2h; Heating;	81%

: 109-06-8
α-picoline

: 524-38-9
N-hydroxyphthalimide

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With acetic acid	77%

: 55401-97-3
2-(Bromomethyl)pyridine

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With 5,10,15,20-tetra(4-nitrophenyl) porphyrinato iron chloride; [bis(acetoxy)iodo]benzene; water In methanol at 50℃; for 12h;	89%

: 5029-67-4
2-iodopyridine

: 201230-82-2
carbon monoxide

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
Stage #1: 2-iodopyridine; carbon monoxide With potassium carbonate In water at 100℃; under 3750.38 Torr; for 15h; Autoclave; Stage #2: With hydrogenchloride In water	37%
With water; sodium carbonate; palladium diacetate at 20 - 165℃; under 10501.1 - 22502.3 Torr; for 0.333333h; microwave irradiation;	15%

: 586-98-1
2-Hydroxymethylpyridine

A: 1121-60-4
pyridine-2-carbaldehyde

B: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; [O-Cu4(triethanolamine)4(BOH)4][BF4]2 In acetonitrile at 69.84℃; for 6h; Title compound not separated from byproducts.;
With copper(ll) sulfate pentahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N-(4-fluorophenyl)-1-(pyroll-2-yl)methanimine; dihydrogen peroxide; potassium carbonate In water at 60℃; for 1h;
With sodium hypochlorite In 1,2-dimethoxyethane; water at 20℃; for 4h;	A 52 %Chromat. B 43 %Chromat.

: 124-38-9
carbon dioxide

: 127827-58-1
pyridin-2-yl sulfurofluoridate

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With manganese; bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 20h; Schlenk technique; Inert atmosphere; Glovebox;

: 492-73-9
2,2'-Pyridil

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With tetraethylammonium bromide; potassium oxide In N,N-dimethyl-formamide at 30℃; for 3.5h;	59%
With 6-(pyridin-2-yl)-6,7-dihydrobenzo[g]naphtho[2,3-c](5,8,13,14-tetraone)cinnolinyl; triethylamine In methanol at 20℃; for 30h;

: 109-09-1
2-chloropyridine

: dinorbornyl phosphine

palladium bis(benzonitrile) dichloride: palladium bis(benzonitrile) dichloride

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With sodium carbonate In ethanol; water

...Expand

: 109-06-8
α-picoline

: 524-38-9
N-hydroxyphthalimide

acetylacetonatocobalt(II) Co(AA)2: acetylacetonatocobalt(II) Co(AA)2

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With acetic acid In water; benzonitrile

...Expand

: 864424-24-8
indolin-1-yl(pyridin-2-yl)methanone

A: 98-98-6
2-Picolinic acid

B: 496-15-1
1-indoline

Conditions

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 4h;	A n/a B 95%

: 15226-74-1, 61091-28-9, 61117-58-6
dicobalt octacarbonyl

: pyridin-2-yl 2,3,4,5,6-pentafluorobenzenesulfonate

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; water at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;	78%

: 15226-74-1, 61091-28-9, 61117-58-6
dicobalt octacarbonyl

: 65007-00-3
pyridin-2-yl trifluoromethanesulfonate

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; water at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;	75%

: 109-04-6
2-bromo-pyridine

: 124-38-9
carbon dioxide

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 2-(diphenylphosphino)-2’(3-(dimethylamino)-3-oxopropyl)-6’-(3-(icosyloxy)-3-oxopropyl)biphenyl; water; palladium diacetate; N-ethyl-N,N-diisopropylamine In toluene under 760.051 Torr; for 16h; Inert atmosphere; Schlenk technique; Irradiation;	78%

: N-(4-(1H-pyrazol-1-yl)naphthalen-1-yl)picolinamide

A: 98-98-6
2-Picolinic acid

B: 4-(1H-pyrazol-1-yl)naphthalen-1-amine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 90℃; for 8h;
With sodium hydroxide In ethanol at 100℃; for 12h; Schlenk technique;

: 74104-89-5
p-nitrophenyl picolinate

A: 98-98-6
2-Picolinic acid

B: 14609-74-6
p-nitrophenolate

Conditions

Conditions	Yield
With C18H12Cl2Cu2N2O6 at 25℃; pH=7.9; Kinetics; Concentration; pH-value; Reagent/catalyst;
With sodium hydroxide In water; acetonitrile at 25℃; Kinetics; Mechanism;

: 71653-50-4
pyridine-2-carboxylic acid N-tert-butylamide

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 100-70-9
2-Cyanopyridine

A: 98-98-6
2-Picolinic acid

B: 1452-77-3
pyridine-2-carboxylic acid amide

Conditions

Conditions	Yield
Stage #1: 2-Cyanopyridine With Br(1-)*C24H30N4Rh(1+); water In isopropyl alcohol at 25℃; for 0.5h; Inert atmosphere; Stage #2: With potassium tert-butylate In isopropyl alcohol at 25℃; for 2h; Inert atmosphere;	A 48% B 52%

: 109-04-6
2-bromo-pyridine

: 590-29-4
potassium formate

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With [PhCOPd(PtBu3)I]; dtbpf In 2-methyltetrahydrofuran at 80℃; for 18h; Inert atmosphere;	53%

: 1702-17-6
Clopyralid

: 98-98-6
2-Picolinic acid

Conditions

Conditions	Yield
With Graphite; sodium hydroxide In water at 25℃; for 3h; Reagent/catalyst; Electrolysis;

: 1702-17-6
Clopyralid

A: 98-98-6
2-Picolinic acid

B: 57266-69-0
3-chloropyridine-2-carboxylic acid

Conditions

Conditions	Yield
With Graphite; sodium hydroxide In water at 25℃; for 3h; Electrolysis;
With Graphite; sodium hydroxide In water at 25℃; for 6h; pH=11.5 - 13.5; Reagent/catalyst; pH-value; Electrolysis;

: 98-98-6
2-Picolinic acid

: 29745-44-6
pyridine-2-carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride In neat (no solvent) at 20℃; for 48h; Inert atmosphere;	100%
With thionyl chloride In benzene at 0℃; for 12h; Reflux;	60%
With thionyl chloride

: 98-98-6
2-Picolinic acid

: 4043-87-2
pipecolic Acid

Conditions

Conditions	Yield
With (R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldiphenylphosphine; hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate In methanol at 60℃; under 75006 Torr; for 20h; Product distribution; Further Variations:; Reagents; Solvents; ratio;	100%
With hydrogen; platinum(IV) oxide In ethanol at 125℃; under 18751.5 Torr; for 1h; Irradiation; microwave irradiation;	99%
With hydrogen; platinum(IV) oxide In ethanol at 80℃; under 5171.62 Torr; for 0.166667h; microwave irradiation;	99%

: 98-98-6
2-Picolinic acid

: 16837-39-1
pyridine-2-carboxylic anhydride

Conditions

Conditions	Yield
Stage #1: 2-Picolinic acid With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; Stage #2: With bis(trichloromethyl) carbonate In tetrahydrofuran at 0 - 20℃;	100%
With 1-ethyl-piperidine; Phenyl N-methyl-N-phenylphosphoramidochloridate In dichloromethane for 0.5h; Ambient temperature;
With 1-ethyl-piperidine; N,N'-diphenylphosphorodiamidic chloride In dichloromethane for 0.5h; Ambient temperature;
With 2,4,6-trimethyl-pyridine; bis(trichloromethyl) carbonate In tetrahydrofuran for 0.0166667h;

: 98-98-6
2-Picolinic acid

: 53750-66-6
4-chloro-pyridine-2-carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 12h;	100%
With thionyl chloride; N,N-dimethyl-formamide at 50℃; for 17.5h; Reflux;	100%
With thionyl chloride; sodium bromide at 80℃; for 22h;	98%

: 98-98-6
2-Picolinic acid

: 618-36-0
rac-methylbenzylamine

: 2909-32-2
pyridine-2-carboxylic acid (1-phenyl-ethyl)amide

Conditions

Conditions	Yield
With dmap; benzenesulfonic anhydride In dichloromethane at 20℃; for 1h;	100%
With dmap In dichloromethane at 20℃; for 1h;	93%
With pyridine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	73%

: 110-89-4
piperidine

: 98-98-6
2-Picolinic acid

: 340004-68-4
2-(N,N-penta-1,5-diyl-carboxamido)-pyridine

Conditions

Conditions	Yield
With dmap; benzenesulfonic anhydride In dichloromethane at 20℃; for 1h;	100%
Stage #1: 2-Picolinic acid With iodine; triethylamine; phosphorous acid trimethyl ester In dichloromethane for 0.166667h; Cooling with ice; Inert atmosphere; Stage #2: piperidine In dichloromethane at 20℃; for 2h; Inert atmosphere; Cooling with ice;	85%
With dmap In dichloromethane at 20℃; for 1h;	82%

: 98-98-6
2-Picolinic acid

: 2038-57-5
3-Phenylpropan-1-amine

: N-(3-phenylpropyl)picolinamide

Conditions

Conditions	Yield
With dmap; benzenesulfonic anhydride In dichloromethane at 20℃; for 1h;	100%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	91%
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 20℃;

: 98-98-6
2-Picolinic acid

: 933-90-4
3-hydroxypyridine-2-carboxamide

: 1394853-33-8
N-(3-hydroxypicolinoyl)picolinamide

Conditions

Conditions	Yield
Stage #1: 2-Picolinic acid With dmap; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 3-hydroxypyridine-2-carboxamide at 20℃; for 73h; Reflux; Inert atmosphere;	100%

: 98-98-6
2-Picolinic acid

: C14H18O

: 1-(1,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)ethyl picolinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Cooling with ice;	100%

: 98-98-6
2-Picolinic acid

: C15H20O

: 1-(4'-methyl-1,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)ethyl picolinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Cooling with ice;	100%

: 98-98-6
2-Picolinic acid

: C25H34N2O

: C31H37N3O2

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	100%

: 98-98-6
2-Picolinic acid

: 156626-44-7
ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

: ethyl 2,4-di-O-benzyl-3-O-(2-pyridinecarbonyl)-1-thio-α-L-rhamnopyranoside

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h; Inert atmosphere;	91%

: 98-98-6
2-Picolinic acid

: 213192-26-8
2-amino-6-(1,1-dimethylethyl)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid methyl ester

: methyl 6-(tert-butyl)-2-(picolinamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Conditions

Conditions	Yield
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In acetonitrile at 60℃; for 20h;	100%

: 1121-60-4
pyridine-2-carbaldehyde

: 98-98-6
2-Picolinic acid

: 2273-51-0
diphenyltin(IV) oxide

: 95-55-6
2-amino-phenol

: 1187857-43-7
[(OC6H4NCHC5H4N)Sn(NC5H4CO2)(C6H5)2]

Conditions

Conditions	Yield
In benzene soln. of Sn oxide and picolinic acid in C6H6 was added to soln. of aldehyde and phenol; refluxed for 40 min; concd. (vac.); filtered; elem. anal.;	99.5%

...Expand

: 98-98-6
2-Picolinic acid

: 100-46-9
benzylamine

: 18904-38-6
N-benzyl-2-pyridinecarboxamide

Conditions

Conditions	Yield
With tetrachloromethane; Bis(p-nitrophenyl) phosphate; 3-Methyl-1-phenyl-2-phospholene 1-oxide In toluene at 110℃; for 20h; Green chemistry;	99%
Stage #1: 2-Picolinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: benzylamine With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	98%
Stage #1: 2-Picolinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; Stage #2: benzylamine With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;	98%

: 98-98-6
2-Picolinic acid

: 4299-70-1
L-tryptophan methyl ester

: 934745-79-6
(S)-methyl3-(1H-indol-3-yl)-2-(picolinamido)propanoat

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 16h; Inert atmosphere;	99%
Stage #1: 2-Picolinic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: L-tryptophan methyl ester at 20℃; for 12h;	90%
With triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h;	82%
With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane 2 h, 0 deg C, 2 h, 20 deg C;

: 98-98-6
2-Picolinic acid

: 4937-62-6
2-amino-4-methylbenzophenone

: 4-methyl-2-(picolinoylamino)benzophenone

Conditions

Conditions	Yield
With triethylamine; p-toluenesulfonyl chloride In dichloromethane at 40 - 50℃;	99%

: 98-98-6
2-Picolinic acid

: 109582-31-2, 136597-79-0, 139951-77-2, 142071-04-3
(2S,3S)-1,4-bis(phenylmethoxy)-2,3-diaminobutane

: 890662-56-3
(2S,3S)-1,4-dibenzyloxy-2,3-bis(2-pyridinoylamino)butane

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃;	99%

: 98-98-6
2-Picolinic acid

: 7647-14-5
sodium chloride

: palladium dichloride

: 22602-40-0
[Pd(picolinic acid)2]

Conditions

Conditions	Yield
In water to aq. soln. Na2(PdCl4), prepared in situ by react. PdCl2 and NaCl, was added pyridine-2-carboxylic acid in water and stirred for 2 h; ppt. was filtered, washed with water and acetone, and dried in vacuo; elem. anal.;	99%

...Expand

: 98-98-6
2-Picolinic acid

: 1600-27-7
mercury(II) diacetate

: mercuric pyridine-2-carboxylate

Conditions

Conditions	Yield
In methanol mixing MeOH (or EtOH) solns. of stoich. amts. of Hg(OAc)2 and carboxylic acid; elem. anal.;	99%

: 98-98-6
2-Picolinic acid

: thallium(I) carbonate

: 86668-74-8
thallium(I) pyridine-2-carboxylate

Conditions

Conditions	Yield
In methanol stoich. amts., refluxing for 30-45 min; cooling to -15°C, filtration, pptn. on standing;	99%
In methanol N2-atmosphere;

: 98-98-6
2-Picolinic acid

: bis[2-(2,4-difluorophenyl)pyridinato-N,C6']iridium(III) chloride dimer

: 376367-93-0
iridium(III) bis[2-(4,6-difluorophenyl)pyridinato]picolinate

Conditions

Conditions	Yield
With Na2CO3 In not given Ir-complex reacted with ligand in the presence of Na2CO3;	99%
With sodium carbonate In 1,2-dimethoxyethane for 9h; Inert atmosphere; Reflux;	91%
With sodium carbonate In 1,2-dimethoxyethane at 85℃; for 9h; Inert atmosphere;	91%
With Na2CO3 In 2-ethoxy-ethanol soln. Ir complex, ligand and Na2CO3 in 2-ethoxyethanol was refluxed for 24 h; solvent was roto-evapd., residue was chromed. on silica (CH2Cl2 - n-hexane);	75%

: 98-98-6
2-Picolinic acid

: 18531-99-2, 602-09-5, 18531-94-7
1,1’-bi-2-naphthol

: 688-71-1
tri-n-propyl borate

: 866128-44-1, 866239-74-9
C26H16BNO4

Conditions

Conditions	Yield
In toluene binaphthol mixed with B-compd. in dry toluene under Ar, refluxed with constant stirring at <=90°C, cooled to 60-70°C after 8h, dried picolinic acid added, refluxed for several hours; filtered, washed with toluene and methanol, dried in vac.,;	99%

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: 98-98-6
2-Picolinic acid

: 124222-34-0
5-(4-methoxybenzyloxy)pent-3-yn-2-ol

: 1189125-38-9
5-(4-methoxybenzyloxy)-3-pentyn-2-yl pyridine-2-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Cooling with ice;	99%

: 98-98-6
2-Picolinic acid

: 175439-34-6, 194152-65-3, 896465-30-8
C14H18O

: 1240401-98-2
2-(4-phenylcyclohexylidene)ethyl picolinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Cooling with ice;	99%

: 98-98-6
2-Picolinic acid

: C20H29NO3

: 2-(2-hexyl-1-(phenoxycarbonyl)piperidin-4-ylidene)ethyl picolinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 5h; Cooling with ice;	99%

: 98-98-6
2-Picolinic acid

: 79777-81-4
(S)-methyl 2-amino-4,4-dimethylpentanoate hydrochloride

: 1353864-05-7
C14H20N2O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	99%

: 98-98-6
2-Picolinic acid

: palladium dichloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: C33H40ClN3O2Pd

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran for 12h; Inert atmosphere; Reflux;	99%
With caesium carbonate In 1,4-dioxane at 80℃; for 20h; Schlenk technique; Inert atmosphere;	65%

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: 98-98-6
2-Picolinic acid

: (R,E)-2-(3-phenylpropylidene)cyclopentan-1-ol

: (R,E)-2-(3-phenylpropylidene)cyclopentyl picolinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; Cooling with ice;	99%

Picolinic acid Chemical Properties

IUPAC Name: Pyridine-2-carboxylic acid
Canonical SMILES: C1=CC=NC(=C1)C(=O)O
InChI: InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)
InChIKey: SIOXPEMLGUPBBT-UHFFFAOYSA-N
Molecular Weight: 123.1094 [g/mol]
Molecular Formula: C₆H₅NO₂
XLogP3: 0.8
H-Bond Donor: 1
H-Bond Acceptor: 3
storage temp.: Store at RT.
solubility: H₂O: 50 mg/mL, clear
Water Solubility: 887 g/L (20 °C)
Appearance: Off-white to tan powder
Melting Point: 139-142 °C
Index of Refraction: 1.57
Molar Refractivity: 31.27 cm³
Molar Volume: 95.1 cm³
Surface Tension: 58.7 dyne/cm
Density: 1.293 g/cm³
Flash Point: 130.7 °C
Enthalpy of Vaporization: 56.18 kJ/mol
Boiling Point: 292.5 °C at 760 mmHg
Vapour Pressure: 0.000836 mmHg at 25 °C
EINECS: 202-719-7
Product Categories: Nitrogen cyclic compounds; Pyridine; Organic acids; API intermediates; Pyridine series
Classification Code of Picolinic acid (CAS NO.98-98-6): Chelating Agents; Iron chelating agents

Picolinic acid Uses

Picolinic acid (CAS NO.98-98-6) acts as a chelating agent of elements such as chromium, zinc, manganese, copper, iron, and molybdenum in the human body. It is involved in phenylalanine, tryptophan, and alkaloid production, and for the quantitative detection of calcium.

Picolinic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
bird - wild	LD50	oral	178mg/kg (178mg/kg)	Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
mouse	LD50	intraperitoneal	360mg/kg (360mg/kg)	Chemical and Pharmaceutical Bulletin. Vol. 17, Pg. 2377, 1969.
mouse	LD50	intravenous	487mg/kg (487mg/kg)	Therapie. Vol. 23, Pg. 1343, 1968.
quail	LD50	oral	562mg/kg (562mg/kg)	Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

Picolinic acid Consensus Reports

Reported in EPA TSCA Inventory.

Picolinic acid Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic by intravenous route. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 22-36-36/37/38
R22:Harmful if swallowed.
R36:Irritating to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-33-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S33:Take precautionary measures against static discharges.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: TJ7344000

Picolinic acid Specification

Picolinic acid (CAS NO.98-98-6), its Synonyms are 2-Carboxypyridine ; 2-Pyridinecarboxylic acid ; Acide picolique ; Pyridine-carboxylique-2 ; alpha-Pyridinecarboxylic acid ; o-Pyridinecarboxylic acid .

Product Name

Picolinic acid

Synthetic route

Picolinic acid Chemical Properties

Picolinic acid Uses

Picolinic acid Toxicity Data With Reference

Picolinic acid Consensus Reports

Picolinic acid Safety Profile

Picolinic acid Specification

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