4-Iodobenzoic acid supplier

Name
4-Iodobenzoic acid
EINECS 210-603-2
CAS No. 619-58-9
Article Data111
CAS DataBase
Density 1.999 g/cm³
Solubility 0.04 g/L (25 °C) in water
Melting Point 270-274 °C
Formula C₇H₅IO₂
Boiling Point 318.5 °C at 760 mmHg
Molecular Weight 248.02
Flash Point 146.4 °C
Transport Information
Appearance white to off-white powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzoic acid, 4-iodo-;Benzoic acid, p-iodo-;p-Iodobenzenecarboxylic acid;4-Jodbenzoesaeure [German];4-iodobenzoate;p-Iodobenzoic acid;
PSA 37.30000
LogP 1.98940

Synthetic route

: p-carboxybenzene diazonium nitrate

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With potassium iodide for 24h;	100%

: 624-31-7
4-tolyl iodide

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; water at 20℃; for 14h; Inert atmosphere;	99%
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 60h; Irradiation;	82%
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 60h; UV-irradiation;	81.5%

: 150-13-0
4-amino-benzoic acid

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
Stage #1: 4-amino-benzoic acid With cation-exchange resin KU-2-8; sodium nitrite In water at 20℃; for 2.33333h; Stage #2: With potassium iodide In water at 20℃; for 10h; Further stages.;	98%
Stage #1: 4-amino-benzoic acid With sodium nitrite In neat (no solvent) at 0℃; for 0.133333h; Green chemistry; Stage #2: With sodium iodide In neat (no solvent) at 0 - 20℃; for 0.1h; Green chemistry;	95%
Stage #1: 4-amino-benzoic acid With nicotinic acid sulfate; sodium nitrite In water at 20℃; for 0.333333h; Grinding; Stage #2: With sodium iodide In water at 20℃;	85%

: 18282-51-4
4-iodo-benzyl alcohol

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 48h; Schlenk technique;	97%
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;	93%
With oxygen at 120℃; for 10h; Green chemistry;	92%
With C22H36IrNP(1+)*CF3O3S(1-); potassium hydroxide In toluene at 120℃; for 18h;	42%
Multi-step reaction with 2 steps 1: tert.-butylnitrite; oxygen / acetonitrile / 24 h / 25 °C / 760.05 Torr / Green chemistry 2: oxygen / acetonitrile / 12 h / 80 °C / 760.05 Torr / Green chemistry View Scheme

: 15290-29-6
4-(trimethylsilyl)benzoic acid

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With Iodine monochloride In tetrachloromethane 1.) RT, 30 min, 2.) reflux, 1 h;	95%

: 1314659-41-0
4-iodo-N,N-bis(pyridin-2-ylmethyl)benzamide

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodo-N,N-bis(pyridin-2-ylmethyl)benzamide With methanol; copper(II) bis(trifluoromethanesulfonate) at 20℃; for 16h; Stage #2: With barium(II) hydroxide In methanol; water at 20℃; Inert atmosphere; Stage #3: With hydrogenchloride In methanol; water Inert atmosphere;	95%

: 619-44-3
methyl 4-iodobenzoate

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With iodine; aluminium In acetonitrile at 80℃; for 18h;	93%
With water; sodium hydroxide In methanol

: 201230-82-2
carbon monoxide

: 624-38-4
para-diiodobenzene

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With water; palladium diacetate; potassium carbonate at 20℃; under 760.051 Torr; for 7h;	92%

: 52936-52-4
4-carboxybenzenediazonium 4-methylbenzenesulfonate

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With potassium iodide In water at 20℃; for 4h;	91%
With potassium iodide In water for 0.333333h; paste form;

: 14047-29-1
4-carboxyphenylboronic acid

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With iodine; potassium carbonate In acetonitrile at 80℃; for 8h; Inert atmosphere; Schlenk technique; Sealed tube;	89%

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In 1,4-dioxane at 100℃; for 1.5h;	89%

: 201230-82-2
carbon monoxide

: 1514-50-7
4-iodobenzenediazonium tetrafluoroborate

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With sodium acetate; palladium diacetate In acetonitrile under 6619.6 Torr; for 0.25h; Ambient temperature;	86%

: 124-38-9
carbon dioxide

: 5572-94-1
2-(4-iodophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With (1,3-bis(2,6-diisopropyl-4-(morpholinomethyl)phenyl)imidazolidin-2-ylidene)copper(I) bromide; potassium tert-butylate In tetrahydrofuran under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Reflux; Green chemistry;	86%
With potassium tert-butylate; copper(l) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 70℃; under 760.051 Torr; for 24h;	85%
Stage #1: carbon dioxide; 5,5-dimethyl-2-(4-iodophenyl)-1,3,2-dioxaborinane With potassium tert-butylate; silver(I) acetate; triphenylphosphine In tetrahydrofuran at 70℃; under 15201 Torr; for 16h; Inert atmosphere; Autoclave; Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;	79%
Stage #1: carbon dioxide; 5,5-dimethyl-2-(4-iodophenyl)-1,3,2-dioxaborinane With copper(l) iodide; 5,5-bis(4,5-dihydrooxazol-2-yl)nonane; cesium fluoride In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 10h; Stage #2: With hydrogenchloride; water In N,N-dimethyl-formamide	76%

: 18282-51-4
4-iodo-benzyl alcohol

A: 619-58-9
4-iodobenzoic acid

B: 15164-44-0
p-(iodophenyl)carboxaldehyde

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 48h; Schlenk technique;	A 86% B 14 %Spectr.

: 4-carboxybenzenediazonium trifluoromethanesulfonate

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With potassium iodide In water at 20℃;	77%

: 151073-93-7
C6H4I2Zn

: 124-38-9
carbon dioxide

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
Stage #1: C6H4I2Zn; carbon dioxide With lithium chloride In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; for 48h; Stage #2: With hydrogenchloride; water In N,N-dimethyl-formamide	70%

: 124-38-9
carbon dioxide

: 5122-99-6
4-iodophenylboronic acid

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); potassium methanolate In N,N-dimethyl acetamide at 70℃; for 24h; Schlenk technique; Sealed tube;	69%

: 18282-51-4
4-iodo-benzyl alcohol

A: 619-58-9
4-iodobenzoic acid

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodo-benzyl alcohol With [RuCl2(p-cymene)(iPr2-imy)]; tricyclohexylphosphine tetrafluoroborate; potassium hydroxide In toluene for 6h; Schlenk technique; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In water pH=1;	A 67% B 12%

: 586-76-5
4-Bromobenzoic acid

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With potassium iodide at 19.9℃; under 45003600 Torr; Product distribution; under shear deformation (360 deg); other pressures, regents, angles of rotation;	3.73%

: 74-11-3
para-chlorobenzoic acid

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With potassium iodide at 19.9℃; under 45003600 Torr; Product distribution; under shear deformation (360 deg); other reagents;	2.3%

: 3058-39-7
4-iodobenzonitrile

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With sulfuric acid at 180℃;
With potassium hydroxide

: 3001-15-8
4,4'-diiodobiphenyl

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid

: 4230-36-8
4-iodosyl-benzoic acid

A: 619-58-9
4-iodobenzoic acid

B: 64297-66-1
4-iodylbenzoic acid

Conditions

Conditions	Yield
With water at 160℃;

: 861602-18-8
1,2-bis-(4-iodo-phenyl)-1,2-diphenyl-ethane-1,2-diol

: 75-36-5
acetyl chloride

A: 619-58-9
4-iodobenzoic acid

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
at 100℃; nachfolgend Verseifen mit alkoh. Kalilauge;

...Expand

: 15164-44-0
p-(iodophenyl)carboxaldehyde

A: 619-58-9
4-iodobenzoic acid

B: 18282-51-4
4-iodo-benzyl alcohol

Conditions

Conditions	Yield
With potassium hydroxide auch unter Zusatz von Aethanol;
With potassium hydroxide

: 3956-07-8
4-iodobenzamide

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 90℃; for 3h; Rate constant;

: 619-44-3
methyl 4-iodobenzoate

A: 93-58-3
benzoic acid methyl ester

B: 619-58-9
4-iodobenzoic acid

C: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With 1-Benzyl-1,4-dihydronicotinamide; RhCl(PPh3)3 In acetonitrile at 69.9℃; for 6h; in the dark;	A 95 % Chromat. B n/a C n/a

...Expand

: 15164-44-0
p-(iodophenyl)carboxaldehyde

: 619-58-9
4-iodobenzoic acid

Conditions

Conditions	Yield
With perchloric acid; pyridinium chlorochromate In acetic acid at 29.9 - 59.9℃; Thermodynamic data; E(a), ΔH(excit.), ΔS(excit.), ΔG(excit.);
With acetic acid; quinolinium chlorochromate(VI) In water at 29.85℃; Kinetics; Further Variations:; Temperatures; Oxidation;
With oxygen In acetonitrile at 80℃; under 760.051 Torr; for 12h; Green chemistry;	52 mg

: 2-Hydroxy-1-(4-iodo-phenyl)-2-phenyl-ethanone

A: 619-58-9
4-iodobenzoic acid

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With sodium methylate In methanol at 30℃; Kinetics; Thermodynamic data; enthalpy-entropy relationship, ΔH(excit.), ΔS(excit.);

: 67-56-1
methanol

: 619-58-9
4-iodobenzoic acid

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With acetyl chloride at 60℃; for 12h;	100%
With sulfuric acid for 30h; Reflux;	99%
With sulfuric acid Reflux;	99%

: 619-58-9
4-iodobenzoic acid

: 18282-51-4
4-iodo-benzyl alcohol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at -20 - 50℃; for 14h; Reflux;	100%
With borane-THF In tetrahydrofuran at 20℃; for 16h;	99%
With borane-THF In tetrahydrofuran at 20℃;	99%

: 619-58-9
4-iodobenzoic acid

: 1711-02-0
4-iodobenzoic acid chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide	100%
	100%
With thionyl chloride In dichloromethane for 18h; Heating;	100%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 619-58-9
4-iodobenzoic acid

: 39028-25-6
2,5-dioxopyrrolidin-1-yl 4-iodobenzoate

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 2h; Heating;	100%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h; Inert atmosphere;	100%
With dicyclohexyl-carbodiimide In 1,4-dioxane at 24.85℃; for 24h;	99%

: 619-58-9
4-iodobenzoic acid

: 98-80-6
phenylboronic acid

: 92-92-2
biphenyl-4-carboxylic acid

Conditions

Conditions	Yield
With potassium phosphate monohydrate; 4,4'-di-tBu-2,2'-dipyridylpalladium(II) dichloride In methanol; water at 80℃; for 2h; Suzuki-Miyaura Coupling;	100%
With potassium carbonate; palladium dichloride In water at 20 - 90℃; Suzuki coupling; Inert atmosphere;	99%
With potassium carbonate In water at 90℃; for 0.25h; Suzuki reaction; Inert atmosphere;	99%

: 13331-23-2
fur-2-ylboronic acid

: 619-58-9
4-iodobenzoic acid

: 35461-98-4
4-(furan-2-yl)benzoic acid

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 90℃; Inert atmosphere;	100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 20 - 90℃; Inert atmosphere;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 90℃; Inert atmosphere;	92%

: 696-63-9
4-Methoxybenzenethiol

: 619-58-9
4-iodobenzoic acid

: 252973-46-9
4-[(4-methoxyphenyl)thio]benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h; Stage #2: 4-Methoxybenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

: 696-63-9
4-Methoxybenzenethiol

: 619-58-9
4-iodobenzoic acid

: 4-((4-methoxyphenyl)thio)benzamide

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h; Stage #2: 4-Methoxybenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

Yield

Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h;
Stage #2: 4-Methoxybenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h;
Stage #3: With trifluoroacetic acid In dichloromethane

100%

: 619-58-9
4-iodobenzoic acid

: 7217-59-6
2-Methoxybenzenethiol

: 4-[(2-methoxyphenyl)thio]benzamide

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h; Stage #2: 2-Methoxybenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

Yield

Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h;
Stage #2: 2-Methoxybenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h;
Stage #3: With trifluoroacetic acid In dichloromethane

100%

: 619-58-9
4-iodobenzoic acid

: 7217-59-6
2-Methoxybenzenethiol

: 4-[(2-methoxyphenyl)thio]benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h; Stage #2: 2-Methoxybenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

: 619-58-9
4-iodobenzoic acid

: 825-83-2
4-trifluoromethylbenzenethiol

: 4-{[4-(trifluoromethyl)phenyl]thio}benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h; Stage #2: 4-trifluoromethylbenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

: 619-58-9
4-iodobenzoic acid

: 825-83-2
4-trifluoromethylbenzenethiol

: 4-{[4-(trifluoromethyl)phenyl]thio}benzamide

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h; Stage #2: 4-trifluoromethylbenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

Yield

Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h;
Stage #2: 4-trifluoromethylbenzenethiol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h;
Stage #3: With trifluoroacetic acid In dichloromethane

100%

: 619-58-9
4-iodobenzoic acid

: 106-45-6
para-thiocresol

: 4-[(4-methylphenyl)thio]benzamide

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h; Stage #2: para-thiocresol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

Yield

Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h;
Stage #2: para-thiocresol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h;
Stage #3: With trifluoroacetic acid In dichloromethane

100%

: 619-58-9
4-iodobenzoic acid

: 106-45-6
para-thiocresol

: 22494-64-0
4-[(4-methylphenyl)thio]benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h; Stage #2: para-thiocresol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

: (5-mercapto-4-phenyl-4H-[1,2,4]triazol-3-ylmethyl)-carbamic acid tert-butyl ester

: 619-58-9
4-iodobenzoic acid

: 76-05-1
trifluoroacetic acid

: 4-(5-aminomethyl-4-phenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-benzoic acid; compound with trifluoro-acetic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h; Stage #2: (5-mercapto-4-phenyl-4H-[1,2,4]triazol-3-ylmethyl)-carbamic acid tert-butyl ester With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: trifluoroacetic acid In dichloromethane	100%

Yield

Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h;
Stage #2: (5-mercapto-4-phenyl-4H-[1,2,4]triazol-3-ylmethyl)-carbamic acid tert-butyl ester With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h;
Stage #3: trifluoroacetic acid In dichloromethane

100%

...Expand

: 619-58-9
4-iodobenzoic acid

: 137-06-4
2-thiocresol

: 4-[(2-methylphenyl)thio]benzamide

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h; Stage #2: 2-thiocresol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

Yield

Stage #1: 4-iodobenzoic acid With SPPSLRAM SynPhase Lanterns(R); 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; N,N-dimethyl-formamide at 45℃; for 15h;
Stage #2: 2-thiocresol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h;
Stage #3: With trifluoroacetic acid In dichloromethane

100%

: 619-58-9
4-iodobenzoic acid

: 137-06-4
2-thiocresol

: 4-[(2-methylphenyl)thio]benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With dmap; SPPSLHMP SynPhase Lanterns(R); dacarbazine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 15h; Stage #2: 2-thiocresol With borohydride polymer supported Amberlite(R) IRA400; bis(bipyridine)nickel(II) bromide In tetrahydrofuran; ethanol at 70℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane	100%

: 619-58-9
4-iodobenzoic acid

: 890005-22-8, 35179-55-6
3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole

: 4-[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid; 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole With potassium carbonate; copper(l) iodide; dimethylaminoacetic acid In dimethyl sulfoxide at 130℃; for 3.25h; Stage #2: With hydrogenchloride In water pH=~ 2; Product distribution / selectivity;	100%

: 619-58-9
4-iodobenzoic acid

: 15164-44-0
p-(iodophenyl)carboxaldehyde

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With borane-THF at 20℃; Inert atmosphere; Cooling with ice; Stage #2: With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 3.5h;	100%
Stage #1: 4-iodobenzoic acid With borane-THF Stage #2: With pyridinium chlorochromate In chloroform	92%
Multi-step reaction with 2 steps 1: 99 percent / BH3*THF / tetrahydrofuran / 16 h / 20 °C 2: 99 percent / MnO2 / CHCl3 / 72 h / Heating View Scheme

: 619-58-9
4-iodobenzoic acid

: 506-59-2
N,N-dimethylammonium chloride

: 24167-53-1
4-iodo-N,N-dimethylbenzamide

Conditions

Conditions	Yield
Stage #1: N,N-dimethylammonium chloride With triethylamine In dichloromethane for 0.5h; Stage #2: 4-iodobenzoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 8h;	100%

: 619-58-9
4-iodobenzoic acid

: 1-[(1R,3R,4R,7S)-1-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-7-hydroxy-2-oxa-5-azabicyclo[2.2.1]hepta-3-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

: 1260237-90-8
(1R,3R,4R,7S)-1-(4,4'-Dimethoxytrityloxymethyl)-7-hydroxy-5-(4-iodobenzoyl)-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 1-[(1R,3R,4R,7S)-1-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-7-hydroxy-2-oxa-5-azabicyclo[2.2.1]hepta-3-yl]-5-methylpyrimidine-2,4(1H,3H)-dione In N,N-dimethyl-formamide at 20℃; for 0.5h;	100%

: 619-58-9
4-iodobenzoic acid

: 1005-30-7
sodium 4-iodo-benzoate

Conditions

Conditions	Yield
With sodium hydroxide In water at 70℃;	100%
With sodium hydroxide In water at 80℃; for 0.5h;

: 619-58-9
4-iodobenzoic acid

: 79-10-7
acrylic acid

: 19675-63-9, 56148-65-3
4-(2-carboxyvinyl)benzoic acid

Conditions

Conditions	Yield
With D-glucose; palladium diacetate; triethylamine In water; acetonitrile at 100℃; for 16h; Sealed tube;	100%
With sodium carbonate In water at 100℃; for 24h; Mizoroki-Heck reaction;	94.9%
With tributyl-amine; potassium carbonate In N,N-dimethyl-formamide Heck Reaction; Green chemistry;	73%

: 619-58-9
4-iodobenzoic acid

: 865-47-4
potassium tert-butylate

: 120363-13-5
tert-butyl 4-iodobenzoate

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With thionyl chloride; N,N-dimethyl-formamide at 75℃; for 1h; Inert atmosphere; Stage #2: potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h;	99.9%
Stage #1: 4-iodobenzoic acid With thionyl chloride In N,N-dimethyl-formamide at 70℃; Stage #2: potassium tert-butylate In tetrahydrofuran at 20℃;	97%
Stage #1: 4-iodobenzoic acid With thionyl chloride In N,N-dimethyl-formamide at 75℃; for 0.75h; Schlenk technique; Inert atmosphere; Stage #2: potassium tert-butylate In dichloromethane at 0 - 20℃; Schlenk technique; Inert atmosphere;	92%
Stage #1: 4-iodobenzoic acid With thionyl chloride for 1h; Reflux; Stage #2: potassium tert-butylate In tetrahydrofuran at 0℃; for 2h;	91%

: 16867-03-1
2-amino-3-hydroxypyridine

: 619-58-9
4-iodobenzoic acid

: C12H7IN2O

Conditions

Conditions	Yield
With polyphosphoric acid trimethylsilyl ester at 180℃; for 4h;	99.78%
With trichlorophosphate at 90℃; for 12h;	73.5%
With trichlorophosphate at 90℃; for 12h;	73.5%

: 109-01-3
1-methyl-piperazine

: 79-37-8
oxalyl dichloride

: 619-58-9
4-iodobenzoic acid

: 102294-90-6
1-[(4-iodophenyl)carbonyl]-4-methylpiperazine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	99.2%

...Expand

: 109-01-3
1-methyl-piperazine

: 619-58-9
4-iodobenzoic acid

: 102294-90-6
1-[(4-iodophenyl)carbonyl]-4-methylpiperazine

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.5h; Stage #2: 1-methyl-piperazine With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h;	99.2%

: 64-17-5
ethanol

: 619-58-9
4-iodobenzoic acid

: 51934-41-9
4-iodobenzoic acid ethyl ester

Conditions

Conditions	Yield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 5h;	99%
With sulfuric acid for 24h; Inert atmosphere; Reflux;	98%
With hydrogenchloride In water for 2h; Reflux;	96.1%

4-Iodobenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

4-Iodobenzoic acid Specification

The IUPAC name of this product is 4-iodobenzoic acid. With the CAS registry number 619-58-9, it is also named as 4-27-00-07537 (Beilstein Handbook Reference); 4-Jodbenzoesaeure; BRN 1860232; NSC 3773; p-Iodobenzenecarboxylic acid; Benzoic acid, 4-iodo-. The product's categories are aromatic carboxylic acids, benzoic acid, organic acids, API intermediates, acids & esters, iodine compounds, carbonyl compounds and carboxylic acids.

The p-Iodobenzoic Acid is white to off-white powder which is soluble in water, alcohol and ether, insoluble in cold water. It is stable under normal temperatures and pressures. It is also incompatibilities with strong oxidizing agents, strong bases. This chemical can be used in organic synthesis. For example: It can react with thiocyanatomethane to get 4-Jod-thiobenzoesaeure-methylester.

The p-Iodobenzoic Acid is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and eye/face protection.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 7.4): 0.07; (4)ACD/BCF (pH 5.5): 3.82; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 34.42; (7)ACD/KOC (pH 7.4): 1.18; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.665; (12)Molar Refractivity: 46.08 cm³; (13)Molar Volume: 124 cm³; (14)Polarizability: 18.27×10^-24 cm³; (15)Surface Tension: 59.8 dyne/cm; (16)Enthalpy of Vaporization: 59.12 kJ/mol; (17)Vapour Pressure: 0.00015 mmHg at 25°C; (18)Rotatable Bond Count: 1; (19)Exact Mass: 247.933422; (20)MonoIsotopic Mass: 247.933422; (21)Topological Polar Surface Area: 37.3; (22)Heavy Atom Count: 10.

People can use the following data to convert to the molecule structure. SMILES: O=C(O)c1ccc(I)cc1; InChI: InChI=1/C7H5IO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10); InChIKey: GHICCUXQJBDNRN-UHFFFAOYAH. p-Iodobenzoic Acid has many suppliers, such as BenzChem Co., Ltd., Changzhou Haode Chemical Co., Ltd., and Changzhou Xixialong International Co., Ltd..

The following is the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	2500mg/kg (2500mg/kg)		Pharmazie. Vol. 12, Pg. 415, 1957.

Product Name

4-Iodobenzoic acid

Synthetic route

4-Iodobenzoic acid Consensus Reports

4-Iodobenzoic acid Specification

Related Products

Hot Products