138-84-1

Basic information

• Product Name: P-AMINOBENZOIC ACID POTASSIUM SALT
• Synonyms: 4-amino-benzoicacimonopotassiumsalt;AMINOBENZOATE POTASSIUM;4-AMINOBENZOIC ACID POTASSIUM SALT;4-AMINOBENZOATE POTASSIUM SALT;P-AMINOBENZOIC ACID POTASSIUM;P-AMINOBENZOIC ACID POTASSIUM SALT;PABA POTASSIUM SALT;POTASSIUM 4-AMINOBENZOATE
• CAS NO: 138-84-1
• Molecular Formula: C₇H₆NO₂*K
• Molecular Weight: 175.23
• EINECS: 205-338-4
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;4-Aminobenzoic acid potassium
• Mol File: 138-84-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 339.9 °C at 760 mmHg
• Flash Point: 159.4 °C
• Appearance: White crystalline powder
• Storage Temp.: Store at RT.
• CAS DataBase Reference: P-AMINOBENZOIC ACID POTASSIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: P-AMINOBENZOIC ACID POTASSIUM SALT(138-84-1)
• EPA Substance Registry System: P-AMINOBENZOIC ACID POTASSIUM SALT(138-84-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 138-84-1(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Catalyst in the manufacture of condensation polymers of polyglycol ethers.

Brand name

Potaba (Glenwood).

Purification Methods

Crystallise it from EtOH. [Beilstein 14 II 246, 14 IV 1128.]

InChI:InChI=1/C7H7NO2.K/c8-6-3-1-5(2-4-6)7(9)10;/h1-4H,8H2,(H,9,10);/q;+1

Synthetic route

carbon monoxide (201230-82-2) + p-aminoiodobenzene (540-37-4) → potassium 4-aminobenzoate (138-84-1)

Conditions	Yield
With potassium carbonate In water at 40 - 45℃; for 4h;	68%

4-aminobenzenemethanol (623-04-1) → potassium 4-aminobenzoate (138-84-1)

Conditions	Yield
With C15H27Br2CoN3; potassium hydroxide In toluene at 140℃; for 16h; Cannizzaro Reaction; Inert atmosphere; Sealed tube;	27%

1,3-Di(p-carboxyphenyl)triazene dipotassium salt (132183-62-1) → potassium 4-aminobenzoate (138-84-1) + C7H4N2O2*K(1+)

Conditions	Yield
In methanol; water at 25℃; Rate constant; hydrolysis at different pH (2.60-8.50);

2-(3-nitrophenyl)-5,5-dichloromethyl-1,3-dioxane + potassium 4-aminobenzoate (138-84-1) → {[2-(3-nitrophenyl)-5-chloromethyl-1,3-dioxan-5-yl]methyl} 4-aminobenzoate

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 135 - 145℃; for 3h;	99%

2-[4-nitrophenyl]-5,5-dichloromethyl-1,3-dioxane + potassium 4-aminobenzoate (138-84-1) → {[2-(4-nitrophenyl)-5-chloromethyl-1,3-dioxan-5-yl]methyl} 4-aminobenzoate

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 135 - 145℃; for 3h;	99%

potassium 4-aminobenzoate (138-84-1) + 1,3-chlorobromopropane (109-70-6) + 1,2-dichloro-benzene (95-50-1) → propane-1,3-diyl bis(4-aminobenzoate) (57609-64-0)

Conditions	Yield
With sodium carbonate In N-methyl-acetamide; water	90.8%

1-bromomethyl-2,2-dichlorocyclopropane (3591-45-5) + potassium 4-aminobenzoate (138-84-1) → 2,2-dichlorocyclopropylmethyl 4-aminobenzoate

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 140℃; for 3h; regioselective reaction;	90.3%

1,4-Bis(2-chloroethoxy)benzene (37142-37-3) + potassium 4-aminobenzoate (138-84-1) → 1,4-bis[2-(4-aminophenylcarbonyloxy)ethoxy]benzene

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 130 - 140℃; for 4h;	89.9%

potassium 4-aminobenzoate (138-84-1) + Chloromethyltrimethylsilane (2344-80-1) → methyl(trimethylsilyl) 4-aminobenzoate

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 3h;	79%
In dichloromethane; N,N-dimethyl-formamide	79%
In N,N-dimethyl-formamide at 80℃; for 3h;	79%

triethylchloromethylsilane (757-34-6) + potassium 4-aminobenzoate (138-84-1) → triethylsilylmethyl ester of 4-aminobenzoic acid

Conditions	Yield
In N,N-dimethyl-formamide for 2h; Heating;	70%

potassium 4-aminobenzoate (138-84-1) + allyl bromide (106-95-6) → 4-aminobenzoic acid allyl ester (62507-78-2)

Conditions	Yield
In N,N-dimethyl-formamide	70%

potassium 4-aminobenzoate (138-84-1) + diethyl malonate (105-53-3) → 4-[(3-ethoxy-1,3-dioxopropyl)amino]-benzoic acid (130217-49-1)

Conditions	Yield
In N,N-dimethyl-formamide at 140 - 160℃; for 1h;	64%

potassium 4-aminobenzoate (138-84-1) + (R)-(-)-2-Methyl-5-<1-(chlormethyl)vinyl>cyclohex-2-enon (82044-96-0) → 4-Amino-benzoic acid 2-((R)-4-methyl-5-oxo-cyclohex-3-enyl)-allyl ester

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Heating;	24.3%

chloromethyltriethoxysilane (15267-95-5) + potassium 4-aminobenzoate (138-84-1) → (4-aminobenzoyloxymethyl)triethoxysilane

Conditions	Yield
In N,N-dimethyl-formamide Heating;

pyridoxal (66-72-8) + potassium 4-aminobenzoate (138-84-1) → 4-{[1-(3-Hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-benzoic acid (25765-10-0)

Conditions	Yield
In methanol for 0.5h;

potassium 4-aminobenzoate (138-84-1) → N-methyl-N-(4-chlorobutyl) N'-(4-carboxyallyl)phenyl phosphorodiamidic chloride (365431-80-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / dimethylformamide 2: 20 percent / diisopropylethylamine / 1,2-dichloro-ethane / 240 h / Heating View Scheme

potassium 4-aminobenzoate (138-84-1) → N-methyl-N-(4-chlorobutyl) O-(5-nitrofuryl-2-methyl) N'-(4-carboxy)phenyl phosphorodiamidate (365432-05-9)

Conditions	Yield
Multi-step reaction with 4 steps 1: 70 percent / dimethylformamide 2: 20 percent / diisopropylethylamine / 1,2-dichloro-ethane / 240 h / Heating 3: 40 percent / LiHMDS / tetrahydrofuran / 4 h / -20 °C 4: 76 percent / aq. sodium p-toluenesulfinate; Pd(PPh3)4 / tetrahydrofuran / 0.75 h / 20 °C View Scheme

potassium 4-aminobenzoate (138-84-1) → C20H25ClN3O7P (365431-92-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / dimethylformamide 2: 20 percent / diisopropylethylamine / 1,2-dichloro-ethane / 240 h / Heating 3: 40 percent / LiHMDS / tetrahydrofuran / 4 h / -20 °C View Scheme

potassium 4-aminobenzoate (138-84-1) → C33H43ClN5O8P

Conditions	Yield
Multi-step reaction with 5 steps 1: 70 percent / dimethylformamide 2: 20 percent / diisopropylethylamine / 1,2-dichloro-ethane / 240 h / Heating 3: 40 percent / LiHMDS / tetrahydrofuran / 4 h / -20 °C 4: 76 percent / aq. sodium p-toluenesulfinate; Pd(PPh3)4 / tetrahydrofuran / 0.75 h / 20 °C 5: 60 percent / diisopropylethylamine; PyBOP / CH2Cl2 / 0.58 h / 0 - 20 °C View Scheme

potassium 4-aminobenzoate (138-84-1) → 1-silatranyl ester of 4-aminobenzoic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylformamide / Heating 2: 54 percent / CH3ONa / 1 h / Ambient temperature View Scheme

potassium 4-aminobenzoate (138-84-1) → 4-<<<3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridyl>methyl>amino>benzoic acid (136027-70-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 0.5 h 2: NaBH4 / methanol / 5 °C View Scheme

potassium 4-aminobenzoate (138-84-1) → p-(5-hydroxymethyl-8-methyl-3,4-dihydropyrido<4,3-e>-1,3-oxazin-3-yl)benzoic acid (136027-75-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol / 0.5 h 2: NaBH4 / methanol / 5 °C 3: 58 percent / KOH / methanol / 2 h / Heating View Scheme

cadmium(II) + potassium 4-aminobenzoate (138-84-1) → Cd(2+)*2NH2C6H4CO2(1-)*2H2O=Cd(NH2C6H4CO2)2*2H2O

Conditions	Yield
In further solvent(s)
In further solvent(s)

copper(II) choride dihydrate + potassium 4-aminobenzoate (138-84-1) → bis(4-aminobenzoato)diaquocopper(II) (82389-74-0)

Conditions	Yield
In water the soln. of potassium salt of ligand was added to the soln. of CuCl2 and stirred at 25°C; elem. anal.;

copper(II) choride dihydrate + potassium 4-aminobenzoate (138-84-1) → bis(4-aminobenzoato)copper(II) (30827-49-7)

Conditions	Yield
In water the hot soln. of potassium salt of ligand was added to the soln. of CuCl2 and stirred at 65°C for few min; elem. anal.;

ammonium hydroxonitrilotriacetatoaquo-Cr(III) dihydrate + potassium 4-aminobenzoate (138-84-1) → 2K(1+)*Cr(3+)*N(CH2COO)3(3-)*2H2NC6H4COO(1-) = K2[Cr(N(CH2COO)3)(H2NC6H4COO)2]

Conditions	Yield
In water the Cr-complex was dissolved in water; mixed with the organic ligand dissolved in water; refluxed for 0,5 h; Cr-compound:ligand = 1:3; was allowed to cool at 0°C for 2 days; filtered; recrystallized from water; dried in a vacuum desicator over H2SO4; elem. anal.;

potassium 4-aminobenzoate (138-84-1) + silver nitrate + acetone (67-64-1) → catena(μ3-O,O',N-4-aminobenzoato)(μ2-O,N-4-aminobenzoato)disilver(I) acetone solvate

Conditions	Yield
In water; acetone 1:1 stoich. amts. of AgNO3 and potassium salt heated in water/acetone (80/20);

0.67Mg(2+)*0.33Al(3+)*2OH(1-)*0.33NO3(1-)*0.53H2O=Mg0.67Al0.33(OH)2(NO3)033*0.53H2O + water (7732-18-5) + potassium 4-aminobenzoate (138-84-1) → Mg0.67Al0.33(OH)2(p-aminobenzoate)0.33*0.82H2O

Conditions	Yield
In water stirring Mg compd. with an aq. soln. of K salt for 24 h at ambient temp.; filtration, washing; elem. anal.;

potassium 4-aminobenzoate (138-84-1) → 2,4-bis(methyltrimethyl-silyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 3 h / 80 °C 2: toluene / 5 h / Reflux; Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 3 h / 80 °C / Reflux 2: toluene / 5 h / Inert atmosphere; Reflux View Scheme

potassium 4-aminobenzoate (138-84-1) → 1,4-bis[4-(2-carboxyethen-1-ylcarbamoyl)phenylcarbonyloxyethoxy]benzene

Conditions	Yield
Multi-step reaction with 2 steps 1: N-benzyl-N,N,N-triethylammonium chloride / N,N-dimethyl-formamide / 4 h / 130 - 140 °C 2: acetone / 1 h / 50 °C View Scheme

Upstream product

• 623-04-1 4-aminobenzenemethanol 
• 201230-82-2 carbon monoxide 
• 540-37-4 p-aminoiodobenzene 
• 132183-62-1 1,3-Di(p-carboxyphenyl)triazene dipotassium salt 

Downstream Products

• 25765-10-0 4-{[1-(3-Hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-benzoic acid 
• 30827-49-7 bis(4-aminobenzoato)copper(II) 
• 82389-74-0 bis(4-aminobenzoato)diaquocopper(II) 
• 57609-64-0 propane-1,3-diyl bis(4-aminobenzoate) 
• 136027-75-3 p-(5-hydroxymethyl-8-methyl-3,4-dihydropyrido<4,3-e>-1,3-oxazin-3-yl)benzoic acid 
• 136027-70-8 4-<<<3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridyl>methyl>amino>benzoic acid 
• 365431-92-1 C₂₀H₂₅ClN₃O₇P 
• 365432-05-9 N-methyl-N-(4-chlorobutyl) O-(5-nitrofuryl-2-methyl) N'-(4-carboxy)phenyl phosphorodiamidate 
• 365431-80-7 N-methyl-N-(4-chlorobutyl) N'-(4-carboxyallyl)phenyl phosphorodiamidic chloride 
• 62507-78-2 4-aminobenzoic acid allyl ester 
• 130217-49-1 4-[(3-ethoxy-1,3-dioxopropyl)amino]-benzoic acid 

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