98-73-7

Basic information

• Product Name: 4-tert-Butylbenzoic acid
• Synonyms: 4-TERT-BUTYLBENZOIC ACID;AKOS BBS-00003714;RARECHEM AL BO 0693;PTBBA;P-T-BUTYLBENZOIC ACID;P-TERT-BUTYLBENZOIC ACID;4-(1,1-dimethylethyl)-benzoicaci;4-(1,1-dimethylethyl)benzoicacid
• CAS NO: 98-73-7
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• EINECS: 202-696-3
• Product Categories: Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organics;OPLAS;C11 to C12;Carbonyl Compounds;Carboxylic Acids;PTBBA, Plastic;PTBBA;organic chemical
• Mol File: 98-73-7.mol
• Article Data: 154

Chemical Properties

• Melting Point: 162-165 °C(lit.)
• Boiling Point: 280°C
• Flash Point: 180 °C
• Appearance: white to slightly yellow flakes
• Density: 1.045 g/cm3 (30°C)
• Vapor Pressure: 0.0015mmHg at 25°C
• Refractive Index: 1.5201 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 12.6g/l
• PKA: 4.38(at 25℃)
• Water Solubility: 0.07 g/L (20 ºC)
• BRN: 607545
• CAS DataBase Reference: 4-tert-Butylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylbenzoic acid(98-73-7)
• EPA Substance Registry System: 4-tert-Butylbenzoic acid(98-73-7)

Safety Data

• Hazard Codes: Xn,N,T
• Statements: 20/22-62-51/53-48/20/21/22-24
• Safety Statements: 22-24/25-61-45-36/37/39-28A
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: DG4708000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 98-73-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 98-73-7 differently. You can refer to the following data:
1. Corrosion inhibitor in cooling fluids
2. 4-tert-Butylbenzoic acid was used as a potent yeast sirtuin (Sir2p) inhibitor.

General Description

4-tert-Butylbenzoic acid was determined in water samples by means of liquid chromatography-electrospray ionisation mass spectrometry (LC-ESI-MS).

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion. Experimental reproductive effects. An irritant. Combustible when exposed to heat or flame. Incompatible with oxidzing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C11H14O2/c1-11(2,3)9-6-4-8(5-7-9)10(12)13/h4-7H,1-3H3,(H,12,13)/p-1

Synthetic route

4-tert-Butylbenzaldehyde (939-97-9) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With hydrogen bromide; oxygen In acetonitrile at 20℃; for 5h; UV-irradiation;	100%
With tert.-butylhydroperoxide; potassium tert-butylate In water at 60℃; for 5h;	96%
With N-Bromosuccinimide; oxygen In ethyl acetate at 20℃; Irradiation;	93%

4-tert-butyltoluene (98-51-1) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With hydrogen bromide; oxygen In ethyl acetate at 20℃; for 10h; UV-irradiation;	100%
With 2-chloroanthracene-9,10-dione; water; oxygen; trifluoroacetic acid In ethyl acetate for 24h; Irradiation;	99%
With sulfuric acid; ozone; acetic acid; manganese(II) acetate at 16℃; for 1.66667h;	98%

4-tert-butyl-benzoic acid but-2-enyl ester → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;	100%

4-tert-butyl-benzoic acid 2-methyl-allyl ester → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;	100%

cinnamyl 4-tert-butylbenzoate → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60℃;	100%

4-tert-Butylbenzyl alcohol (877-65-6) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With bromine; oxygen In acetonitrile for 10h; Irradiation;	99%
With N-Bromosuccinimide; oxygen In acetonitrile at 20℃; under 760 Torr; for 1h; Irradiation;	99%
With sodium bromate; sodium hydrogen sulfate In acetonitrile for 20h; Heating;	95%

1-(4-(tert-butyl)phenyl)ethane-1,2-diol (1044695-85-3) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With oxygen; sodium methylate; silver trifluoromethanesulfonate In tetrahydrofuran; methanol at 37℃; under 760.051 Torr; Sealed tube;	99%
With 2-chloroanthracene-9,10-dione; oxygen In ethyl acetate for 20h; Irradiation;	80%

methyl 4-tert-butylbenzoate (26537-19-9) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With iodine; aluminium In acetonitrile at 80℃; for 18h;	98%

N,N'-bis-(4-tert-butyl-benzylidene)-hydrazine (389121-33-9) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 75h; Heating;	97%

4-tert-Butylphenylacetylene (772-38-3) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
Stage #1: 4-tert-Butylphenylacetylene With tert.-butylhydroperoxide; iron(III) chloride hexahydrate; sodium hydroxide In water at 80℃; for 10h; Stage #2: With hydrogenchloride In water at 20℃;	96%
With oxone; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 7h;	94%
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry;	87%
With carbon tetrabromide; water; oxygen In ethyl acetate for 10h; Irradiation;	71%
With hydroxylamine hydrochloride; iodine In dimethyl sulfoxide at 100℃; for 8h;	61%

4-(tert-butyl)-N-methoxybenzamide (57139-24-9) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With tert.-butylnitrite; water at 29℃; for 0.583333h;	96%

carbon dioxide (124-38-9) + 4-(tert-butyl)phenyl sulfurofluoridate → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

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; Kinetics; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; Glovebox;	96%

4'-t-butylacetophenone (943-27-1) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With sodium hypochlorite; lithium hypochlorite In ethanol at 77℃; for 2h;	94%
With oxygen; manganese (II) acetate tetrahydrate In acetic acid at 100℃; under 760.051 Torr; for 15h;	94%
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 8h;	91%

N-hydroxyphthalimide (524-38-9) + acetylacetonatocobalt(II) Co(AA)2 + 4-tert-butyltoluene (98-51-1) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With acetic acid	94%

N′-(4-tert-butylbenzylidene)-4-methylbenzenesulfonohydrazide (65609-73-6) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 16h; Heating;	93%

ethyl acetoacetate (141-97-9) + 4-tert-butylphenylboronic acid (123324-71-0) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;	93%

4-tert-butyl benzene carbaldehyde oxime (180261-48-7) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 40h; Heating;	92%

4-tert-butyl-benzoic acid 3-methyl-but-2-enyl ester → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60℃;	92%

(4-tert-butyl-phenyl)-oxo-acetaldehyde (7062-64-8) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;	92%
With tert.-butylhydroperoxide for 7h;	83%

4-tert-butyltoluene (98-51-1) → 4-tert-Butylbenzaldehyde (939-97-9) + 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In acetic acid at 25℃; under 760 Torr; for 20h;	A 2% B 91%
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In acetonitrile at 25℃; under 760 Torr; for 20h;	A 4% B 77%
With oxygen; acetic acid; N-hydroxyphthalimide at 100℃; for 6h; Product distribution / selectivity;	A 3.8% B 66.5%

allyl 4-(tert-butyl)benzoate (73489-59-5) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 1h;	90%

2-(4-(tert-butyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (905966-37-2) + carbon dioxide (124-38-9) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; cesium fluoride; [Rh(OH)(cod)]2 In 1,4-dioxane at 60℃;	89%
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;	88%
Stage #1: 2-(4-(tert-butyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane; carbon dioxide With potassium tert-butylate; silver(I) acetate; triphenylphosphine In 1,4-dioxane at 100℃; under 15201 Torr; for 8h; Inert atmosphere; Autoclave; Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;	86%
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;	84%

carbon dioxide (124-38-9) + 4-tert-butylbenzene sulfinic acid sodium salt → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium tert-butylate In dimethyl sulfoxide at 140℃; under 750.075 Torr; for 3h; Schlenk technique; Sealed tube;	89%

4-tert-Butylstyrene (1746-23-2) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With iodine; oxygen; silica gel In di-isopropyl ether at 20℃; for 48h; Irradiation;	87%
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 14h;	86%
With Oxone; mesoporous silicate MCM-48 - osmium In N,N-dimethyl-formamide at 25℃; for 2h;	78%

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene (18880-00-7) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With silica FSM-16 In acetone at 20℃; for 30h; Oxidation; UV-irradiation;	86%
With sodium periodate; sulfuric acid In water at 95℃; for 12h;	73%
With nitric acid
Multi-step reaction with 2 steps 1: silver(I) nitrite / diethyl ether / 5 h / 0 °C / Reflux 2: tetra-(n-butyl)ammonium iodide; zinc diacetate; water / 24 h / 80 °C View Scheme

carbon dioxide (124-38-9) + tert-butylbenzene-4-sulphonic acid sodium salt (128309-26-2) → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
Stage #1: carbon dioxide; tert-butylbenzene-4-sulphonic acid sodium salt With copper(l) iodide; potassium tert-butylate; o-phenanthroline In dimethyl sulfoxide at 140℃; under 760.051 Torr; for 12h; Schlenk technique; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide Schlenk technique;	86%

carbon dioxide (124-38-9) + dimethyl (p-tert-butylphenyl)sulfonium trifluoromethanesulfonate → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With 2.9-dimethyl-1,10-phenanthroline; neocuproine; zinc In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h;	86%

carbon dioxide (124-38-9) + 1-tert-butyl-4-iodobenzene (35779-04-5) → tert-butylbenzene (253185-03-4, 253185-04-5) + 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With tetraethylammonium tosylate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide Pt anode/Pb cathode; electrolysis with 2.5 mA/cm2;	A 5% B 85%
With tetraethylammonium tosylate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide Product distribution; in electrolysis cell (Pt/Pb, 2.5 mA/cm2); other cathode (Pt); other catalyst (Pt(0));	A 5% B 85%

1-tert-butyl-4-iodobenzene (35779-04-5) + H2O*CHLiO2 → 4-(1,1-dimethylethyl)benzoic acid (98-73-7)

Conditions	Yield
With formic acid; 1,3-bis-(diphenylphosphino)propane; nickel(II) acetate tetrahydrate; acetic anhydride In tetrahydrofuran at 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;	85%

Upstream product

• 253185-03-4 tert-butylbenzene 
• 943-27-1 4'-t-butylacetophenone 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 78-33-1 tri-p-tert-butylphenol phosphate ester 
• 151-50-8 potassium cyanide 
• 19241-24-8 4-(tert-butylbenzyl)isothiocyanate 
• 31845-16-6 4-tert-butyl-cyclohex-3-enecarboxylic acid 
• 35288-08-5 4-(4-tert-butylphenyl)-4-oxobutyric acid 
• 98-51-1 4-tert-butyltoluene 
• 22201-45-2 p-t-butyl benzoic acid anhydride 
• 100-61-8 N-methylaniline 
• 220168-56-9 N-(benzyloxy)-N-((4-(tert-butyl)benzoyl)oxy)benzamide 
• 4132-49-4 p-tert.-Butyl-cumol 
• 7697-37-2 nitric acid 

Downstream Products

• 22201-45-2 p-t-butyl benzoic acid anhydride 
• 26537-19-9 methyl 4-tert-butylbenzoate 
• 15235-32-2 4-(tert-butyl)-N,N-dimethylbenzamide 
• 872103-33-8 methyl 3-(4-(tert-butyl)benzamido)propanoate 
• 100-21-0 terephthalic acid 
• 101498-88-8 3-(4-tert-butylphenyl)-3-oxopropionic acid ethyl ester 
• 506407-84-7 2-amino-5-(4-tert-butylphenyl)[1,3,4]oxadiazole 
• 190726-66-0 Ki₆₉₄₅ 
• 5998-50-5 2-(4-(tert-butyl)phenyl)benzo[d]oxazole 
• 101927-55-3 N-benzyl-4-(tert-butyl)benzamide 
• 92279-83-9 tert-butyl 4-(tert-butyl)benzoate 

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