585-76-2

Basic information

• Product Name: 3-Bromobenzoic acid
• Synonyms: 3-BromobenzoicAcid99%;3-BROMO BENZOIC ACID FOR SYNTHESIS;3-Bromobenzoicacid,98+%;Brombenzoesaure;3-BroMobenzoic aicd;3-BroMobenzoic acid, 99% 25GR;3-BroMobenzoic acid, 99% 5GR;Benzoic acid, M-broMo- (8CI)
• CAS NO: 585-76-2
• Molecular Formula: C7H5BrO2
• Molecular Weight: 201.02
• EINECS: 209-562-3
• Product Categories: blocks;Carboxes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;BenzoicAcidDerivative;Benzoic acid;Acids & Esters;Bromine Compounds;C7;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;alkyl bromide| carboxylic acid
• Mol File: 585-76-2.mol
• Article Data: 116

Chemical Properties

• Melting Point: 155-158 °C(lit.)
• Boiling Point: 308.2 °C at 760 mmHg
• Flash Point: 140.2 °C
• Appearance: White to light beige/Powder
• Density: 1,948 g/cm3
• Vapor Pressure: 0.0003mmHg at 25°C
• Refractive Index: 1.6080 (estimate)
• Storage Temp.: -20°C
• Solubility: methanol: soluble50mg/mL, clear, colorless
• PKA: 3.86(at 25℃)
• Water Solubility: 0.54 g/L (32 ºC)
• BRN: 2041792
• CAS DataBase Reference: 3-Bromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromobenzoic acid(585-76-2)
• EPA Substance Registry System: 3-Bromobenzoic acid(585-76-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 585-76-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder. soluble in alcohols and ethers, insoluble in water.Used as organic synthesis reagent.

Uses

3-Bromobenzoic acid was used as test solute in the determination of acidity constants by capillary zone electrophoresis. It was used as internal standard to study the retention mechanisms of an unmodified and a hydroxylated polystyrene-divinylbenzene polymer by solid-phase extraction. It was also used in synthesis of N-(1,1-dimethyl-2-hydroxyethyl)-3-bromobenzamide.

Preparation

3-Bromobenzoic acid is synthesized from 3-bromotoluene by oxidation of potassium permanganate. Mix m-bromotoluene, potassium hydroxide and water, heat to boiling, slowly add potassium permanganate, and reflux for 4 hours after adding. After acidification by filtration, the crude product was obtained by filtration. Then it is dissolved in ethanol with ammonia water, acidified with hydrochloric acid, filtered and washed with water to obtain 3-bromobenzoic acid.

Synthesis Reference(s)

The Journal of Organic Chemistry, 15, p. 481, 1950 DOI: 10.1021/jo01149a007

Purification Methods

Crystallise the acid from acetone/water, MeOH or acetic acid. The anilide has m 137o (from EtOH/H2O). [Beilstein 9 IV 1013.]

InChI:InChI=1/C7H5BrO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10)/p-1

Synthetic route

3-cyanobromobenzene (6952-59-6) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sodium hydroxide; carbon monoxide; bis(benzonitrile)palladium(II) dichloride; triphenylphosphine In xylene at 90℃; for 4h; Hydrolysis;	100%
With sodium hydroxide

m-bromobenzoic aldehyde (3132-99-8) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With Oxone In N,N-dimethyl-formamide at 20℃; for 3h;	97%
Stage #1: m-bromobenzoic aldehyde With sodium dihydrogenphosphate In tetrahydrofuran; water at 20℃; for 0.166667h; Stage #2: With sodium chlorite; dihydrogen peroxide In tetrahydrofuran; water at 20℃; for 3h;	95%
With sodium chlorite; disodium hydrogenphosphate; dihydrogen peroxide In tetrahydrofuran; water at 20℃; for 3h; Cooling with ice;	95%

methyl 3-bromobenzoate (618-89-3) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With iodine; aluminium In acetonitrile at 80℃; for 18h;	97%
With potassium hydroxide In methanol at 35℃; for 0.0833333h;	80%

meta-bromotoluene (591-17-3) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With oxygen; pyridinium chlorochromate In water at 120℃; under 45004.5 Torr; for 2h;	95%
With Oxone; potassium bromide In dichloromethane; water at 20℃; for 24h; visible light irradiation;	93%
With oxygen; Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Green chemistry;	93%

3-bromo-β-nitro-styrene (115665-95-7, 15795-14-9) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With Amberlyst A-26 (OH-); dihydrogen peroxide In 1,4-dioxane at 20℃; for 9h;	95%

5-bromo-1H-indole (10075-50-0) → 5-bromo-1H-indazole-3-carboxaldehyde (201227-38-5) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With hydrogenchloride; water; sodium nitrite In N,N-dimethyl-formamide at 0 - 50℃; for 5h; Inert atmosphere;	A 94% B n/a

benzoic acid (65-85-0) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sodium bromate; potassium sulfate; sulfuric acid In water at 85 - 90℃; for 1.5h; regioselective reaction;	93.7%
With sulfuric acid; bromine; mercury(II) oxide In tetrachloromethane for 2.5h; Heating;	79%
With N-Bromosuccinimide; sulfuric acid; trifluoroacetic acid at 25℃; for 44h; Bromination;	78%

(3-Bromophenyl)methanol (15852-73-0) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With [2,2]bipyridinyl; Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; acetic acid at 80℃; under 760.051 Torr; for 3h;	91%
With Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Sealed tube;	89%
With tert.-butylhydroperoxide at 100℃; for 5h;	80%

3-bromo-N,N-diisopropylbenzamide (35309-72-9) → m-bromobenzoic acid (585-76-2) + 3-bromobenzoic acid isopropylamide (35306-75-3)

Conditions	Yield
With hydrogenchloride; zinc(II) chloride at 160℃; for 72h;	A 90% B 8%

benzyl 3-bromobenzoic acid (339094-04-1) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.166667h; chemoselective reaction;	90%

1,2-di-(3-bromophenyl)-1,2-ethanediol (204444-15-5) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sodium hypochlorite In acetonitrile at 20℃; for 3h;	89%

carbon dioxide (124-38-9) + 1,3-dibromobenzene (108-36-1) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With magnesium In tetrahydrofuran at -78℃; for 0.5h;	88%

1,3-dibromobenzene (108-36-1) + diphenylmethylsilanecarboxylic acid (18414-58-9) → isophthalic acid (121-91-5) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With lithium trimethylsilanolate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 80℃; for 16h; Glovebox; Overall yield = 40 mg;	A 88% B 7%

3-bromobenzylamine (10269-01-9) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With tert.-butylhydroperoxide at 120℃; for 5h; Ionic liquid;	85%

benzoic acid ethyl ester (93-89-0) → ethyl 3-bromobenzoate (24398-88-7) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sulfuric acid; bromine; mercury(II) oxide In tetrachloromethane for 2.5h; Heating;	A 80% B n/a

carbon dioxide (124-38-9) + (3-bromophenyl)boronic acid (89598-96-9) → m-bromobenzoic acid (585-76-2)

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;	79%

benzoic acid methyl ester (93-58-3) → methyl 3-bromobenzoate (618-89-3) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sulfuric acid; bromine; mercury(II) oxide In tetrachloromethane for 2.5h; Heating;	A 78% B n/a

2,5-dibromobenzoic acid (610-71-9) → m-bromobenzoic acid (585-76-2) + benzoic acid (65-85-0) + 2-bromobenzoic-acid (88-65-3)

Conditions	Yield
With n-butyllithium In tetrahydrofuran	A 78% B 13% C 2%

1-(3-Bromophenyl)ethanone (2142-63-4) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 10h;	78%
With hydroxylamine hydrochloride; iodine In dimethyl sulfoxide at 100℃; for 6h;	70%
With 18-crown-6 ether; acetophenone In benzene at 25℃; for 24h; Mechanism; relative reactivity; further oxidative agents;

carbon monoxide (201230-82-2) + 3-bromo-1-iodylbenzene (150177-91-6) → 1-Bromo-3-iodobenzene (591-18-4) + isophthalic acid (121-91-5) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sodium tetrachloropalladate; sodium carbonate In water at 40℃; for 5.5h; Yields of byproduct given;	A n/a B 14% C 76%

carbon monoxide (201230-82-2) + 3-bromo-1-iodylbenzene (150177-91-6) → 3-iodochlorobenzene (625-99-0) + isophthalic acid (121-91-5) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sodium tetrachloropalladate; sodium carbonate In water at 40℃; for 5.5h; Yields of byproduct given;	A n/a B 14% C 76%

methanol (67-56-1) + m-bromobenzoic aldehyde (3132-99-8) → methyl 3-bromobenzoate (618-89-3) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
With 3,3'-dimethyl-1,1'-(hexane-1,6-diyl)diimidazolium glutarate; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 55℃; for 16h; Molecular sieve;	A 72% B 10%

meta-aminobenzoic acid (99-05-8) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With N-Bromosuccinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;	72%

potassium cyanide + para-nitrophenyl bromide (586-78-7) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With ethanol In water at 85℃; for 60h; Time; von Richter Aromatic Carboxylation; Ionic liquid;	67%

3-bromobenzoyl cyanide (24999-51-7) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With sulfuric acid; water at 103℃; for 0.5h;	67%

N-(3-bromobenzyl)picolinamide → m-bromobenzoic acid (585-76-2)

Conditions	Yield
With ferrocene; tert-Butyl peroxybenzoate In 1,2-dichloro-ethane at 80℃; for 12h; Sealed tube;	66%

1-Bromo-3-iodobenzene (591-18-4) + carbon dioxide (124-38-9) → isophthalic acid (121-91-5) + m-bromobenzoic acid (585-76-2)

Conditions	Yield
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 1-Bromo-3-iodobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique; Sealed tube;	A 62% B 20%

meta-bromotoluene (591-17-3) → m-bromobenzoic acid (585-76-2) + meta-bromobenzyl bromide (823-78-9)

Conditions	Yield
With tert.-butylhydroperoxide; copper(ll) bromide In acetic anhydride	A 19% B 59%

1-Bromo-3-iodobenzene (591-18-4) + carbon dioxide (124-38-9) → m-bromobenzoic acid (585-76-2)

Conditions	Yield
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 1-Bromo-3-iodobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 2h; Schlenk technique; Sealed tube;	52%
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; diethylzinc In N,N-dimethyl acetamide at 70℃; under 760.051 Torr;	51%
Stage #1: 1-Bromo-3-iodobenzene With copper In tetrahydrofuran at 25℃; for 0.5h; Stage #2: carbon dioxide In tetrahydrofuran for 24h;	49%

m-bromobenzoic aldehyde (3132-99-8) → m-bromobenzoic acid (585-76-2) + bis-(3-bromo-benzoyl)-peroxide (1829-88-5) + 3-Bromperoxobenzoesaeure (5106-10-5)

Conditions	Yield
With oxygen; ozone; lithium chloride In tetrachloromethane at 50℃;	A n/a B 50.4% C n/a

methanol (67-56-1) + m-bromobenzoic acid (585-76-2) → methyl 3-bromobenzoate (618-89-3)

Conditions	Yield
With thionyl chloride at 90℃; for 3h;	100%
Stage #1: m-bromobenzoic acid With thionyl chloride at 70℃; for 5h; Stage #2: methanol With sodium hydrogencarbonate at 20℃; for 4h; Cooling with ice;	98%
With sulfuric acid for 0.3h; Reflux; Microwave irradiation;	94%

m-bromobenzoic acid (585-76-2) → 3-bromobenzoyl chloride (1711-09-7)

Conditions	Yield
Stage #1: m-bromobenzoic acid With N,N-dimethyl-formamide In dichloromethane at 0℃; for 0.0833333h; Stage #2: With oxalyl dichloride In dichloromethane at 20℃; for 12h;	100%
With thionyl chloride Reflux;	97%
With thionyl chloride

m-bromobenzoic acid (585-76-2) + sodium tetraphenyl borate (143-66-8) → 3-phenylbenzoic acid (716-76-7)

Conditions	Yield
With sodium carbonate; palladium dichloride In water at 100℃; for 4h; other reagent, temperature, reaction time;	100%
With palladium on activated charcoal; sodium carbonate for 3h; Heating;	90%
With palladium on activated charcoal; sodium carbonate at 20℃; for 24h; Product distribution; influence of catalyst, reaction time, temperature;	61%
With palladium diacetate; sodium hydroxide In water at 25℃; for 2h; Product distribution; other reagent, reaction time, temperature;	100 % Chromat.
With sodium carbonate; palladium on activated charcoal In water for 1h; Suzuki reaction; Heating;	97 % Chromat.

m-bromobenzoic acid (585-76-2) + 4-methoxyphenylboronic acid (5720-07-0) → 4'-methoxy-(1,1'-biphenyl)-3-carboxylic acid (725-05-3)

Conditions	Yield
With potassium carbonate; dichlorobis(4-pyridinaldoxime)palladium(II) In water for 1h; Suzuki reaction; Heating;	100%
With 2C2H5NO2*Pd(2+)*2Cl(1-); potassium carbonate In water at 20℃; for 1.5h; Suzuki-Miyaura Coupling; Green chemistry;	98%
With C26H24Cl4N8O4Pd2; potassium carbonate In methanol; water; N,N-dimethyl-formamide at 20 - 100℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Solvent; Suzuki-Miyaura Coupling; Green chemistry;	98%

m-bromobenzoic acid (585-76-2) + 4-amino-1-(tetrahydro-pyran-4-yl)-1H-pyrazole-3-carboxylic acid methyl ester → 4-(3-bromo-benzoylamino)-1-(tetrahydro-pyran-4-yl)-1H-pyrazole-3-carboxylic acid methyl ester

Conditions	Yield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;	100%

m-bromobenzoic acid (585-76-2) + 4-Fluoro-3-trifluoromethylaniline (2357-47-3) → 3-bromo-N-(4-fluoro-3-(trifluoromethyl)phenyl)benzamide

Conditions	Yield
With triethylamine; 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 - 20℃; for 16h;	100%

m-bromobenzoic acid (585-76-2) + triphenylphosphine (603-35-0) → 3-(triphenylphosphonio)benzoate

Conditions	Yield
With nickel dibromide	100%

propan-1-ol (71-23-8) + m-bromobenzoic acid (585-76-2) → propyl 3-bromobenzoate

Conditions	Yield
With sulfated zirconia at 130℃; for 1h; Microwave irradiation;	99.2%

m-bromobenzoic acid (585-76-2) → benzoic acid (65-85-0)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate In water at 90℃; for 24h; tri-n-butyltin hydride mediated dehalogenation of various organohalides in aqueous medium;	99%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate In water at 90℃; for 24h;	95%
With tri-n-butyl-tin hydride; sodium hydrogencarbonate In water for 24h; Ambient temperature; Irradiation;	93%

m-bromobenzoic acid (585-76-2) + 4-fluoroboronic acid (1765-93-1) → 4’-fluoro-[1,1’-biphenyl]-3-carboxylic acid (10540-39-3)

Conditions	Yield
With 2C2H5NO2*Pd(2+)*2Cl(1-); potassium carbonate In water at 20℃; for 1.5h; Suzuki-Miyaura Coupling; Green chemistry;	99%
With potassium carbonate In water at 20℃; for 4h; Suzuki-Miyaura Coupling; Green chemistry;	96%
With palladium diacetate; sodium hydroxide In water for 0.166667h; Ambient temperature;	95%
With sodium hydroxide; palladium dichloride In water at 25℃; for 0.166667h;	95%
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate In 1,4-dioxane; water at 95℃; Suzuki-Miyaura Coupling; Inert atmosphere;	78%

m-bromobenzoic acid (585-76-2) + phenylboronic acid (98-80-6) → 3-phenylbenzoic acid (716-76-7)

Conditions	Yield
With sodium carbonate; Pd-complex on fluorous reversed silica gel In water at 80℃; for 16h; Suzuki reaction;	99%
With potassium hydroxide; potassium carbonate; palladium-carbon In water	98%
With 2C2H5NO2*Pd(2+)*2Cl(1-); potassium carbonate In water at 20℃; for 1.5h; Suzuki-Miyaura Coupling; Green chemistry;	97%

m-bromobenzoic acid (585-76-2) + (C6H5)4BNa → 3-phenylbenzoic acid (716-76-7)

Conditions	Yield
With palladium diacetate; sodium carbonate In water at 20℃; for 0.5h;	99%

m-bromobenzoic acid (585-76-2) + 4-methylphenylboronic acid (5720-05-8) → 4'-methylbiphenyl-3-carboxylic acid (147404-69-1)

Conditions	Yield
With 4C3H6N6*Pd(2+)*2C2H3O2(1-); sodium carbonate In water at 80℃; for 2h; Suzuki-Miyaura Coupling; Green chemistry;	99%
Stage #1: m-bromobenzoic acid With palladium diacetate In water at 20℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Stage #2: 4-methylphenylboronic acid With potassium hydroxide In water for 5h; Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	98%
With 2C2H5NO2*Pd(2+)*2Cl(1-); potassium carbonate In water at 20℃; for 1.5h; Suzuki-Miyaura Coupling; Green chemistry;	96%

m-bromobenzoic acid (585-76-2) + aniline (62-53-3) → 3-bromo-N-phenylbenzamide (63710-33-8)

Conditions	Yield
Stage #1: m-bromobenzoic 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: aniline In N,N-dimethyl-formamide at 25℃; for 16h;	99%
With oxygen; lithium hydroxide In water at 20℃; for 14h; Sonication;	90%

m-bromobenzoic acid (585-76-2) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1-O-(3-bromobenzoyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

Conditions	Yield
With tetraethylammonium bromide; potassium carbonate In dichloromethane at 20℃; Molecular sieve;	99%

Upstream product

• 67-56-1 methanol 
• 56-23-5 tetrachloromethane 
• 3132-99-8 m-bromobenzoic aldehyde 
• 7726-95-6 bromine 
• 65-85-0 benzoic acid 
• 7697-37-2 nitric acid 
• 1016-77-9 3-bromobenzophenone 
• 108-88-3 toluene 
• 532-31-0 silver benzoate 
• 55-21-0 benzamide 
• 151-50-8 potassium cyanide 
• 586-78-7 para-nitrophenyl bromide 
• 93-58-3 benzoic acid methyl ester 
• 610-71-9 2,5-dibromobenzoic acid 

Downstream Products

• 77738-96-6 2-(3-bromo-phenyl)-1H-benzoimidazole 
• 108239-80-1 3-bromo-benzoic acid-(1,1-dimethyl-prop-2-ynyl ester) 
• 102092-51-3 3-bromo-4′-methylbenzophenone 
• 36170-72-6 R,S-α-3-Bromr-benzoyloxy-capron-saeure 
• 75007-85-1 2-(3-Bromo-phenyl)-1H-imidazo[4,5-b]pyridine 
• 66920-03-4 S-ethyl 3-bromothiobenzoate 
• 115974-98-6 3-[(E)-2-carboxyvinyl]-benzoic acid 
• 74998-19-9 methyl 3-(2-oxopropyl)benzoate 
• 16887-61-9 3-bromobenzoate 
• 1016-77-9 3-bromobenzophenone 
• 218784-21-5 3-bromo-benzoic acid m-tolyl ester 
• 10540-39-3 4’-fluoro-[1,1’-biphenyl]-3-carboxylic acid 
• 6950-43-2 5-bromo-2-nitrobenzoic acid 
• 116529-61-4 3-bromo-2-nitrobenzoic acid 

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