Chemistry Organic building blocks Esters Benzoic anhydride

Benzoic anhydride

Hydrolysis: Benzoic anhydride can react with water to form benzoic acid. Acylation Reactions: Benzoic anhydride can be used as an acylating agent to introduce benzoyl groups into other compounds. For example, it can acylate amines to form amides. Friedel-Crafts Acylation: Benzoic anhydride can be used in Friedel-Crafts acylation reactions to introduce a benzoyl group onto aromatic rings. Reduction: It can undergo reduction reactions, for example, with LiAlH4 to form the corresponding alcohol. Reaction with amines: Benzoic anhydride can react with primary amines to form amides. This is similar to acylation reactions but is particularly relevant when using amine nucleophiles. Claisen Rearrangement: Under certain conditions, benzoic anhydride can participate in Claisen rearrangement reactions when reacted with certain types of alcohols.

Further Reading:

Framework+−

(2r,3s)-2-((benzoyloxy)methyl)tetrahydrofuran-3-yl benzoate (9h-fluoren-9-yl)methyl (3-phenylpropyl)carbamate 1,3-dioxoisoindolin-2-yl 2-phenylacetate 1-benzyl 2-methyl pyrrolidine-1,2-dicarboxylate 1-benzyl 3-methyl piperidine-1,3-dicarboxylate 1-benzyl 4-(tert-butyl) piperazine-1,4-dicarboxylate 1h-indol-3-yl acetate 2,5-dioxopyrrolidin-1-yl benzoate 2-((tert-butoxycarbonyl)amino)benzoic acid 2-(diethylamino)ethyl benzoate 2-ethylhexyl benzoate 2-hydroxyethyl benzoate 2-phenoxyacetyl chloride 4-cyanophenyl benzoate Allyl benzoate Azetidin-3-yl acetate Benzoic anhydride Benzyl acetate Benzyl benzoate Benzyl benzylcarbamate Benzyl cyclohexylcarbamate Benzyl morpholine-4-carboxylate Benzyl phenylcarbamate Benzyl piperidine-1-carboxylate Butyl benzoate Dimethyl isophthalate Dimethyl phthalate Dimethyl pyridine-2,6-dicarboxylate Ethane-1,2-diyl dibenzoate Ethyl 1-phenyl-1h-pyrazole-3-carboxylate Ethyl 1-phenyl-1h-pyrazole-4-carboxylate Ethyl 1-phenylcyclopropane-1-carboxylate Ethyl 1h-1,2,4-triazole-3-carboxylate Ethyl 1h-imidazole-2-carboxylate Ethyl 1h-indole-3-carboxylate Ethyl 1h-pyrazole-4-carboxylate Ethyl 1h-pyrrole-2-carboxylate Ethyl 1h-pyrrole-3-carboxylate Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate Ethyl 2-(pyridin-2-yl)acetate Ethyl 2-aminobenzoate Ethyl 2-aminothiazole-4-carboxylate Ethyl 2-aminothiazole-5-carboxylate Ethyl 2-bromo-2-phenylacetate Ethyl 2-fluorobenzoate Ethyl 2-hydroxybenzoate Ethyl 2-iodobenzoate Ethyl 2-methylbenzoate Ethyl 2-methylnicotinate Ethyl 2-nitrobenzoate Ethyl 2-oxo-2-(phenylamino)acetate Ethyl 2-oxo-2-phenylacetate Ethyl 2-oxo-2h-chromene-3-carboxylate Ethyl 2-phenoxyacetate Ethyl 2-phenylacetate Ethyl 2-phenylcyclopropane-1-carboxylate Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate Ethyl 3-aminobenzoate Ethyl 3-fluorobenzoate Ethyl 3-hydroxybenzoate Ethyl 3-iodobenzoate Ethyl 3-nitrobenzoate Ethyl 3-oxo-3-phenylpropanoate Ethyl 3-phenylpropanoate Ethyl 4-aminobenzoate Ethyl 4-chloropyrimidine-5-carboxylate Ethyl 5-fluoro-1h-indole-2-carboxylate Ethyl 6-chloro-1h-indole-2-carboxylate Ethyl benzo[b]thiophene-2-carboxylate Ethyl cinnamate Ethyl cyclohex-1-ene-1-carboxylate Ethyl cyclohexanecarboxylate Ethyl cyclopropanecarboxylate Ethyl furan-2-carboxylate Ethyl imidazo[1,2-a]pyridine-2-carboxylate Ethyl imidazo[1,2-a]pyridine-3-carboxylate Ethyl isonicotinate Ethyl isoxazole-3-carboxylate Ethyl isoxazole-4-carboxylate Ethyl morpholine-2-carboxylate Ethyl nicotinate Ethyl oxazole-4-carboxylate Ethyl oxazole-5-carboxylate Ethyl oxirane-2-carboxylate Ethyl picolinate Ethyl piperidine-2-carboxylate Ethyl piperidine-3-carboxylate Ethyl piperidine-4-carboxylate Ethyl pyrazine-2-carboxylate Ethyl pyridazine-3-carboxylate Ethyl pyrimidine-4-carboxylate Ethyl pyrimidine-5-carboxylate Ethyl quinazoline-2-carboxylate Ethyl thiazole-2-carboxylate Ethyl thiazole-4-carboxylate Ethyl thiazole-5-carboxylate Ethyl thiophene-2-carboxylate Ethyl thiophene-3-carboxylate Hexyl benzoate Isobutyl benzoate Isopropyl benzoate Methyl 1-naphthoate Methyl 1h-benzo[d]imidazole-2-carboxylate Methyl 1h-imidazole-2-carboxylate Methyl 1h-imidazole-5-carboxylate Methyl 1h-indazole-3-carboxylate Methyl 1h-indazole-4-carboxylate Methyl 1h-indazole-5-carboxylate Methyl 1h-indazole-6-carboxylate Methyl 1h-indazole-7-carboxylate Methyl 1h-indole-3-carboxylate Methyl 1h-indole-4-carboxylate Methyl 1h-indole-5-carboxylate Methyl 1h-indole-6-carboxylate Methyl 1h-indole-7-carboxylate Methyl 1h-pyrazole-4-carboxylate Methyl 1h-pyrrole-2-carboxylate Methyl 1h-pyrrole-3-carboxylate Methyl 1h-pyrrolo[2,3-b]pyridine-2-carboxylate Methyl 1h-pyrrolo[2,3-b]pyridine-3-carboxylate Methyl 1h-pyrrolo[2,3-b]pyridine-6-carboxylate Methyl 2,6-dichlorobenzoate Methyl 2,6-difluorobenzoate Methyl 2-(1h-indol-3-yl)acetate Methyl 2-(2-bromophenyl)acetate Methyl 2-(4-hydroxyphenyl)acetate Methyl 2-(bromomethyl)benzoate Methyl 2-(chlorosulfonyl)benzoate Methyl 2-(morpholin-3-yl)acetate Methyl 2-(pyridin-2-yl)acetate Methyl 2-(trifluoromethyl)benzoate Methyl 2-amino-2-phenylacetate Methyl 2-aminobenzoate Methyl 2-aminothiazole-4-carboxylate Methyl 2-bromo-2-phenylacetate Methyl 2-bromo-3-nitrobenzoate Methyl 2-bromo-5-fluorobenzoate Methyl 2-bromo-6-fluorobenzoate Methyl 2-bromo-6-methylbenzoate Methyl 2-bromobenzoate Methyl 2-chloro-4-fluorobenzoate Methyl 2-chloro-6-fluorobenzoate Methyl 2-chlorobenzoate Methyl 2-cyanobenzoate Methyl 2-fluorobenzoate Methyl 2-hydroxybenzoate Methyl 2-iodobenzoate Methyl 2-methoxybenzoate Methyl 2-methyl-2h-indazole-3-carboxylate Methyl 2-methylbenzoate Methyl 2-naphthoate Methyl 2-nitrobenzoate Methyl 2-phenoxyacetate Methyl 2-phenoxybenzoate Methyl 2-phenylacetate Methyl 3-(benzyloxy)benzoate Methyl 3-(bromomethyl)benzoate Methyl 3-(trifluoromethyl)benzoate Methyl 3-amino-3-phenylpropanoate Methyl 3-aminobenzoate Methyl 3-bromo-4-chlorobenzoate Methyl 3-bromo-4-fluorobenzoate Methyl 3-bromo-4-methoxybenzoate Methyl 3-bromo-4-methylbenzoate Methyl 3-bromobenzoate Methyl 3-bromopyrazine-2-carboxylate Methyl 3-chlorobenzoate Methyl 3-cyanobenzoate Methyl 3-fluorobenzoate Methyl 3-formylbenzoate Methyl 3-hydroxybenzoate Methyl 3-iodo-4-methylbenzoate Methyl 3-iodobenzoate Methyl 3-methoxybenzoate Methyl 3-methylbenzoate Methyl 3-nitrobenzoate Methyl 3-oxo-3-phenylpropanoate Methyl 3-phenylpropanoate Methyl 4-amino-3-bromobenzoate Methyl 4-amino-3-iodobenzoate Methyl 4-amino-3-nitrobenzoate Methyl 4-aminobenzoate Methyl 4-fluorobenzoate Methyl 4-nitrobenzoate Methyl 4-oxocyclohexane-1-carboxylate Methyl 4-oxopiperidine-2-carboxylate Methyl 4-phenoxybenzoate Methyl 5-amino-2-bromobenzoate Methyl 5-hydroxypicolinate Methyl 5-oxopyrrolidine-2-carboxylate Methyl 5-phenylisoxazole-3-carboxylate Methyl 6-bromopyrazine-2-carboxylate Methyl 6-chloropyrazine-2-carboxylate Methyl 6-methoxynicotinate Methyl [1,1'-biphenyl]-4-carboxylate Methyl azetidine-2-carboxylate Methyl benzo[b]thiophene-2-carboxylate Methyl benzo[d]oxazole-2-carboxylate Methyl benzo[d]thiazole-6-carboxylate Methyl bicyclo[1.1.1]pentane-1-carboxylate Methyl cinnamate Methyl cyclobutanecarboxylate Methyl cyclohex-3-ene-1-carboxylate Methyl cyclohexanecarboxylate Methyl cyclopentanecarboxylate Methyl cyclopropanecarboxylate Methyl furan-2-carboxylate Methyl imidazo[1,2-a]pyridine-8-carboxylate Methyl indoline-6-carboxylate Methyl isonicotinate Methyl isoquinoline-4-carboxylate Methyl l-phenylalaninate Methyl morpholine-2-carboxylate Methyl morpholine-3-carboxylate Methyl nicotinate Methyl oxazole-4-carboxylate Methyl piperidine-2-carboxylate Methyl piperidine-3-carboxylate Methyl prolinate Methyl pyrazine-2-carboxylate Methyl pyridazine-3-carboxylate Methyl pyrimidine-2-carboxylate Methyl pyrimidine-4-carboxylate Methyl pyrimidine-5-carboxylate Methyl pyrrolidine-3-carboxylate Methyl thiazole-2-carboxylate Methyl thiazole-4-carboxylate Methyl thiophene-3-carboxylate Phenyl (1r,4r)-[1,1'-bi(cyclohexane)]-4-carboxylate Phenyl dimethylcarbamate Phenyl ethyl(methyl)carbamate Propyl benzoate Tert-butyl (1-phenylethyl)carbamate Tert-butyl (2,3-dihydro-1h-inden-1-yl)carbamate Tert-butyl (2-phenylcyclopropyl)carbamate Tert-butyl (3-oxocyclohexyl)carbamate Tert-butyl (morpholin-2-ylmethyl)carbamate Tert-butyl (tetrahydrofuran-3-yl)carbamate Tert-butyl 1h-benzo[d]imidazole-1-carboxylate Tert-butyl 1h-imidazole-1-carboxylate Tert-butyl 1h-indazole-1-carboxylate Tert-butyl 1h-indole-1-carboxylate Tert-butyl 1h-pyrrole-1-carboxylate Tert-butyl 1h-pyrrole-2-carboxylate Tert-butyl 1h-pyrrolo[2,3-b]pyridine-1-carboxylate Tert-butyl 3,4-dihydroisoquinoline-2(1h)-carboxylate Tert-butyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate Tert-butyl 3-oxopiperazine-1-carboxylate Tert-butyl 4-phenylpiperazine-1-carboxylate Tert-butyl 4-phenylpiperidine-1-carboxylate Tert-butyl azetidine-1-carboxylate Tert-butyl benzoate Tert-butyl benzylcarbamate Tert-butyl bicyclo[1.1.1]pentan-1-ylcarbamate Tert-butyl cyclopentylcarbamate Tert-butyl isoindoline-2-carboxylate Tert-butyl methyl(phenyl)carbamate Tert-butyl morpholine-4-carboxylate Tert-butyl o-tolylcarbamate Tert-butyl phenethylcarbamate Tert-butyl piperazine-1-carboxylate Tert-butyl pyrrolidine-1-carboxylate

By Key Group+−

(2-hydroxyethoxy)carbonyl (r)-methyl 2-amino-acetate (r)-methyl 2-amino-propanoate (s)-methyl 2-((tert-butoxycarbonyl)amino)-propanoate (s)-methyl 2-amino-2-acetate 2-ethylhexyl carboxylate 6-oxy-hexyl acrylate Acetate Acetoxybenzoic Acetoxymethyl Acetoxyphenyl Acetyloxy Acrylate Acryloyloxy Adipate Adipate Allyl carboxylate Amino-carboxylate Aminobenzoate Aminobenzylcarbamate Aminobutanoate Aminocyclobutanecarboxylate Aminocyclobutanecarboxylic Aminocyclobutanecarboxylic acid Aminocyclohexanecarboxylate Aminocyclohexanecarboxylic Aminocyclohexanecarboxylic acid Aminocyclopentanecarboxylate Aminocyclopentanecarboxylic Aminocyclopropanecarboxylate Aminoheptanoate Aminohexanoate Aminoimidazole-carboxylate Aminoisonicotinate Aminoisophthalate Aminonicotinate Aminopentanedioate Aminopentanoate Aminopropanoate Aminosuccinate Azanediyldiacetate Azanediyldiacetate Benzimidazole-carboxylate Benzoate Benzofuran-carboxylate Benzopyran-carboxylate Benzothiazole-carboxylate Benzothiophene-carboxylate Benzoxazine-carboxylate Benzoxazole-carboxylate Benzoyloxy Benzylcarbamate Boc-piperazine Boc-piperidine Bromo-carboxylate Bromo-pyrrolopyridine-carboxylate Bromoacetate Bromobenzoate Bromobutanoate Bromocyclobutanecarboxylate Bromocyclopropanecarboxylate Bromodecanoate Bromoheptanoate Bromohexanoate Bromoimidazole carboxylate Bromoisonicotinate Bromoisophthalate Bromonicotinate Bromopropanoate Bromoundecanoate Butanoate Butoxycarbonyl Butoxycarbonyl Butyl carboxylate Butylcarbamate Butyrate Carbamate Carbonodithioate Carbonothioate Carbothioate Carboxylate-hydrochloride Chlorobenzoate Chlorobenzylphosphonate Chloroformate Chloropicolinate Chloropropanoate Chroman-carboxylate Cyanoacrylate Cyanocyclopropanecarboxylate Cyclobutanecarboxylate Cyclohexanecarboxylate Cyclopentanecarboxylate Cyclopropanecarboxylate Decanedioate Decanedioate Decanoate Decanoate Diacetate Diacetoxy Diacrylate Diaminobenzoate Dibromobenzoate Dibromohexanedioate Dicarbamate Dicarboxylate Dichlorobenzoate Dichloroisonicotinate Dichloronicotinate Diethyl 1,1-dicarboxylate Diethyl 2-methylmalonate Diethyl malonate Diethylcarbamodithioate Difluorocyclobutanecarboxylate Dimethacrylate Dimethoxypropanoate Dimethoxypropanoate Dimethyl malonate Dimethyl-carboxylate Dimethyl-pyrazole-carboxylate Dimethylbutanoate Dimethylcarbamate Dimethylnicotinate Dimethylnicotinate Diphenylacetoxy Diphenylphosphinate Dipropanoate Dipropanoate Diyldicarbamate Dodecanoate Enecarboxylate Enoate Ethoxycarbonyl Ethyl 2,4-dioxobutanoate Ethyl 2-(amino)-2-oxoacetate Ethyl 2-amino-propanoate Ethyl 2-aminoacetate Ethyl 2-bromo-acetate Ethyl 2-methyl-propanoate Ethyl 2-oxoacetate Ethyl 2-oxyacetate Ethyl 3-acrylate Ethyl 3-amino-propanoate Ethyl 3-oxopropanoate Ethyl 3-propanoate Ethyl acetate Ethyl acrylate Ethyl aminocarboxylate Ethyl butanoate Ethyl carboxylate Ethyl cyano-carboxylate Ethyl methylcarboxylate Ethyl thioacetate Ethylbutanoate Ethynylbenzoate Ethynylbenzylcarbamate Fluoronicotinate Fmoc Formate Glutarate Glutarate Heptanedioate Hexanoate Hexanoate Hydrazinecarboxylate Hydroxycyclopentanecarboxylate Imidazole-carboxylate Imidazopyridine-carboxylate Iminoacetate Indazole-carboxylate Indene-carboxylate Indolecarboxylate Indoline-carboxylate Iodoacetate Iodoacrylate Iodobutanoate Iodonicotinate Iodopropanoate Isoamyl benzoate Isobutyl-carboxylate Isobutyrate Isobutyrate Isopropyl carboxylate Isoquinolinecarboxylate Isoxazole-carboxylate Mercaptoacetate Mercaptopropionate Methacrylate Methacryloyloxy Methoxyacetate Methoxyacrylate Methoxycarbonyl Methoxycarbonyl Methoxyisonicotinate Methoxyisonicotinate Methoxynicotinate Methoxynicotinate Methoxypropanoate Methoxypropanoate Methyl ((tert-butoxycarbonyl)amino)-carboxylate Methyl (r)-3-amino-propanoate Methyl 2,4-dioxo-butanoate Methyl 2-amino-acetate Methyl 2-amino-propanoate Methyl 2-bromo-acetate Methyl 2-hydroxyacetate Methyl 2-methylpropanoate Methyl 2-oxoacetate Methyl 2-oxy-acetate Methyl 3-amino-propanoate Methyl 3-oxopropanoate Methyl 3-propanoate Methyl acetate Methyl acrylate Methyl aminoacetate Methyl aminocarboxylate Methyl butanoate Methyl carbonate Methyl hydroxycarboxylate Methyl methacrylate Methyl methyl-carboxylate Methyl propanoate Methyl-propanoate-hydrochloride Methylacrylate Methylbutanoate Methylcyclobutanecarboxylate Methylhexanoate Methylhexanoate Methylisonicotinate Methylmalonate Methylnicotinate Methylpentanoate Methylpropanoate Morpholinecarboxylate Naphthalene-carboxylate Naphthoate Naphthyridine-carboxylate Nitroisonicotinate Nitronicotinate Nitropicolinate Nitropyrrole-carboxylate Nonanedioate Nonanedioate Octanedioate Octanoate Octyl carboxylate Oxadiazole-carboxylate Oxazole-carboxylate Oxoacetate Oxoacetate Oxobutanoate Oxobutanoate Oxocyclobutanecarboxylate Oxocyclohexanecarboxylate Oxocyclopentanecarboxylate Oxoethyl-piperidine-carboxylate Oxoheptanoate Oxoheptanoate Oxohexanoate Oxohexanoate Oxopentanoate Oxopropanoate Oxopropanoate Oxopropionate Oxosuccinate Pentaacetate Pentaacetate Pentanoate Pentanoate Pentyl carboxylate Phenyl-boronic-acid-carboxylate Phenyl-pyrazole-carboxylate Phenylacetate Phenylacrylate Phenylphosphonate Phenylpropanoate Phenylpropionate Piperazine-carboxylate Piperidine-carboxylate-hydrochloride Pivalate Propanoate Propiolate Propionyloxy Propoxycarbonyl Propylpentanoate Propylpentanoate Pyranyl-carboxylate Pyrazinecarboxylate Pyrazole-carboxylate Pyrazolopyridine-carboxylate Pyridazine-carboxylate Pyridinecarboxylate Pyrimidinecarboxylate Pyrimidinecarboxylic Pyrrole-carboxylate Pyrrolidine-carboxylate Pyrrolozine-carboxylate Quinazine-carboxylate Quinazoline-carboxylate Quinoline-carboxylate Quinoxaline-carboxylate Stearate Succinate Succinate Sulfamoylbenzoate Tert-butyl acetate Tert-butyl carbonate Tert-butyl hydrazinecarboxylate Tert-butyl oxyethylcarbamate Tert-butyl propanoate Tetraacetate Tetraacetate Tetradecanoate Tetradecanoate Tetrahydro-carboxylate Tetrahydrofuran-carboxylate Tetrahydroisoquinoline-carboxylate Tetrahydroquinoline-carboxylate Thiadiazole-carboxylate Thiazolecarboxylate Thiodiacetate Thiomorpholine-carboxylate Thiophenecarboxylate Toluenesulfonate Tosylcarbamate Tosyloxy Triacetate Triacetate Triacrylate Triazole-carboxylate Tricarboxylate Trifluoromethyl-nicotinate Trifluoromethyl-phenyl-acetate Trimethylolpropane Vinylbenzoate Vinylcyclopropanecarboxylic Vinylcyclopropanecarboxylic acid

By Parent Nucleus+−

Aliphatic heterocycles Aromatic heterocycles Azetidines Benzimidazoles Benzisoxazoles Benzodioxans Benzofurans Benzothiazoles Benzothiophenes Benzoxazoles Cinnolines Dioxolanes Dioxoles Epoxides Furans Guanidines Imidazoles Imidazolidines Imidazolines Indazoles Indoles Indolines Isoquinolines Isoxazoles Morpholines Naphthyridines Non-halogenated heterocycles Other aliphatic heterocycles Other aromatic heterocycles Oxadiazoles Oxazoles Oxazolidines Oxazolines Oxetanes Piperazines Piperidines Purines Pyrans Pyrazines Pyrazoles Pyridazines Pyridines Pyrimidines Pyrroles Pyrrolidines Pyrrolines Quinazolines Quinolines Quinoxalines Quinuclidines Spiroes Tetrahydrofurans Tetrahydroisoquinolines Tetrahydropyrans Tetrahydroquinolines Tetrazoles Thiadiazoles Thiazoles Thiazolidines Thiophenols Triazoles

By Functional Group+−

acyl chlorides alcohols aldehydes aliphatic chain hydrocarbons aliphatic cyclic hydrocarbons alkenyls alkyls alkynyls Amides amidines Amines anhydrides Aryls azoes benzyl bromides benzyl chlorides Bromides carboxylic acid salts carboxylic acids Chiral building blocks Chlorides difluoromethyls ethers Fluorinated building blocks hydrazides hydrazines hydrazones hydroxylamines iodides ketones nitriles nitroes oximes phenols phosphoruses sulfamides sulfides sulfonates sulfones sulfonic acids sulfonyl chlorides thioesters thiols Thiophenes trifluoromethyls ureas

Oxygen related+−

RCO2R′

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