4-Dimethylaminobenzoic acid supplier

Name
4-Dimethylaminobenzoic acid
EINECS 210-615-8
CAS No. 619-84-1
Article Data141
CAS DataBase
Density 1.18 g/cm³
Solubility Insoluble in water.
Melting Point 241-243 °C (dec.)(lit.)
Formula C₉H₁₁NO₂
Boiling Point 315.8 °C at 760 mmHg
Molecular Weight 165.192
Flash Point 144.8 °C
Transport Information
Appearance light grey powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms N,N-Dimethyl-4-aminobenzoic acid;N,N-Dimethyl-p-aminobenzoic acid;p-Dimethylamino benzoic acid;p-N,N-(Dimethylamino)benzoic acid;4-Dimethylaminobenzoic acid;Benzoic acid, 4-(dimethylamino)-;Benzoic acid, p-(dimethylamino)-;NSC 16596;
PSA 40.54000
LogP 1.45080

Synthetic route

: 1703-46-4
N,N-dimethyl-4-hydroxymethylaniline

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With silica-supported Jones reagent In dichloromethane for 0.035h;	99.6%
With oxygen In acetonitrile at 20℃; for 7h; Catalytic behavior;	96%
With tert.-butylhydroperoxide; copper(ll) bromide In water; acetonitrile at 20℃; for 22.5h; Inert atmosphere; chemoselective reaction;	90%

: 66379-84-8
2,2,2-trichloro-1-[4-(dimethylamino)phenyl]ethan-1-ol

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In methanol for 10h;	98%

: 5925-53-1
4-<4-(Dimethylamino)thiobenzoyl>morpholine

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide for 0.0166667h; microwave irradiation;	97%

: 22636-68-6
allyl 4-(dimethylamino)benzoate

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide; mineral oil at 25℃; for 4h; Inert atmosphere;	97%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 60℃; for 3h; Inert atmosphere;	86%

: 100-10-7
4-dimethylamino-benzaldehyde

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With Co4HP2Mo15V3O62; N-(4-sulfonic acid)butyl triethylammonium tetrafluoroborate; dihydrogen peroxide In water at 20℃; for 3h; Green chemistry;	95%
With tert.-butylhydroperoxide; copper(ll) bromide In water; acetonitrile at 20℃; for 4.5h; Inert atmosphere; chemoselective reaction;	92%
With sodium chlorite In acetonitrile 1.) 10 deg C, 2 h, 2.) RT, 3 h;	89%

: 124-38-9
carbon dioxide

: 586-77-6
4-bromo-N,N-dimethylaniline

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With C26H30B10Cl2P2Pd In toluene at 50℃; under 760.051 Torr; for 8h;	90%
With [2,2]bipyridinyl; lithium chloride; cobalt(II) iodide; zinc In N,N-dimethyl-formamide; acetonitrile at 40℃; under 760.051 Torr; for 14h; Sealed tube;	61%
With diethylzinc; palladium diacetate; tert-butyl XPhos In hexanes; N,N-dimethyl acetamide at 40℃; under 7600.51 Torr; Automated synthesizer;	40%
Stage #1: 4-bromo-N,N-dimethylaniline With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Stage #2: With [2,2]bipyridinyl; (-)-menthol In tetrahydrofuran; pentane Inert atmosphere; Stage #3: carbon dioxide In tetrahydrofuran; pentane at 20℃; under 5171.62 Torr; for 0.0166667h; Flow reactor;

: 124-38-9
carbon dioxide

: 95752-87-7
5,5-dimethyl-2-(4-(N,N-dimethylamino)phenyl)-1,3,2-dioxaborinane

A: 1202-25-1
methyl 4-(N,N-dimethylamino)benzoate

B: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
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;	A 87% B n/a

...Expand

: 124-38-9
carbon dioxide

: 95752-87-7
5,5-dimethyl-2-(4-(N,N-dimethylamino)phenyl)-1,3,2-dioxaborinane

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
Stage #1: carbon dioxide; 5,5-dimethyl-2-(4-(N,N-dimethylamino)phenyl)-1,3,2-dioxaborinane With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate In toluene at 100℃; under 760.051 Torr; for 15h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethyl acetate; toluene at 20℃;	84%

: 124-38-9
carbon dioxide

: 10541-83-0
N-methyl-p-aminobenzoic acid

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With phenylsilane In N,N-dimethyl acetamide at 60℃; for 4h; Reagent/catalyst; Sealed tube;	84%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 28611-39-4
4-(dimethylamino)benzene-boronic acid

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
Stage #1: tert-butylisonitrile; 4-(dimethylamino)benzene-boronic acid With copper diacetate; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 24h; Molecular sieve; Sealed tube; Stage #2: With water In N,N-dimethyl-formamide Molecular sieve; Sealed tube;	83%

: 124-38-9
carbon dioxide

: 28611-39-4
4-(dimethylamino)benzene-boronic acid

: 619-84-1
p-N,N-dimethylaminobenzoic 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;	78%

: 10287-53-3
ethyl p-dimethyaminolbenzoate

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
Stage #1: ethyl p-dimethyaminolbenzoate With iron(III) chloride In tetrachloromethane at 85℃; for 24h; Inert atmosphere; Stage #2: With hydrogenchloride; water In tetrachloromethane Inert atmosphere;	77%
With sodium hydroxide In ethanol at 85℃; for 6h;

: 1202-25-1
methyl 4-(N,N-dimethylamino)benzoate

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With iodine; aluminium In acetonitrile at 80℃; for 18h;	77%

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

: 616-38-6
carbonic acid dimethyl ester

A: 10541-83-0
N-methyl-p-aminobenzoic acid

B: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With sodium-exchanged Y-zeolite at 130℃; for 9h;	A 74% B n/a

...Expand

: 124-38-9
carbon dioxide

: 108949-55-9
4-N,N-dimethylaminophenyl magnesium chloride

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 1℃; for 0.0833333h;	72%

: 124-38-9
carbon dioxide

: 7353-91-5
4-dimethylaminophenylmagnesium bromide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 1℃; for 0.0833333h;	71%

: 107-31-3
Methyl formate

: 100-00-5
4-chlorobenzonitrile

A: 28533-43-9
4-formamidobenzoic acid

B: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; dodecacarbonyl-triangulo-triruthenium; cetyltrimethylammonim bromide at 160℃; for 10h;	A 58.2% B 7%

...Expand

: 586-76-5
4-Bromobenzoic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 140℃; for 10h;	54%

: 100-10-7
4-dimethylamino-benzaldehyde

: 105-53-3
diethyl malonate

A: 3435-56-1
diethyl p-(N,N'-dimethylamino)-benzylidenemalonate

B: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With bentonite Actisil FF for 0.25h; Irradiation;	A 48% B 3%

...Expand

: 619-58-9
4-iodobenzoic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 140℃; for 10h;	48%

: 31362-12-6
p-(1,3-dithiolan-2-yl)-N,N-dimethylaniline

A: 619-84-1
p-N,N-dimethylaminobenzoic acid

B: 100-10-7
4-dimethylamino-benzaldehyde

Conditions

Conditions	Yield
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 20℃;	A 18% B 44%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 74-11-3
para-chlorobenzoic acid

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 140℃; for 10h;	35%

: 201230-82-2
carbon monoxide

: 24564-52-1
4-(dimethylamino)benzenediazonium tetrafluoroborate

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With water at 100℃; under 795063 Torr; for 2.5h;	4.63%

: 123-91-1
1,4-dioxane

: 865-47-4
potassium tert-butylate

: 90-94-8
bis(p-dimethylaminophenyl)methanone

: 619-84-1
p-N,N-dimethylaminobenzoic acid

...Expand

: 4755-50-4
4-(dimethylamino)benzoyl chloride

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With water
Multi-step reaction with 3 steps 1: triethylamine / diethyl ether 2: hydrogenchloride / water; acetonitrile 3: water; dimethyl sulfoxide / 25 °C View Scheme

: 698-69-1
4-chloro-N,N-dimethylaniline

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / 200 °C / microwave irradiation 2: 72 percent / tetrahydrofuran / 0.08 h / 1 °C View Scheme
With carbon dioxide; sodium; benzene

: 586-77-6
4-bromo-N,N-dimethylaniline

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With n-butyllithium; diethyl ether anschliessend Behandeln mit Kohlendioxid;
With sodium; benzene anschliessend Behandeln mit Kohlendioxid;

: 63756-72-9
2-(4-(dimethylamino)phenyl)-2-oxoacetic acid

: 619-84-1
p-N,N-dimethylaminobenzoic acid

Conditions

Conditions	Yield
With sulfuric acid at 120℃;

: 1616689-60-1
5-[(5-amino-2-methylbenzoylamino)-methyl]-7H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 1616688-96-0
5-{[5-(4-dimethylaminobenzoylamino)-2-methylbenzoylamino]-methyl}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 12h;	4%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 115279-73-7
1-(4-aminophenyl)cyclopentane-1-carbonitrile

: 1067189-46-1
N-[4-(1-cyano-cyclopentyl)-phenyl]-4-dimethylamino-benzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 72h;	5%

: 33630-99-8
2-hydroxy-3-aminopyridine

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 52334-21-1
N,N-dimethyl-4-oxazolo[5,4-b]pyridin-2-yl-aniline

Conditions

Conditions	Yield
With polystyrene triphenylphosphine; trichloroacetonitrile In acetonitrile at 150℃; for 0.25h; Microwave;	6.6%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 100643-71-8
descarboethoxyloratadine

: [4-(8-Chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidin-1-yl]-(4-dimethylamino-phenyl)-methanone

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 4℃; for 0.5h;	11%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 2-(4-Dimethylaminophenyl)-5,6,7,8-tetrahydro-4H-thiazolo [5,4-b]azepine

Conditions

Conditions	Yield
	11.5%

N,N-diisopropylethylamine (DIPEA): N,N-diisopropylethylamine (DIPEA)

2-(1H-benzotriazole-1-yl)-1,1,3,3-teramethyluronium tetrafluoroborate (TBTU): 2-(1H-benzotriazole-1-yl)-1,1,3,3-teramethyluronium tetrafluoroborate (TBTU)

: 2797-51-5
quinoclamine

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 2592-95-2
benzotriazol-1-ol

: CAY 10398

Conditions

Conditions	Yield
With hydroxylamine In 1-Methylpyrrolidine; 1,4-dioxane; methanol; dichloromethane; water	12%

...Expand

: 2-(N-(4-sulfamoylphenyl)sulfamoyl)ethanamine hydrochloride

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 4-dimethylamino-N-(2-(N-(4-sulfamoylphenyl)sulfamoyl)ethyl)benzamide

Conditions

Conditions	Yield
Stage #1: p-N,N-dimethylaminobenzoic acid With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole In acetonitrile at 20℃; Stage #2: 2-(N-(4-sulfamoylphenyl)sulfamoyl)ethanamine hydrochloride In water; acetonitrile	12%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 194288-65-8
(2R,3R,4R,5R)-2-(aminomethyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

: 1-(4-dimethylamino)benzoylamino-1,2,5-trideoxy-2,5-imino-D-mannitol

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 25℃; for 4.5h;	16%

: 40207-03-2
p-Anisidinothioformyl-hydrazin

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 1257257-06-9
5-(4-(dimethylamino)phenyl)-N-(4-methoxyphenyl)-1,3,4-oxadiazol-2-amine

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;	16%

: 13162-05-5
n-vinylformamide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 6-(dimethylamino)-2H-isoquinolin-1-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; potassium hydrogencarbonate In benzonitrile at 80℃; for 24h; Schlenk technique;	16%

: 22814-92-2
4-(p-chlorophenyl)-3-thiosemicarbazide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 1257256-88-4
N-(4-chlorophenyl)-5-(4-(dimethylamino)phenyl)-1,3,4-oxadiazol-2-amine

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;	19%

: 603-34-9
N,N-diphenylaminobenzene

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 9-<(4-dimethylamino)phenyl>-10-phenylacridinium phosphate

Conditions

Conditions	Yield
With PPA at 195℃; for 0.25h;	20%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 103517-57-3
N1-(4-methoxybenzoyl)-1,2-benzenediamine

: C23H23N3O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 48h; Acylation;	20%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 70697-58-4
tetramethylammonium 4-(dimethylamino)benzoate

Conditions

Conditions	Yield
In methanol	20%

: 6-[4-(pyridin-2-yl)piperazin-1-yl]pyridazin-3-amine

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 4-(dimethylamino)-N-[6-[4-(2-pyridyl)piperazin-1-yl]pyridazin-3-yl]benzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h;	20%

: 55581-62-9
2-(hydroxymethyl)-3-methylbenzofuran

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 128753-78-6
2-<4-(Dimethylamino)phenylcarbonyloxymethyl>-3-methylbenzofuran

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature;	22%

: 98-64-6
4-Chlorobenzenesulfonamide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 4-chloro-N-(4-dimethylamino-benzoyl)-benzenesulfonamide

Conditions

Conditions	Yield
With dmap; N'-methyl polystyrene HL; N-cyclohexylcarbodiimide In dichloromethane at 20℃; for 72h;	22%

: 1447817-00-6
C18H28O5

: 1447817-02-8
C18H31NO4

: 39687-95-1
isocyanoacetic acid methyl ester

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: C49H73N3O12

Conditions

Conditions	Yield
Stage #1: C18H28O5; C18H31NO4; p-N,N-dimethylaminobenzoic acid In methanol at 20℃; for 0.5h; Ugi Condensation; Stage #2: isocyanoacetic acid methyl ester With Ugi Condensation In methanol	22%

...Expand

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 108168-59-8
4-(dimethylamino)benzoyl fluoride

Conditions

Conditions	Yield
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0℃; for 0.5h; Schlenk technique; Inert atmosphere;	22%
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / dichloromethane / 0.28 h / 0 - 20 °C / Sealed tube 2: triethylamine tris(hydrogen fluoride) / 2 h / 20 °C View Scheme
With potassium fluoride; Tetrafluorophthalonitrile In acetonitrile at 80 - 90℃; under 760.051 Torr; for 24h; Temperature; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;	85 %Spectr.
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 20℃; for 3h; Inert atmosphere;

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 3-(methyl-d3)-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

: methyl-d3 4-(dimethylamino)benzoate

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water-d2 at 60℃; for 6h; Sealed tube;	23%

: 1002299-79-7
3-(4-aminomethylphenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-5-ol

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 4-Dimethylamino-N-[4-(5-hydroxy-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl)-benzyl]-benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-aminomethylphenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-5-ol; p-N,N-dimethylaminobenzoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide for 16h; Stage #2: With ammonium chloride In dichloromethane; water; N,N-dimethyl-formamide	24%

: 7402-70-2
N-(2-tert-butylphenyl)acetamide

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: (RS)-N-(2-t-butylphenyl)-N-(4-dimethylaminobenzoyl)acetamide

Conditions

Conditions	Yield
With tetrachloromethane; triphenylphosphine In dichloromethane at 25℃; for 2.5h;	28%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: C9H3(2)H8NO2

Conditions

Conditions	Yield
With sodium borodeuteride; palladium 10% on activated carbon; water-d2 at 150℃; sealed tube; Microwave irradiation; Inert atmosphere;	29%

: 1380678-11-4
(9H-fluoren-9-yl)methyl (4-((2,3-diaminopyridin-4-yl)oxy)phenyl)carbamate

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 1380678-37-4
4-(7-(4-aminophenoxy)-3H-imidazo[4,5-b]pyridin-2-yl)-N,N-dimethylaniline

Conditions

Conditions	Yield
With polyphosphoric acid at 250℃; for 4h;	30%

: 873-73-4
4-n-chlorophenylacetylene

: (py)CuIII(CF3)3

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: C18H15ClF3NO2

Conditions

Conditions	Yield
Stage #1: p-N,N-dimethylaminobenzoic acid With sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 0.75h; Schlenk technique; Inert atmosphere; Stage #2: 4-n-chlorophenylacetylene; (py)CuIII(CF3)3 In N,N-dimethyl-formamide at 100℃; for 12h; Schlenk technique; Inert atmosphere; stereoselective reaction;	30%

...Expand

: C57H72IrN9O3

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: C84H99IrN12O6

Conditions

Conditions	Yield
Stage #1: p-N,N-dimethylaminobenzoic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: C57H72IrN9O3 In N,N-dimethyl-formamide at 20℃; for 12h;	34%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 74-88-4
methyl iodide

: 880-00-2
(4-carboxyphenyl)trimethylammonium iodide

Conditions

Conditions	Yield
In methanol for 16h; Heating;	35%

: 619-84-1
p-N,N-dimethylaminobenzoic acid

: 6274-29-9
2-amino-5-methoxy-thiophenol

: 10205-71-7
4-(6-methoxybenzo[d]thiazol2-yl)-N,N-dimethylaniline

Conditions

Conditions	Yield
In dimethyl sulfoxide at 170℃; for 0.5h;	35%

4-Dimethylaminobenzoic acid Chemical Properties

Chemical Name: 4-Dimethylaminobenzoic acid
IUPAC Name: 4-(Dimethylamino)benzoic acid
Synonyms of 4-(Dimethylamino)benzoic acid (CAS NO.619-84-1): EINECS 210-615-8 ; N,N-Dimethyl-4-aminobenzoic acid ; N,N-Dimethyl-p-aminobenzoic acid ; NSC 16596 ; p-Dimethylamino benzoic acid ; p-N,N-(Dimethylamino)benzoic acid ; 4-Dimethylaminobenzoic acid ; Benzoic acid, 4-(dimethylamino)- ; Benzoic acid, p-(dimethylamino)-
CAS NO: 619-84-1
Molecular Formula of 4-(Dimethylamino)benzoic acid (CAS NO.619-84-1): C₉H₁₁NO₂
Molecular Weight: 165.1891
Molecular Structure:

Melting Point: 241-243 °C
ProductCategories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts ; Organic acids ; Absolute Configuration Determination (Exciton Chirality CD Method) ; Analytical Chemistry ; Enantiomer Excess & Absolute Configuration Determination ; Exciton Chirality CD Method (for Hydroxyl Groups) ; Aromatic Amino Acids ; Peptide Synthesis ; Unnatural Amino Acid Derivatives
Polar Surface Area: 29.54 Å²
Index of Refraction: 1.594
Molar Refractivity: 47.49 cm³
Molar Volume: 139.9 cm³
Surface Tension: 49.6 dyne/cm
Density of 4-(Dimethylamino)benzoic acid (CAS NO.619-84-1): 1.18 g/cm³
Flash Point: 144.8 °C
Enthalpy of Vaporization: 58.81 kJ/mol
Boiling Point: 315.8 °C at 760 mmHg
Vapour Pressure: 0.00018 mmHg at 25°C
Appearance: light grey powder
Stability: Stable but incompatible with strong oxidizing agents.

4-Dimethylaminobenzoic acid Uses

An important intermediate used as photosensitizer, paints and dyes

4-Dimethylaminobenzoic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04362,

4-Dimethylaminobenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

4-Dimethylaminobenzoic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: DG8735000
HS Code: 29224995
Poison by intravenous route. When heated to decomposition it emits toxic vapors of NO_x.

Product Name

4-Dimethylaminobenzoic acid

Synthetic route

4-Dimethylaminobenzoic acid Chemical Properties

4-Dimethylaminobenzoic acid Uses

4-Dimethylaminobenzoic acid Toxicity Data With Reference

4-Dimethylaminobenzoic acid Consensus Reports

4-Dimethylaminobenzoic acid Safety Profile

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