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Name |
4-Dimethylaminobenzoic acid |
EINECS | 210-615-8 |
CAS No. | 619-84-1 | Density | 1.18 g/cm3 |
PSA | 40.54000 | LogP | 1.45080 |
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 | N/A | 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; |
Article Data | 141 |
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% |
2,2,2-trichloro-1-[4-(dimethylamino)phenyl]ethan-1-ol
p-N,N-dimethylaminobenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide In methanol for 10h; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide for 0.0166667h; microwave irradiation; | 97% |
allyl 4-(dimethylamino)benzoate
p-N,N-dimethylaminobenzoic acid
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% |
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% |
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; |
carbon dioxide
5,5-dimethyl-2-(4-(N,N-dimethylamino)phenyl)-1,3,2-dioxaborinane
A
methyl 4-(N,N-dimethylamino)benzoate
B
p-N,N-dimethylaminobenzoic acid
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 |
carbon dioxide
5,5-dimethyl-2-(4-(N,N-dimethylamino)phenyl)-1,3,2-dioxaborinane
p-N,N-dimethylaminobenzoic acid
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% |
Conditions | Yield |
---|---|
With phenylsilane In N,N-dimethyl acetamide at 60℃; for 4h; Reagent/catalyst; Sealed tube; | 84% |
tert-butylisonitrile
4-(dimethylamino)benzene-boronic acid
p-N,N-dimethylaminobenzoic acid
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% |
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.
An important intermediate used as photosensitizer, paints and dyes
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, |
Reported in EPA TSCA Inventory.
Hazard Codes: 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 NOx.