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4-Dimethylaminobenzoic acid

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4-Dimethylaminobenzoic acid manufacturers

4-Dimethylaminobenzoic acid Basic information
Product Name:4-Dimethylaminobenzoic acid
Synonyms:4-Diaminomethylbenzoic acid;4-DIMETHYLAMINOBENZOIC ACID, TECH., 90%;4-Dimethylaminobenzoic acid, 98+%;PARA(DIMETHYLAMINO)BENZOICACID;N,N-DIMETHYL-PARA-AMINOBENZOICACID;LR-78;4-DIMETHYLAMINOBENZOIC ACID FOR SYNTHESI;p-(dimethylamino)-benzoicaci
CAS:619-84-1
MF:C9H11NO2
MW:165.19
EINECS:210-615-8
Product Categories:Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives;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);Pyridines
Mol File:619-84-1.mol
4-Dimethylaminobenzoic acid Structure
4-Dimethylaminobenzoic acid Chemical Properties
Melting point 241-243 °C (dec.)(lit.)
Boiling point 117-118 C
density 1,04 g/cm
refractive index 1,3715
Fp 170 °C
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Crystalline Powder
pka6.03, 11.49(at 25℃)
color White, beige to grayish green
Water Solubility Insoluble in water.
Merck 14,3232
BRN 386867
Stability:Stable. Incompatible with strong oxidizing agents.
Major Applicationpeptide synthesis
InChI1S/C9H11NO2/c1-10(2)8-5-3-7(4-6-8)9(11)12/h3-6H,1-2H3,(H,11,12)
InChIKeyYDIYEOMDOWUDTJ-UHFFFAOYSA-N
SMILESCN(C)c1ccc(cc1)C(O)=O
CAS DataBase Reference619-84-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 4-(dimethylamino)-(619-84-1)
EPA Substance Registry SystemBenzoic acid, 4-(dimethylamino)- (619-84-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS DG8735000
TSCA TSCA listed
HS Code 29224995
Storage Class13 - Non Combustible Solids
MSDS Information
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4-Dimethylaminobenzoic acid Usage And Synthesis
Chemical Properties4-Dimethylaminobenzoic acid is light grey powder
Uses4-(Dimethylamino)benzoic Acid is a substituted benzoic acid that acts as an inhibitor of ultraviolet mediated damage to skin. 4-(Dimethylamino)benzoic Acid is a biotransformation product of 2-ethylhe xyl 4-(N,N-dimethylamino)benzoate (EDP), a widely used UV filters in sunscreen cosmetics and other cosmetic products.
Uses4-Dimethylaminobenzoic acid a substituted benzoic acid that acts as an inhibitor of ultraviolet mediated damage to skin. It is a biotransformation product of 2-ethylhexyl 4- (N,N-dimethylaminobenzo)benzoate(EDP), a widely used UV filters in sunscreen cosmetics and other cosmetic products.
Synthesis Reference(s)The Journal of Organic Chemistry, 25, p. 1807, 1960 DOI: 10.1021/jo01080a035
reaction suitabilityreaction type: solution phase peptide synthesis
Synthesis

a, weigh 1g of ethyl p-aminobenzoate in a two-port round-bottomed flask, add 40 ml of acetone to dissolve, then add 3.6g of anhydrous potassium carbonate and 14.1g of iodomethane, the reaction under nitrogen protection at 80 stirring reflux for 24 hours, the reaction is complete, filtration of the reaction solution, take the filtrate, extracted with dichloromethane, the organic phase dewatered with magnesium sulfate, filtration and removal of magnesium sulfate, evaporation and concentration of the product with a The product was separated and purified by chromatographic column (mobile phase dichloromethane: methanol = 20:1) to obtain the product ethyl 4-dimethylaminobenzoate.

b, in step a of the proceeds of 4-dimethylaminobenzoic acid ethyl ester, add 10% sodium hydroxide, not more than the reaction can be, 95% ethanol as a solvent, reflux reaction at 85 C for 6 hours, with 1M hydrochloric acid to adjust the PH to a weak acidic reaction, the reaction solution is concentrated, add anhydrous acetone to dissolve, filtration, take the precipitate, vacuum drying to get 4-dimethylaminobenzoic acid;

Purification MethodsCrystallise the acid from EtOH/water. [Beilstein 14 IV 1164.]
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