4-(Methylamino)benzoic acid Chemical Properties

Melting point:

160-162 °C (lit.)

Boiling point:

273.17°C (rough estimate)

Density 

1.2023 (rough estimate)

refractive index 

1.5810 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Slightly soluble. Soluble in alcohol.

pka

5.04(at 25℃)

form 

Solid

color 

Off-White to Dark Beige

BRN 

2082805

Major Application

peptide synthesis

InChI

InChI=1S/C8H9NO2/c1-9-7-4-2-6(3-5-7)8(10)11/h2-5,9H,1H3,(H,10,11)

InChIKey

ZVIDMSBTYRSMAR-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(NC)C=C1

CAS DataBase Reference

10541-83-0(CAS DataBase Reference)

NIST Chemistry Reference

Benzoic acid, 4-(methylamino)-(10541-83-0)

EPA Substance Registry System

Benzoic acid, 4-(methylamino)- (10541-83-0)

Safety Information

Hazard Codes 

Xn,Xi,N

Risk Statements 

22-43-36/37/38-51/53-40

Safety Statements 

36/37-37/39-26-61

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

2922290090

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Skin Sens. 1

MSDS

• Language:English Provider:4-(Methylamino)benzoic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-(Methylamino)benzoic acid Usage And Synthesis

Description

4-(Methylamino) benzoic acid is an important intermediate for production of pharmaceutical products, dyes, flavors and preservatives.

Chemical Properties

white to beige powder

Uses

4-(Methylamino)benzoic acid important for the preparation of other pharmaceutical products, dyes, flavors, and preservatives. .For the preparation of medicines and other fine chemicals.

Definition

ChEBI: N-Methyl-4-aminobenzoate is an aminobenzoic acid.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

A mixture of 4-bromobenzoic acid (10 mmol), aqueous methylamine (5.4 mL, 5 equiv.), copper powder (0.032 g, 5 mol%), and a stirring bar was sealed in a dry reaction flask in a 30 ml threaded tube. The reaction mixture was stirred electromagnetically in an oil bath at 100??C to dissolve the copper powder. After completion of the reaction (12 h), the reaction mixture was cooled to room temperature. The aromatic amine was extracted by adding ethyl acetate (20 ml) and the organic layer was separated. The aqueous layer was extracted with ethyl acetate (3 ?? 10 mL) and all the organic layers were combined and dried with anhydrous sodium sulfate. The precipitate in the reaction mixture was removed by filtration and the resulting filtrate was concentrated under reduced pressure to remove the solvent, and finally the resulting residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate) to obtain the target product molecule, 4-methylaminobenzoic acid.

References

https://www.alfa.com/en/catalog/A12426/

4-(Methylamino)benzoic acid(10541-83-0)Related Product Information

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