3232. 4-(Dimethylamino)benzoic Acid

Nomenclature

CAS number: 619-84-1
C9H11NO2; mol wt 165.19.
C 65.44%, H 6.71%, N 8.48%, O 19.37%.

Description and references

Prepn: Willst"atter, Kahn, Ber. 37, 411 (1904); Morton, Stevens, J. Am. Chem. Soc. 53, 4028, 4031 (1931); Gilman, Banner, ibid. 62, 344 (1940); Bowman, Stroud, J. Chem. Soc. 1950, 1342. Use of esters as sunscreening agents: Kreps, Ohlsson, US 3403207 (1968); Worthington, GB 1162337 and FR 1566396 (both 1969 to Van Dyk).

Chemical structure

Properties

Crystals from water, mp 242.5-243.5°. Soluble in alcohol, HCl and KOH solns, sparingly sol in ether. Practically insol in acetic acid. pKa 6.027; pKb 11.488.

Derivative

3-Methylbutyl ester.

Nomenclature

CAS number: 21245-01-2
Padimate A; Escalol 506 (Van Dyk).
C14H21NO2; mol wt 235.32.
C 71.46%, H 8.99%, N 5.95%, O 13.60%.

Derivative

2-Ethylhexyl ester.

Nomenclature

CAS number: 21245-02-3
Padimate O; Escalol 507 (Van Dyk); Sundown.
C17H27NO2; mol wt 277.40.
C 73.61%, H 9.81%, N 5.05%, O 11.54%.

Derivative

Glyceryl ester see Glyceryl p-Aminobenzoate.

Therapeutic Category

Esters as ultraviolet screen.

Keywords

Ultraviolet Screen