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Merck
CN

556998

Phthalamic acid

97%

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About This Item

Linear Formula:
H2NC(O)C6H4CO2H
CAS Number:
Molecular Weight:
165.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
201-871-1
MDL number:
Assay:
97%
Form:
solid
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Quality Level

assay

97%

form

solid

mp

140-143 °C (lit.)

functional group

amide, carboxylic acid

SMILES string

NC(=O)c1ccccc1C(O)=O

InChI

1S/C8H7NO3/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H2,9,10)(H,11,12)

InChI key

CYMRPDYINXWJFU-UHFFFAOYSA-N

General description

Phthalamic acid can be synthesized from the reaction between ammonia and phthalic anhydride by a modified Auger′s method. Kinetic studies of the intramolecular carboxylic-group assisted hydrolysis of amide bond of phthalamic acid provided the value of pseudo-first order rate constant (kobs) as 5.1×10-5sec-1 at pH 1.3-1.8 and 35°C. It undergoes hydrolysis about 105 times faster than benzamide.

Application

Phthalamic acid may be used to synthesize anthranilic acid via reaction with sodium hypochlorite.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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The hydrolysis and cyclization of some phthalamic acid derivatives.
J Brown et al.
Journal of the American Chemical Society, 88(19), 4468-4474 (1966-10-05)
Mireille Canal-Raffin et al.
Particle and fibre toxicology, 4, 8-8 (2007-09-22)
Pesticides, in particular folpet, have been found in rural and urban air in France in the past few years. Folpet is a contact fungicide and has been widely used for the past 50 years in vineyards in France. Slightly water-soluble
?General acid-base catalysis in the intramolecular hydrolysis of phthalamic acid1?
Bender L M
Journal of the American Chemical Society, 79(5), 1258-1259 (1957)



Global Trade Item Number

SKUGTIN
556998-5G04061832582900