Skip to Content
Merck
All Photos(1)

Documents

Safety Information

556998

Sigma-Aldrich

Phthalamic acid

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
H2NC(O)C6H4CO2H
CAS Number:
88-97-1
Molecular Weight:
165.15
EC Number:
201-871-1
MDL number:
MFCD00025476
UNSPSC Code:
12352100
PubChem Substance ID:
24879599
NACRES:
NA.22

Assay

97%

form

solid

mp

140-143 °C (lit.)

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

556998-5G:
556998-25G:
556998-BULK:
556998-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

?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)
CCXXXVII.?The preparation of phthalamic acids and their conversion into anthranilic acids.
Chapman E and Stephen E.
Journal of the Chemical Society, 127, 1791-1797 (1925)
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
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)
Yoshiyuki Ogino et al.
Chirality, 29(6), 282-293 (2017-04-20)
Enantiomeric thalidomide undergoes various kinds of biotransformations including chiral inversion, hydrolysis, and enzymatic oxidation, which results in several metabolites, thereby adding to the complexity in the understanding of the nature of thalidomide. To decipher this complexity, we analyzed the multidimensional

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service