Phthalamic acid (HCID 6957)

Names & identifiers

Preferred name: Phthalamic acid
IUPAC: 2-carbamoylbenzoic acid
English name: PHTHALAMIC ACID
Molecular formula: C8H7NO3
Molecular weight: 165.15

Names & synonyms

2-carbamoylbenzoic acidPHTHALAMIC ACIDPhthalamidic acidBenzoic acid, 2-(aminocarbonyl)-UNII-V344H4PF3YV344H4PF3YNSC-5344EINECS 201-871-1AI3-26413DTXSID0058980CHEBI:50736RefChem:173983

Show more names

PTHALAMIC ACIDPhthalamicAcid>Phthalic monoamide2-CARBOXYBENZAMIDERARECHEM AL BO 0299Phthalamic acid 97%

DTXCID6048628CYMRPDYINXWJFU-UHFFFAOYSA-N88-97-1Phthalamide acidPhthalic acid monoamidePhthalic monoamideo-Carbamoylbenzoic acid2-(Aminocarbonyl)benzoic acid

Database identifiers

CAS: 88-97-1
PubChem CID: 6957
DTXSID: DTXSID0058980
ChEBI: CHEBI:50736
UNII: V344H4PF3Y
EC Number: 201-871-1
Nikkaji: J27.021K

Properties

Computed structural properties

XLogP: 0.1
Topological polar surface area: 80.4 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 202

Physicochemical properties

Melting point: 140 · 140-143 °C(lit.)
Boiling point: 394.2 · 394.2±25.0 °C(Predicted)
Density: 1.368 · 1.368
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 3.75 · 3.75±0.10(Predicted)
color: White to Off-White
BRN: 1868205 · 1868205
InChI: 1S/C8H7NO3/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H2,9,10)(H,11,12)
InChIKey: CYMRPDYINXWJFU-UHFFFAOYSA-N
SMILES: NC(=O)c1ccccc1C(O)=O
CAS DataBase Reference: 88 · 88-97-1(CAS DataBase Reference)
FDA UNII: 344 H4PF3Y · V344H4PF3Y
EPA Substance Registry System: 2 · Benzoic acid, 2-(aminocarbonyl)- (88-97-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 2924297099 · 2924297099
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 2924297099
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

General Manufacturing InformationBenzoic acid, 2-(aminocarbonyl)-: ACTIVE

Applications · 3 items

UsesPhthalamic Acid is a reactant in the synthesis of phthalimide derivatives with analgesic activity.

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

General DescriptionPhthalamic 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.