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N-Hydroxyphthalimide

CAS No.
524-38-9
Chemical Name:
N-Hydroxyphthalimide
Synonyms
nhpi;2-hydroxyisoindoline-1,3-dione;hydroxyphthalimide;2-hydroxyisoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-hydroxy-;HOPHT;H-HYDROXY PHTHALIMIDE;2-Hydroxy-1H-isoindole-1,3(2H)-dione;2-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione;f802
CBNumber:
CB2332640
Molecular Formula:
C8H5NO3
Molecular Weight:
163.13
MDL Number:
MFCD00005891
MOL File:
524-38-9.mol
MSDS File:
SDS
Last updated:2024-12-18 14:07:02

N-Hydroxyphthalimide Properties

Melting point 233 °C (dec.) (lit.)
Boiling point 290.19°C (rough estimate)
Density 1.64 g/cm3
vapor pressure 0Pa at 25℃
refractive index 1.5510 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Powder
pka 6.10±0.20(Predicted)
color Yellow
Water Solubility Slightly soluble in water.
Merck 14,4838
BRN 131208
InChIKey CFMZSMGAMPBRBE-UHFFFAOYSA-N
LogP 0.14
CAS DataBase Reference 524-38-9(CAS DataBase Reference)
FDA UNII BXI99M81X0
EPA Substance Registry System 1H-Isoindole-1,3(2H)-dione, 2-hydroxy- (524-38-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H335-H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  TI5200000
TSCA  Yes
HazardClass  IRRITANT
HS Code  29251995
NFPA 704
1
2 0

N-Hydroxyphthalimide price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H53704 N-Hydroxyphthalimide 97% 524-38-9 5g $24.8 2024-03-01 Buy
Sigma-Aldrich H53704 N-Hydroxyphthalimide 97% 524-38-9 100g $49 2024-03-01 Buy
TCI Chemical H0395 N-Hydroxyphthalimide >99.0%(T) 524-38-9 25g $17 2024-03-01 Buy
TCI Chemical H0395 N-Hydroxyphthalimide >99.0%(T) 524-38-9 100g $46 2024-03-01 Buy
Alfa Aesar A13862 N-Hydroxyphthalimide, 98+% 524-38-9 100g $43.7 2024-03-01 Buy
Product number Packaging Price Buy
H53704 5g $24.8 Buy
H53704 100g $49 Buy
H0395 25g $17 Buy
H0395 100g $46 Buy
A13862 100g $43.7 Buy

N-Hydroxyphthalimide Chemical Properties,Uses,Production

Chemical Properties

N-Hydroxyphthalimide is yellow moist powder

Uses

Catalyst for oxidation reactions.

Uses

Aerobic oxidation of various alcohols has been accomplished by using a new catalytic system, N-hydroxyphthalimide (NHPI) combined with Co (acac). A practical catalytic method to convert alkylbenzenes into the corresponding carboxylic acids under atmospheric dioxygen at ambient temperature using a combined catalytic system consisting of N-hydroxyphthalimide (NHPI) and Co (OAc) 2 was developed. Novel catalysis by N-hydroxyphthalimide in the oxidation of organic substrates by molecular oxygen was described. Free radical functionalization of organic compounds catalyzed by N-hydroxyphthalimide. Purely organic and catalytic systems of anthraquinones and N-hydroxyphthalimide efficiently promote oxygenation of hydrocarbons with dioxygen under mild conditions. Hydroxylation of polycyclic alkanes with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI) combined with was transition metal salts.

Uses

N-Hydroxyphthalimide,additives in to DCC method of peptide synthesis used to improve yield of optically pure product.

Application

N-Hydroxyphthalimide is used in the synthesis of a new class of antibacterials potent against macrolide resistant bacteria. Also used in the synthesis of pyrazolidines, isoxazolidines and tetrahydrooxazines.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 2035, 1996 DOI: 10.1016/0040-4039(96)00211-0

Purification Methods

N -Hydroxyphthalimide [524-38-9] M 163.1, m 230o, ~235o(dec), 237-240o, 7.0. Dissolve the imide in H2O by adding Et3N to form the salt and while hot, acidify, cool and pour into a large volume of H2O. Filter off the solid, wash it with H2O and dry it over P2O5 in a vacuum. [Nefken & Teser J Am Chem Soc 83 1263 1961, Fieser 1 485 1976, Nefkens et al. Recl Trav Chim, Pays-Bas 81 683 1962] The O-acetyl derivative has m 178-180o (from EtOH). [Beilstein 21/11 V 100.]

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View Lastest Price from N-Hydroxyphthalimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Hydroxyphthalimide pictures 2024-12-23 N-Hydroxyphthalimide
524-38-9
US $120.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
N-Hydroxyphthalimide pictures 2024-12-13 N-Hydroxyphthalimide
524-38-9
US $0.00 / Kg/Drum 1KG 99%min 1000kgs WUHAN FORTUNA CHEMICAL CO., LTD
N-Hydroxyphthalimide pictures 2024-11-22 N-Hydroxyphthalimide
524-38-9
US $10.00 / kg 1kg 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
TIMTEC-BB SBB009098 N-HYDROXY-PHTALIMIDE N-HYDROXYPHTHALIMIDE 2-hydroxy-1h-isoindole-3(2h)-dione N-Hydroxyphthalimide, remainder 10-15% moisture N-Hydroxyphehtalimide N-HYDROXYMETHYL-3-METHYLOXETANE N-Hydroxyphthalimide(Nop) N-Hydroxyphthalimide,98+% N-Hydroxyphthalimide,99% N-Hydroxymethyl-3-methyloxetane(N-Hydroxyphthalimide N-(hydroxy)phthaltmde N-HYDROXYPHTHALIMIDE pure PHTHALOXIME 2-Hydroxy-2H-isoindole-1,3-dione Phthalimidyl alcohol NHPI NOP N-Hydroxyphthalimide, remainder 10-15% moisture,99% N-(hydroxy)phthaltmd N-(HYDROCU)PHTHALIMDE 2-hydroxyphthalimide Phthalimide,N-hydroxy- N-Hydroxyphthalimide N-Hydroxyphthalimide Vetec(TM) reagent grade, 97% N-Hydroxyphthalimide≥ 99% (Assay) f802 n-hydroxy-phthalimid AURORA KA-3774 LABOTEST-BB LT00005723 N-HYDROXYPHTHALIMIDE FOR SYNTHESIS 2-Hydroxy-1H-isoindole-1,3(2H)-dione, 2-Hydroxyisoindolin-1,3-dione N - hydroxy phthalates forMyl aMine N-HydroxyphthaL N-Hydroxyphthalimide> N-Hydroxyphthalimide, 98%, for synthesis Droxidopa Impurity 14 N-Hydroxyphthalimide USP/EP/BP 1H-Isoindole-1,3(2H)-dione, 2-hydroxy- nhpi 2-hydroxyisoindole-1,3-dione 2-hydroxyisoindoline-1,3-dione 2-Hydroxy-1H-isoindole-1,3(2H)-dione hydroxyphthalimide HOPHT H-HYDROXY PHTHALIMIDE 2-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione N-Hydrophthalimide Drxidopa impurity 11 524-38-9 Carbon Radical Producing Catalysts (Environmentally-friendly Oxidation) Peptide Synthesis Condensation & Active Esterification Coupling Reactions (Peptide Synthesis) Coupling Synthetic Reagents Environmentally-friendly Oxidation N-Substituted Maleimides, Succinimides & Phthalimides N-Substituted Phthalimides