ChemicalBook > CAS DataBase List > N-Hydroxyphthalimide

N-Hydroxyphthalimide

Product Name
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
Formula Weight
163.13
MOL File
524-38-9.mol
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N-Hydroxyphthalimide Property

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)
pka
6.10±0.20(Predicted)
form 
Powder
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)
EPA Substance Registry System
1H-Isoindole-1,3(2H)-dione, 2-hydroxy- (524-38-9)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H53704
Product name
N-Hydroxyphthalimide
Purity
97%
Packaging
5g
Price
$24.8
Updated
2024/03/01
Sigma-Aldrich
Product number
H53704
Product name
N-Hydroxyphthalimide
Purity
97%
Packaging
100g
Price
$49
Updated
2024/03/01
TCI Chemical
Product number
H0395
Product name
N-Hydroxyphthalimide
Purity
>99.0%(T)
Packaging
25g
Price
$17
Updated
2024/03/01
TCI Chemical
Product number
H0395
Product name
N-Hydroxyphthalimide
Purity
>99.0%(T)
Packaging
100g
Price
$46
Updated
2024/03/01
Alfa Aesar
Product number
A13862
Product name
N-Hydroxyphthalimide, 98+%
Packaging
100g
Price
$43.7
Updated
2024/03/01
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N-Hydroxyphthalimide Chemical Properties,Usage,Production

Chemical Properties

N-Hydroxyphthalimide is yellow moist powder

Uses

Catalyst for oxidation reactions.

Uses

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

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.

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.]

N-Hydroxyphthalimide Preparation Products And Raw materials

Raw materials

Preparation Products

TERT-BUTYL N-(BENZYLOXY)CARBAMATE 1-Adamantanol synthetic tanning agent No.742 5-Hydroxy-1,4-naphthalenedione 1,3-Adamantanediol O-(2,3,4,5,6-PENTAFLUOROBENZYL)HYDROXYLAMINE HYDROCHLORIDE synthetic tanning agent HV
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View Lastest Price from N-Hydroxyphthalimide manufacturers

Henan Fengda Chemical Co., Ltd
Product
N-Hydroxyphthalimide 524-38-9
Price
US $35.00-1.10/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-19
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
N-Hydroxyphthalimide 524-38-9
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000kg
Release date
2024-04-16
Zibo Hangyu Biotechnology Development Co., Ltd
Product
N-Hydroxyphthalimide 524-38-9
Price
US $200.00-2000.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
20 tons
Release date
2023-10-10

524-38-9, N-HydroxyphthalimideRelated Search:

N-Hydroxysuccinimide O-Phthalimide Bismaleimide 4-Nitrophthalimide Phthalhydrazide N-Hydroxysulfosuccinimide sodium salt Succinimide N-Methylphthalimide 1,2-Cyclohexanedicarboximide 4-Aminophthalimide Potassium phthalimide HOAt N-Isopropylacrylamide CAPRYLOHYDROXAMIC ACID N-Hydroxyacetamidine D-Threo-Dihydroxyphenylserine MLMBILXCWROGFT-YVOIDUNUSA-N Droxidopa Impurity 4

  • TIMTEC-BB SBB009098
  • N-HYDROXY-PHTALIMIDE
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  • 2-hydroxyisoindoline-1,3-dione
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  • N-HydroxyphthaL
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  • <i>N</i>-Hydroxyphthalimide
  • N-Hydroxyphthalimide Vetec(TM) reagent grade, 97%
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  • f802
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  • AURORA KA-3774
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  • LABOTEST-BB LT00005723
  • 2-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione
  • N-HYDROXYPHTHALIMIDE FOR SYNTHESIS
  • 2-Hydroxy-1H-isoindole-1,3(2H)-dione, 2-Hydroxyisoindolin-1,3-dione
  • N - hydroxy phthalates forMyl aMine
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  • N-Hydroxyphthalimide, 98%, for synthesis
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  • 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
  • Active Esters/Additives