N-Hydroxyphthalimide

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Names

[ CAS No. ]:
524-38-9

[ Name ]:
N-Hydroxyphthalimide

[Synonym ]:
nhpi
N-Hydroxy Phthalimide
2-Hydroxy-1H-isoindole-1,3(2H)-dione
2-hydroxyisoindoline-1,3-dione
N-Hydroxyphthalimide
HOPHT
EINECS 208-358-1
N-hydroxylphthalimide
phthalamohydroxamic acid
PHTHALOXIME
N-hydroxyphtalimide
n-hydroxy-phthalimid
MFCD00005891
hydroxyphthalimide
NHPI NOP
1H-Isoindole-1,3(2H)-dione, 2-hydroxy-
N-hydroxy-phthalimide
2-hydroxy-1,3-isoindolinedione

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
370.3±25.0 °C at 760 mmHg

[ Melting Point ]:
233 °C (dec.)(lit.)

[ Molecular Formula ]:
C8H5NO3

[ Molecular Weight ]:
163.130

[ Flash Point ]:
177.8±23.2 °C

[ Exact Mass ]:
163.026947

[ PSA ]:
57.61000

[ LogP ]:
0.42

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.718

[ Storage condition ]:
Store at RT.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TI5200000
CHEMICAL NAME :
Phthalimide, N-hydroxy-
CAS REGISTRY NUMBER :
524-38-9
BEILSTEIN REFERENCE NO. :
0131208
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C8-H5-N-O3
MOLECULAR WEIGHT :
163.14
WISWESSER LINE NOTATION :
T56 BVNVJ CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
178 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#00747

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
TI5200000

[ HS Code ]:
29251995

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Phthalic anhydride
  • N-(tert-butoxycarbonyl)-phthalimide
  • 1H-Isoindole-1,3(2H)-dione,2-(phenylmethoxy)-
  • hydroxyimino-phthalide
  • Diethyl phthalate
  • Benzoic acid,2-[(hydroxyimino)methyl]-
  • benzene
  • Phthaloyl chloride

DownStream

  • cyclopentadecan-1-ol
  • O-Allylhydroxylamine Hydrochloride
  • 2-(Allyloxy)-1H-isoindole-1,3(2H)-dione
  • 1H-Isoindole-1,3(2H)-dione,2-(2-propyn-1-yloxy)-
  • Ethyl benzoate
  • 2-(2-chloroprop-2-enoxy)isoindole-1,3-dione
  • 1-acetyl-3-hydroxyadamantane
  • 1,2-Benzenedicarboxamide,N1,N2-bis(phenylmethyl)-
  • CYCLODODECANOL
  • 2-P-TOLYL-ISOINDOLE-1,3-DIONE

Customs

[ HS Code ]: 2925190090

[ Summary ]:
2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Bromide-free oxidizing system for carboxylic moiety formation in cellulose chain.

Carbohydr. Polym. 90(4) , 1415-9, (2012)

NHPI (N-hydroxyphthalimide) was used to mediate the oxidation of cellulose fibers in the absence of sodium bromide, as traditionally was used in this kind of transformations, solely using sodium hypoc...

Anthrone-derived NHPI analogues as catalysts in reactions using oxygen as an oxidant.

Org. Biomol. Chem. 6(22) , 4096-8, (2008)

An enantioselective synthesis of anthrone-derived NHPI analogues has been developed. One of these analogues, in combination with Co salts, was employed to catalyse the aerobic oxidation of benzylic co...

Oxidized cellulose--survey of the most recent achievements.

Carbohydr. Polym. 93(1) , 207-15, (2013)

The functionalization and particularly the oxidation of cellulose is an intriguing and challenging topic due to the presence of multiple reactive sites, which can undergo specific reactions. The varie...


More Articles

Related Compounds

  • sodium N-hydroxyphthalimide
  • 4-nitro-N-hydroxyphthalimide
  • 4-amino-N-hydroxyphthalimide
  • N-hydroxyphthalimide tosylate
  • N-hydroxyphthalimide benzoate
  • O-benzyl-N-hydroxyphthalimide
  • N-[(3-bromo-5-methylphenyl)methyl]cyclobutanamine
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide