ChemicalBook--->CAS DataBase List--->118-29-6

118-29-6

118-29-6 Structure

118-29-6 Structure
IdentificationMore
[Name]

N-(Hydroxymethyl)phthalimide
[CAS]

118-29-6
[Synonyms]

2-(HYDROXYMETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE
AKOS BBS-00004724
AURORA KA-454
HYDROXYMETHYL PHTHALIMIDE
IFLAB-BB F0777-0575
N-(HYDROXYMETHYL)PHTHALIMIDE
PHTHALIMIDOMETHANOL
2-(hydroxymethyl)-1h-isoindole-3(2h)-dione
2-Hydroxymethyl-isoindole-1,3-dione
Methanol, phthalimido-
n-(hydroxymethyl)-phthalimid
N-Methylolphthalimide
Oxymethyl phthalimide
oxymethylphthalimide
Phthalimide, N-(hydroxymethyl)-
Phthalimidomethyl alcohol
phthalimidomethylalcohol
4-(Hydroxymethyl)phthalimide, 97%
1H-Isoindole-1,3(2H)-dione, 2-(hydroxymethyl)-
N-Hydroxymethylphthalimide, 97 %
[EINECS(EC#)]

204-241-4
[Molecular Formula]

C9H7NO3
[MDL Number]

MFCD00005899
[Molecular Weight]

177.16
[MOL File]

118-29-6.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

147-149 °C (lit.)
[Boiling point ]

309.06°C (rough estimate)
[density ]

1.3312 (rough estimate)
[refractive index ]

1.5200 (estimate)
[storage temp. ]

Store below +30°C.
[form ]

Fine Crystalline Powder
[pka]

13.17±0.10(Predicted)
[color ]

White
[BRN ]

140946
[InChIKey]

MNSGOOCAMMSKGI-UHFFFAOYSA-N
[CAS DataBase Reference]

118-29-6(CAS DataBase Reference)
[NIST Chemistry Reference]

1H-isoindole-1,3(2h)-dione, 2-(hydroxymethyl)-(118-29-6)
[EPA Substance Registry System]

118-29-6(EPA Substance)
Questions And Answer(Q&A)Back Directory
[Preparation]

To a flask equipped with a mechanical stirrer and condenser is added 511 gm (3.47 moles) of phthalimide, 260 ml of 40% formalin (3.47 moles), and 1750 ml of water. The mixture is refluxed for about 5-10 min or until a clear solution results (if any insoluble material remains, it is first filtered). Then the mixture is cooled for several hours. The resulting product is filtered with suction, washed with cold water, and air-dried to afford 594 gm (96%), m.p. 137-141°C.
NOTE: The product should not be oven-dried since it decomposes with the loss of formaldehyde. Recrystallization of the product from ethanol affords 94% recovery of the original material with the same melting point range.
Preparation of N-Hydroxymethylphthalimide
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

TI5270000
[TSCA ]

Yes
[HS Code ]

29251995
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium hydroxide-->Formaldehyde-->Phthalic anhydride-->Phthalimide
[Preparation Products]

PHTHALAMIDE-->N-(Bromomethyl)phthalimide-->A-(HYDROXYMETHYL)BENZENACETIC ACID METHYL ESTER
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

N-(Hydroxymethyl)phthalimide(118-29-6).msds
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Uses]

N-(Hydroxymethyl)phthalimide is used as a reactant in the synthesis of 5-[(3-aralkyl amido/imidoalkyl)phenyl]-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines as antiviral agents.
[Definition]

ChEBI: A primary alcohol comprising phthalimide carrying an N-hydroxymethyl substituent.
[Synthesis Reference(s)]

Journal of the American Chemical Society, 77, p. 1913, 1955 DOI: 10.1021/ja01612a068
Spectrum DetailBack Directory
[Spectrum Detail]

N-(Hydroxymethyl)phthalimide(118-29-6)MS
N-(Hydroxymethyl)phthalimide(118-29-6)1HNMR
N-(Hydroxymethyl)phthalimide(118-29-6)13CNMR
N-(Hydroxymethyl)phthalimide(118-29-6)IR1
N-(Hydroxymethyl)phthalimide(118-29-6)IR2
N-(Hydroxymethyl)phthalimide(118-29-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N-(Hydroxymethyl)phthalimide, 97%(118-29-6)
[Alfa Aesar]

N-(Hydroxymethyl)phthalimide, 97%(118-29-6)
[Sigma Aldrich]

118-29-6(sigmaaldrich)
[TCI AMERICA]

N-Hydroxymethylphthalimide,>98.0%(LC)(118-29-6)
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