H41803
N-(Hydroxymethyl)phthalimide
97%
Synonym(s):
Phthalimidomethanol
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About This Item
Empirical Formula (Hill Notation):
C9H7NO3
CAS Number:
Molecular Weight:
177.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-241-4
Beilstein/REAXYS Number:
140946
MDL number:
Assay:
97%
Product Name
N-(Hydroxymethyl)phthalimide, 97%
InChI key
MNSGOOCAMMSKGI-UHFFFAOYSA-N
InChI
1S/C9H7NO3/c11-5-10-8(12)6-3-1-2-4-7(6)9(10)13/h1-4,11H,5H2
SMILES string
OCN1C(=O)c2ccccc2C1=O
assay
97%
mp
147-149 °C (lit.)
Quality Level
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Application
For amidomethylation of aromatics in triflic acid.
Packaging
Safe reagent for the in situ generation of anhydrous formaldehyde in organic solvents.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Synthesis, 1077-1077 (1993)
[Effect of hydroxymethylphthalimide on embryogenesis in white rats].
Iu S Kagan et al.
Gigiena i sanitariia, (10)(10), 64-66 (1983-10-01)
Organic Letters (2007)
M N Khan
Journal of pharmaceutical and biomedical analysis, 7(6), 685-691 (1989-01-01)
The conversion of N-(hydroxymethyl)phthalimide (NHPH) to phthalimide could not be detected within 300 s at pH 9.0, whereas in 0.18 M NaOH complete conversion of NHPH to phthalimide was observed within 50 s. In the presence of 0.2-0.4 M 1,4-diazabicyclo[2.2.2]octane
Xiang-Bao Meng et al.
Carbohydrate research, 342(9), 1169-1174 (2007-04-05)
3,4,6-Tri-O-acetyl-D-galactal, 3,4,6-tri-O-acetyl-D-glucal and 3,6,2',3',4'6'-hexa-O-acetyl-D-lactal were reacted with N-hydroxymethylphthalimide and boron trifluoride etherate to produce the corresponding phthalimidomethyl unsaturated glycosides via Ferrier rearrangement. When the galactal derivative was used, a non-Ferrier rearrangement product was also isolated as a minor product under
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