Skip to Content
MilliporeSigma
All Photos(2)

Documents

H41803

Sigma-Aldrich

N-(Hydroxymethyl)phthalimide

97%

Synonym(s):

Phthalimidomethanol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H7NO3
CAS Number:
Molecular Weight:
177.16
Beilstein/REAXYS Number:
140946
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

147-149 °C (lit.)

SMILES string

OCN1C(=O)c2ccccc2C1=O

InChI

1S/C9H7NO3/c11-5-10-8(12)6-3-1-2-4-7(6)9(10)13/h1-4,11H,5H2

InChI key

MNSGOOCAMMSKGI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis, 1077-1077 (1993)
Organic Letters (2007)
[Effect of hydroxymethylphthalimide on embryogenesis in white rats].
Iu S Kagan et al.
Gigiena i sanitariia, (10)(10), 64-66 (1983-10-01)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service