Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

55617

Sigma-Aldrich

N-(Hydroxymethyl)benzamide

≥98.0%

Synonym(s):

Benzamidomethanol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H9NO2
CAS Number:
Molecular Weight:
151.16
Beilstein/REAXYS Number:
2045129
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

≥98.0%

mp

95-100 °C

SMILES string

OCNC(=O)c1ccccc1

InChI

1S/C8H9NO2/c10-6-9-8(11)7-4-2-1-3-5-7/h1-5,10H,6H2,(H,9,11)

InChI key

UOUBPDZUBVJZOQ-UHFFFAOYSA-N

Other Notes

Aminomethylating reagent; employed e.g. for preparing α-amino phosphonic acids; Preparation of benzamidomethyl protected prodrugs which are fairly stable in physiological medium

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

J.J. Getz et al.
The Journal of Organic Chemistry, 57, 1702-1702 (1992)
W J Tenn et al.
Organic letters, 3(1), 75-78 (2001-06-30)
[figure: see text] The rate constants for the hydronium ion, hydroxide, and water-catalyzed breakdown of N-(hydroxymethyl)benzamide (1), 4-chloro-N-(hydroxymethyl)benzamide (2), and 2,4-dichloro-N-(hydroxymethyl)benzamide (3) in H2O, at 25 degrees C, I = 1.0 (KCl), have been determined. The reactions of 1, 2
M. Sting et al.
Synthesis, 132-132 (1990)
R J Simmonds et al.
Anti-cancer drug design, 3(2), 91-101 (1988-08-01)
Of the three N-hydroxymethyl compounds in the title, the first two have pronounced antineoplastic activity while the latter is biologically inactive. Crystals of the triazene have monoclinic symmetry with a = 8.540(1), b = 6.346(4), c = 22.460(5)A, beta =
D Ross et al.
Life sciences, 32(6), 597-604 (1983-02-07)
N-Formylbenzamide and benzamide were characterised by high pressure liquid chromatography and mass spectrometry as products of the metabolism of N-hydroxymethylbenzamide in incubation mixtures with mouse liver preparations and isolated hepatocytes. This biotransformation occurred predominantly in 9000g and microsomal supernatant fractions

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