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Key Documents

B22984

Sigma-Aldrich

O-Benzylhydroxylamine hydrochloride

99%

Synonym(s):

Benzyloxyamine hydrochloride

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About This Item

Linear Formula:
C6H5CH2ONH2 · HCl
CAS Number:
Molecular Weight:
159.61
Beilstein:
3687991
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

crystals

mp

238 °C (subl.) (lit.)

SMILES string

Cl.NOCc1ccccc1

InChI

1S/C7H9NO.ClH/c8-9-6-7-4-2-1-3-5-7;/h1-5H,6,8H2;1H

InChI key

HYDZPXNVHXJHBG-UHFFFAOYSA-N

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Application

Effective reagent used to prepare α-hydroxybenzylamines from α-hydroxyketones.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetrahedron Letters, 32, 711-711 (1991)
Yin Luo et al.
ChemMedChem, 7(9), 1587-1593 (2012-07-20)
Forty-three oxime derivatives were synthesized by allowing O-benzylhydroxylamines to react with primary benzaldehydes or salicylaldehydes; these products were gauged as potential inhibitors of β-ketoacyl-(acyl-carrier-protein) synthase III (FabH). Among the 43 compounds, 38 are reported herein for the first time. These
D F Magin
Journal of chromatography, 202(2), 255-261 (1980-12-19)
A qualitative and semi-quantitative method was established for the investigation of low-molecular-weight volatile carbonyl compounds in cigarette whole smoke. The carbonyls were trapped on a silica gel "column" and eluted with water. The aqueous solution was then treated with benzyloxyamine
G Cardillo et al.
Organic letters, 3(8), 1165-1167 (2001-05-12)
[reaction: see text]. The 1,4-addition of O-benzylhydroxylamine to alpha,beta-unsaturated imide 1 in the presence of BF3.Et2O proceeds with the preferential attack of the nucleophile on the Cbeta-re face. To explain this unexpected reactivity 1H, 13C, and 11B NMR investigations have
Han Fu et al.
Journal of combinatorial chemistry, 9(5), 804-810 (2007-08-11)
A highly regioselective and traceless solid-phase route to 1,7,8-trisubstituted purines has been developed. This methodology could be extended to the preparation of 8-azapurines and [i]-condensed purines. A representative set of 17 purines, azapurines, and [i]-condensed purines was synthesized. This paper

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