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365181

Sigma-Aldrich

N-Benzylhydroxylamine hydrochloride

97%

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About This Item

Linear Formula:
C6H5CH2NHOH · HCl
CAS Number:
29601-98-7
Molecular Weight:
159.61
Beilstein/REAXYS Number:
507948
MDL number:
MFCD00043377
UNSPSC Code:
12352100
PubChem Substance ID:
24862489
NACRES:
NA.22
assay:
97%

assay

97%

mp

108-110 °C (lit.)

functional group

amine
phenyl

SMILES string

Cl.ONCc1ccccc1

InChI

1S/C7H9NO.ClH/c9-8-6-7-4-2-1-3-5-7;/h1-5,8-9H,6H2;1H

InChI key

YSNXOQGDHGUKCZ-UHFFFAOYSA-N

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General description

N-Benzylhydroxylamine hydrochloride is a N-substituted-hydroxylamine. It participates in the ring opening of (2S,3R)-1,2-epoxy-4-penten-3-ol.[1] Two-step synthesis of N-benzylhydroxylamine starting from dibenzylamine is reported.[2]

Application

N-Benzylhydroxylamine hydrochloride may be used in the preparation of a precursor to hitherto unknown aminocyclopentitol derivative, hydroxy functionalised 4-exo-ethoxycarbonyl-3-oxa-2-azabicyclo[3.3.0]octane system.[3]

Analysis Note

May contain traces of methyl orange, which can cause the color to take on a faint red hue.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG9545V
1344887V
1344887
1286709
1126014

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A Large-Scale Low-Cost Preparation of N-Benzylhydroxylamine Hydrochloride.
Nguyen TB, et al.
Synthesis, 18, 3174-3176 (2009)
[1, 3]-Dipolar intramolecular nitrone olefin cycloaddition reaction of a sugar-derived a, ?-unsaturated ester: a new diastereo-and regioselective synthesis of an aminocyclopentitol.
Jachak SM, et al.
Tetrahedron Letters, 42(29), 4925-4928 (2001)
The Synthesis of Chiral Polyhydroxylated Pyrrolidines Using a Reverse-Cope Cyclisation.
O'Neil IA, et al.
Synlett, 10, 1408-1410 (2000)

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