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Key Documents

155225

Sigma-Aldrich

2-Piperidinemethanol

97%

Synonym(s):

2-(Hydroxymethyl)piperidine

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About This Item

Empirical Formula (Hill Notation):
C6H13NO
CAS Number:
Molecular Weight:
115.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

68-70 °C (lit.)

functional group

hydroxyl

SMILES string

OCC1CCCCN1

InChI

1S/C6H13NO/c8-5-6-3-1-2-4-7-6/h6-8H,1-5H2

InChI key

PRAYXGYYVXRDDW-UHFFFAOYSA-N

Application

2-Piperidinemethanol was used in the synthesis of 3-phenyloctahydropyrido[2,1-c][1,4]oxazine hydrochloride and the 10R and 10S diastereomers.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

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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3-Phenyloctahydropyrido[2,1-c][1,4]oxazine hydrochloride and the 10R and 10S diastereomers have been synthesized from (+/-)-, (+)-, and (-)-2-piperidinemethanol. Treatment of 2-piperidinemethanol with alpha-bromoacetophenone gave 3-hydroxy-3-phenyloctahydropyrido[2,1-c][1,4]oxazine which was readily converted to the 3-phenyl derivative by catalytic hydrogenolysis. These compounds were shown to possess
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