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56210

Sigma-Aldrich

3-Hydroxypiperidine

≥98.0% (NT)

Synonym(s):

3-Piperidinol

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
6859-99-0
Molecular Weight:
101.15
Beilstein/REAXYS Number:
102696
EC Number:
229-957-4
MDL number:
MFCD00014591
UNSPSC Code:
12352100
PubChem Substance ID:
57651571
NACRES:
NA.22

Quality Level

200

assay

≥98.0% (NT)

form

solid

mp

57-61 °C

solubility

H2O: 1 g/mL, clear

functional group

hydroxyl

storage temp.

2-8°C

SMILES string

OC1CCCNC1

InChI

1S/C5H11NO/c7-5-2-1-3-6-4-5/h5-7H,1-4H2

InChI key

BIWOSRSKDCZIFM-UHFFFAOYSA-N

General description

3-Hydroxypiperidine can be obtained from the reduction of 3-hydroxypyridine.

Application

3-Hydroxypiperidine may be used to synthesize the following:
  • 2-pyrrolidinone via oxidation with iodosylbenzene
  • 1-[2,8-bis(trifluoromethyl)quinolin-4-yl]piperidin-3-ol via reaction with 4-bromoquinoline
Reactant for:
Synthesis of unsymmetrical ureas
Synthesis of piperidine nucleoside analogs
Fluorination reactions
Synthesis of substituted pyridines

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H315,H318

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS4837V
1391403V
1351670V
1438752
1391403

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Katritzky.RA, et al.
Comprehensive Organic Functional Group Transformations II, 1 (1995)
Synthesis of quinoline analogs: search for antimalarial agents
Babu R K, et al.
Monatshefte fur Chemie / Chemical Monthly, 139(2), 179-181 (2008)
Oxidation of 3-hydroxypiperidines with iodosylbenzene in water: Tandem oxidative Grob fragmentation-cyclization reaction
Tada N, et al.
Chemical & Pharmaceutical Bulletin, 52(9), 1143-1144 (2004)

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