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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:
Molecular Weight:
101.15
Beilstein:
102696
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (NT)

form

solid

mp

57-61 °C

solubility

H2O: 1 g/mL, clear

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Synthesis of quinoline analogs: search for antimalarial agents
Babu R K, et al.
Monatshefte fur Chemie / Chemical Monthly, 139(2), 179-181 (2008)
Katritzky.RA, et al.
Comprehensive Organic Functional Group Transformations II, 1 (1995)

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