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497312

Sigma-Aldrich

4-Piperidinemethanol

97%

Synonym(s):

4-(Hydroxymethyl)piperidine

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About This Item

Empirical Formula (Hill Notation):
C6H13NO
CAS Number:
6457-49-4
Molecular Weight:
115.17
MDL number:
MFCD00174228
UNSPSC Code:
12352100
PubChem Substance ID:
24873109
NACRES:
NA.22

Quality Level

100

Assay

97%

bp

118-120 °C/10 mmHg (lit.)

mp

55-59 °C (lit.)

SMILES string

OCC1CCNCC1

InChI

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

InChI key

XBXHCBLBYQEYTI-UHFFFAOYSA-N

Related Categories

General description

4-Piperidinemethanol is a cyclic secondary amine. Its standard molar enthalpies of combustion, sublimation and formation have been determined.

Application

4-Piperidinemethanol may be used in the preparation of:
  • N-tert-butoxycarbonyl-4-hydroxymethyl piperidine
  • desferrioxamine B (DFO) containing third generation triazine dendrimer
  • ethyl 3-(4-(hydroxymethyl)piperidin-1-yl)propanoate (EHMPP)
  • 4-(hydroxymethyl)piperidine-1-carbodithioic acid (HL)
  • 1-[[(1E)-2-(4-chlorophenyl)ethenyl]sulfonyl]-4-piperidinemethanol
Substrate used in solid-phase organic synthesis of a secondary amine.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Jongdoo Lim et al.
Bioorganic & medicinal chemistry, 18(15), 5749-5753 (2010-07-10)
The synthesis of a third generation triazine dendrimer, 1, containing multiple, iron-sequestering desferrioxamine B (DFO) groups is described. Benzoylation of the hydroxamic acid groups of DFO and formation of a reactive dichlorotriazine provide the intermediate for reaction with the second
Christian A Olsen et al.
Organic letters, 6(12), 1935-1938 (2004-06-05)
[reaction: see text] An expedient solid-phase synthetic approach to secondary and tertiary amines was developed. The protocol employs conversion of resin-bound amino alcohols to the corresponding iodides, followed by iodide displacement with primary or secondary amines or with unprotected amino
Synthesis, spectroscopy, and biological activity of heterobimetallic complexes containing Sn (IV) and Pd (II) with 4-(hydroxymethyl) piperidine-1-carbodithioic acid.
Anwar MT, et al.
Russ. J. Gen. Chem., 83(12), 2380-2385 (2013)
Francis Giraud et al.
Bioorganic & medicinal chemistry letters, 19(2), 301-304 (2008-12-19)
Continuous efforts on the synthesis and structure-activity relationships (SARs) studies of modified 1-benzylamino-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents, allowed identification of new 1-[(pyridinyl- and piperidinylmethyl)amino] derivatives with MIC(80) values ranging from 1410.0 to 23.0ngmL(-1) on Candidaalbicans. These results confirmed both the importance
Standard molar enthalpies of formation of 2-, 3-, and 4-piperidinomethanol isomers.
da Silva MAVR and Cabral JITA
The Journal of Chemical Thermodynamics, 38(8), 1008-1012 (2006)
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