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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.)

functional group

hydroxyl

SMILES string

OCC1CCNCC1

InChI

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

InChI key

XBXHCBLBYQEYTI-UHFFFAOYSA-N

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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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK8917
SHBC0677V
SHBC0676V
42996DJ
06227PH

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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
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)
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)
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
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
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