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121207

Sigma-Aldrich

4,4′-Trimethylenedipiperidine

97%

Synonym(s):

1,3-Bis(4-piperidyl)propane, 1,3-Di-4-piperidylpropane

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About This Item

Empirical Formula (Hill Notation):
C13H26N2
CAS Number:
Molecular Weight:
210.36
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

65-68.5 °C (lit.)

SMILES string

C(CC1CCNCC1)CC2CCNCC2

InChI

1S/C13H26N2/c1(2-12-4-8-14-9-5-12)3-13-6-10-15-11-7-13/h12-15H,1-11H2

InChI key

OXEZLYIDQPBCBB-UHFFFAOYSA-N

General description

4,4′-Trimethylenedipyridine undergoes Willgerodt-Kindler reaction by on pot- polycondensation with dialdehydes in the presence of sulphur to form polythioamides.

Application

4,4′-Trimethylenedipiperidine was used in the synthesis of hyperbranched copolymers from commercially available monomers: divinylsulfone, 4,4′-trimethylenedipiperidine and N-ethylenediamine. It was used in the synthesis of two- and three-dimensional cadmium-organic frameworks.
Reactant for synthesis of:
  • Tumoral pH-responsive polymeric micelles
  • Acetal modified dextran microparticles
  • Hydrogels
  • Functionalized tetrazoles
  • Anticonvulsant agents

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Preparation of polythioamides from dialdehydes and 4, 4'-trimethylenedipiperidine with sulfur by the Willgerodt-Kindler reaction.
Kawai Y, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 37(12), 1737-1740 (1999)
Stefano Perni et al.
Nanomedicine : nanotechnology, biology, and medicine, 13(2), 539-548 (2016-10-27)
The efficient delivery of therapeutic molecules to the cartilage of joints is a major obstacle in developing useful therapeutic interventions; hence, a targeted drug delivery system for this tissue is critical. We have overcome the challenge by developing a system
Hyperbranched copolymers made from A2, B2 and BB' 2type monomers (iv).
Gao C, et al.
Science in China. Series B, Chemistry, Life Sciences & Earth Sciences, 44(2), 207-215 (2001)
Hairong Wang et al.
ACS applied materials & interfaces, 10(17), 14475-14482 (2018-04-13)
Covalent organic polymers (COPs) are a promising class of cross-linked polymeric networks and porous structures composed of covalent organic molecules that attract extensive attention. Despite increasing interest in applying COPs for applications in nanomedicine, the pH-sensitive COPs that are able
Filipe A Almeida Paz et al.
Inorganic chemistry, 43(13), 3882-3893 (2004-06-23)
Three novel cadmium-organic frameworks built-up from 1,3,5-benzenetricarboxylate anions (HXBTC(x-3)) and 4,4'-trimethylenedipyridine (TMD) have been hydrothermally synthesized, and characterized using single-crystal X-ray diffraction, thermoanalytical measurements, elemental analysis, and IR and Raman spectroscopies: [Cd(HBTC)(TMD)(2)].8.5H(2)O (I), [Cd(HBTC)(TMD)(H(2)O)].4.5H(2)O (II), and [Cd(2)(BTC)(TMD)(2)(NO(3))].3H(2)O (III), with structures

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