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121207

Sigma-Aldrich

4,4′-Trimethylenedipiperidine

97%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H26N2
Número de CAS:
16898-52-5
Peso molecular:
210.36
EC Number:
240-941-6
MDL number:
MFCD00038013
UNSPSC Code:
12352100
PubChem Substance ID:
24847452
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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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)
Rashid Nazir et al.
ACS applied materials & interfaces, 12(6), 7639-7649 (2020-01-24)
Design and synthesis of nanostructured responsive gels have attracted increasing attention, particularly in the biomedical domain. Polymer chain configurations and nanodomain sizes within the network can be used to steer their functions as drug carriers. Here, a catalyst-free facile one-step
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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