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121207

Sigma-Aldrich

4,4′-Trimethylenedipiperidine

97%

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Synonym(s):
1,3-Bis(4-piperidyl)propane, 1,3-Di-4-piperidylpropane
Empirical Formula (Hill Notation):
C13H26N2
CAS Number:
Molecular Weight:
210.36
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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This Item
121193476331138428
4,4′-Trimethylenedipiperidine 97%

121207

4,4′-Trimethylenedipiperidine

4,4′-Trimethylenedipyridine 98%

121193

4,4′-Trimethylenedipyridine

N,N′-Diethyl-1,3-propanediamine 97%

138428

N,N′-Diethyl-1,3-propanediamine

mp

65-68.5 °C (lit.)

mp

57-60 °C (lit.)

mp

127-130 °C (lit.)

mp

-

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

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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Hyperbranched copolymers made from A2, B2 and BB' 2type monomers (iv).
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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)
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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PEG-poly(β-amino ester) (PEG-PBAE), which is an effective pH-responsive copolymer, was mainly synthesized by Michael step polymerization. Thioridazine (Thz), which was reported to selectively eliminate cancer stem cells (CSCs), was loaded into PEG-PBAE micelles (PPM) prepared by self-assembly at low concentrations.

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