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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:
16898-52-5
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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
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
Weinan Li et al.
Pharmaceutics, 12(2) (2020-02-06)
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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