121207
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
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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
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
signalword
Warning
hcodes
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.
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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)
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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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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