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549983

Sigma-Aldrich

N,N,N′,N′-Tetramethyl-1,3-propanediamine

≥99%

Synonym(s):

1,3-Bis(dimethylamino)propane, TMPDA

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About This Item

Linear Formula:
(CH3)2N(CH2)3N(CH3)2
CAS Number:
Molecular Weight:
130.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

760 mmHg ( 145 °C)

Quality Level

Assay

≥99%

refractive index

n20/D 1.4234 (lit.)

bp

145-146 °C (lit.)

density

0.779 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN(C)CCCN(C)C

InChI

1S/C7H18N2/c1-8(2)6-5-7-9(3)4/h5-7H2,1-4H3

InChI key

DMQSHEKGGUOYJS-UHFFFAOYSA-N

Gene Information

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General description

N,N,N′,N′-Tetramethyl-1,3-propanediamine (TMPDA) may be used:
  • As a catalyst for the Baylis-Hillman reaction of cycloalkenones.
  • In the preparation of homodimeric asymmetric monomethine cyanine dyes during the bisquaternization process.
  • As a ligand (L) for the preparation of dinuclear μ-carbonato-dicopper(II) species.
N,N,N′,N′-Tetramethyl-1,3-propanediamine is an acyclic tertiary amine. It shows the ability to absorb CO2 when dissolved in aqueous solution.

Application


  • Deaggregation of Zinc Dihydride by Lewis Acids Including Carbon Dioxide in the Presence of Nitrogen Donors.: This study explores the deaggregation of zinc dihydride using Lewis acids such as carbon dioxide in the presence of nitrogen donors, including N,N,N′,N′-Tetramethyl-1,3-propanediamine, highlighting its application in organic synthesis and catalyst development (Ritter et al., 2021).

  • Contribution of Cross-Linker and Silica Morphology on Cr(VI) Sorption Performances of Organic Anion Exchangers Embedded into Silica Pores.: This research focuses on the sorption performances of Cr(VI) using organic anion exchangers embedded in silica pores, demonstrating the role of N,N,N′,N′-Tetramethyl-1,3-propanediamine in enhancing cross-linking and silica morphology for improved sorption efficiency (Dragan & Humelnicu, 2020).

  • Nanopore-induced host-guest charge transfer phenomena in a metal-organic framework.: The study investigates host-guest charge transfer phenomena within nanopores of a metal-organic framework, using N,N,N′,N′-Tetramethyl-1,3-propanediamine as a key component in the framework′s design, demonstrating its significance in materials science and nanoengineering (Yamamoto et al., 2018).

  • Cross-Linking of a Hydrophilic, Antimicrobial Polycation toward a Fast-Swelling, Antimicrobial Superabsorber and Interpenetrating Hydrogel Networks with Long Lasting Antimicrobial Properties.: This paper details the development of a hydrophilic, antimicrobial polycation cross-linked with N,N,N′,N′-Tetramethyl-1,3-propanediamine to create a fast-swelling, antimicrobial superabsorber and hydrogel network with prolonged antimicrobial effects (Strassburg et al., 2017).

  • CO(2)-Switchable microemulsion based on a pseudogemini surfactant.: The research presents a CO2-switchable microemulsion system based on a pseudogemini surfactant incorporating N,N,N′,N′-Tetramethyl-1,3-propanediamine, showcasing its potential in responsive material systems for environmental applications (Liu et al., 2017).

Legal Information

Product of Arkema Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

87.8 °F - Equilibrium method

Flash Point(C)

31 °C - Equilibrium method

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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N,N,N',N'-Tetramethyl-1,3-propanediamine as the catalyst of choice for the Baylis-Hillman reaction of cycloalkenone: rate acceleration by stabilizing the zwitterionic intermediate via the ion-dipole interaction.
Lee KY, et al.
Tetrahedron Letters, 45(28), 5485-5488 (2004)
Synthesis of homodimeric monomethine cyanine dyes as noncovalent nucleic acid labels and their absorption and fluorescence spectral characteristics.
Deligeorgiev TG, et al.
Dyes and Pigments, 44(2), 131-136 (2000)
Aqueous amine solution characterization for post-combustion CO2 capture process.
El Hadri N, et al.
Applied Energy (2016)
Ecaterina Stela Dragan et al.
ACS applied materials & interfaces, 10(24), 20499-20511 (2018-05-26)
There is a paramount need in finding sorbents endowed with selectivity in sorption of certain dyes from their mixture with other dyes from the same family. In this context, novel composite anion exchangers (CANEXs) were fabricated here by an innovative
Synthesis, physical properties, and structural characterization of. mu.-carbonato-dichlorobis (N,N,N',N'-Tetramethyl-1,3-propanediamine) dicopper(II), LCuCl(CO3)ClCuL, a diamagnetic initiator for the oxidative coupling of phenols by dioxygen.
Churchill MR, et al.
Inorganic Chemistry, 18(8), 2296-2300 (1979)

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