549983

Sigma-Aldrich

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

≥99%

Synonym(s):
TMPDA, 1,3-Bis(dimethylamino)propane
Linear Formula:
(CH3)2N(CH2)3N(CH3)2
CAS Number:
Molecular Weight:
130.23
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor pressure

760 mmHg ( 145 °C)

assay

≥99%

refractive index

n20/D 1.4234 (lit.)

bp

145-146 °C (lit.)

density

0.779 g/mL at 25 °C (lit.)

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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Related Categories

General description

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.
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.

Packaging

100, 500 mL in glass bottle
2 L in glass bottle

Legal Information

Product of Arkema Inc.

Signal Word

Danger

hazcat

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 Germany

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

Certificate of Analysis

Certificate of Origin

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)
Aqueous amine solution characterization for post-combustion CO2 capture process.
El Hadri N, et al.
Applied Energy (2016)
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)
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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