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Merck

39380

3-(Dimethylamino)-1-propylamine

purum, ≥98.0% (GC)

Synonyme(s) :

N,N-Dimethyl-1,3-diaminopropane, N,N-Dimethyl-1,3-propanediamine

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A propos de cet article

Formule linéaire :
(CH3)2N(CH2)3NH2
Numéro CAS:
Poids moléculaire :
102.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-680-9
Beilstein/REAXYS Number:
605293
MDL number:
Assay:
≥98.0% (GC)
Form:
liquid
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InChI key

IUNMPGNGSSIWFP-UHFFFAOYSA-N

InChI

1S/C5H14N2/c1-7(2)5-3-4-6/h3-6H2,1-2H3

SMILES string

CN(C)CCCN

vapor density

3.6 (vs air)

vapor pressure

5 mmHg ( 20 °C)

grade

purum

assay

≥98.0% (GC)

form

liquid

impurities

≤2% water

refractive index

n20/D 1.435 (lit.), n20/D 1.436

bp

133 °C (lit.)

density

0.812 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

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General description

3-(Dimethylamino)-1-propylamine (DMAPA, N,N-dimethyl-1,3-propanediamine) is a dialkylamino alkyl amine. It has been prepared from dimethylamine and acrylonitrile and confirmed by 1H NMR. It participates in the synthesis of bio-based zwitterionic surfactants from waste cooking oil (WCO).

Application

3-(Dimethylamino)-1-propylamine (DMAPA) is suitable reagent used in the following studies:
  • As a cationic moiety to form the ionic liquid, 3-(dimethylamino)-1-propylaminium formate ([DMAPA]FA) which is a potential reagent to extract protein from yeast cells.
  • As an aminating agent in the palladium-catalyzed amination of aryl amines.
  • In the derivatization of pullulan to form cationic pullulan.
  • In the partial modification of poly(styrene-alt-maleic anhydride) to form N-substituted maleimide.
  • As a test compound in the parallel synthesis of alkylamine lipidoids.
  • To cleave the polyamides synthesized by solid phase methods on Boc-β-Ala-PAM resin.
It may be used in the following studies:
  • Synthesis of (N,N-dialkylamino)alkyl-2-amino benzamide by reacting with isatoic anhydride.
  • As a reagent for the anomeric deacetylation of protected sugars.
  • Preparation of bioreducible copolymers used in gene delivery.

Other Notes

Industrial applications

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Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

3 - Flammable liquids

wgk

WGK 1

flash_point_f

89.6 °F - closed cup

flash_point_c

32 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

Linxian Li et al.
Bioconjugate chemistry, 24(9), 1543-1551 (2013-08-06)
Efficient delivery of plasmid DNA and siRNA into cells is essential for biological and biomedical research. Although significant efforts have been made to develop efficient nonviral vectors, such as cationic lipids and polymers, most of the vectors require multistep synthesis
Liya Ge et al.
Talanta, 81(4-5), 1861-1864 (2010-05-06)
As the first attempt, ionic liquid solutions have been employed for direct extraction of proteins from yeast cells. Compared with effects of 21 different ionic liquid solutions on the extraction efficiency, 3-(dimethylamino)-1-propylaminium formate ([DMAPA]FA) was selected as the suitable ionic
A Comprehensive Mechanism for Aromatic Nucleophilic Substitution in Aprotic Solvents: Derivation of the Whole Reaction Scheme for Third Order in Amine Kinetic Law.
Alvaro CE, et al.
Physical Chemistry, 3(2), 39-47 (2013)
Exploring the potential of xanthene derivatives as trypanothione reductase inhibitors and chloroquine potentiating agents.
Chibale K, et al
Tetrahedron, 59(13), 2289-2296 (2003)
New antihistaminic agents: Synthesis and evaluation of h 1-antihistaminic actions of 3-[(N,N-dialkylamino) alkyl)-1, 2, 3, 4-tetrahydro-(1H)-thioquinazolin-4 (3H)-ones and their oxo analogues.
Raju MB, et al
Indian Journal of Pharmaceutical Sciences, 69(6), 853-853 (2007)

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