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143065

Sigma-Aldrich

3-Dimethylamino-1-propyne

97%

Synonym(s):

1-Dimethylamino-2-propyne, N,N-Dimethyl-2-propynylamine, N,N-Dimethylpropargylamine

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About This Item

Linear Formula:
(CH3)2NCH2C≡CH
CAS Number:
Molecular Weight:
83.13
Beilstein/REAXYS Number:
1071222
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

79-83 °C (lit.)

density

0.772 g/mL at 25 °C (lit.)

functional group

amine

storage temp.

2-8°C

SMILES string

CN(C)CC#C

InChI

1S/C5H9N/c1-4-5-6(2)3/h1H,5H2,2-3H3

InChI key

ILBIXZPOMJFOJP-UHFFFAOYSA-N

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General description

3-Dimethylamino-1-propyne is a precursor for synthesis of mixed cuprate reagents.

Application

3-Dimethylamino-1-propyne was used in the synthesis of core shell systems based on noble metal nanoparticles coated by copolymers (polyacetylenes).

Biochem/physiol Actions

3-Dimethylamino-1-propyne inactivates mitochondrial monoamine oxidase from bovine liver.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

17.6 °F - closed cup

flash_point_c

-8 °C - closed cup

ppe

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


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A L Maycock et al.
Biochemistry, 15(1), 114-125 (1976-01-13)
3-Dimethylamino-1-propyne irreversibly inactivates mitochondrial monoamine oxidase from bovine liver. The inactivation results in the loss of absorption in the 450-500-nm region of the flavine spectrum and a concomitant increase in absorbance at 410 nm. For the enzyme-bound adduct epsilon410 =
3-(Dimethylamino)-1-propyne: convenient precursor for a versatile mixed cuprate reagent.
Ledlie DB and Miller G.
The Journal of Organic Chemistry, 44(6), 1006-1007 (1979)
John R Hoffman et al.
ACS applied materials & interfaces, 12(17), 19944-19954 (2020-04-08)
Charged functional groups are often incorporated onto the surface of nanofiltration (NF) membranes to facilitate the selective rejection of multivalent ions over monovalent ions. However, since fouling-resistant surfaces tend to be electrically neutral, the incorporation of charged functionality exacerbates membrane
Ilaria Fratoddi et al.
Nanoscale research letters, 6(1), 98-98 (2011-06-30)
Noble metal nanoparticles of different sizes and shapes combined with conjugated functional polymers give rise to advanced core shell hybrids with interesting physical characteristics and potential applications in sensors or cancer therapy. In this paper, a versatile and facile synthesis
Francesca Nunzi et al.
The journal of physical chemistry. B, 110(15), 7682-7687 (2006-04-14)
The reaction of the bifunctional organic molecule 1-(dimethylamino)-2-propyne (DMAP) on the Si(100) surface has been investigated by density functional calculations employing a two-dimer cluster model. We found that, once in the physisorbed dative bonded well (-20.0 kcal mol(-1)), DMAP can

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