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P50900

Sigma-Aldrich

Propargylamine

98%

Synonym(s):

2-Propynylamine, 3-Amino-1-propyne

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About This Item

Linear Formula:
HC≡CCH2NH2
CAS Number:
Molecular Weight:
55.08
Beilstein:
773681
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

contains

≤2.5% water

refractive index

n20/D 1.449 (lit.)

bp

83 °C (lit.)

density

0.86 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

NCC#C

InChI

1S/C3H5N/c1-2-3-4/h1H,3-4H2

InChI key

JKANAVGODYYCQF-UHFFFAOYSA-N

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Application

Synthesis of a chiral, fluorescent macrocycle by 1,3-dipolar cycloaddition of propargyl amides of carbohydrate-linked amino acids and 9,10-bis(azidomethyl)anthracene.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, 3141-3141 (2006)
Abdelouahid Samadi et al.
European journal of medicinal chemistry, 52, 251-262 (2012-04-17)
The synthesis, pharmacological evaluation and molecular modeling of heterocyclic substituted alkyl and cycloalkyl propargyl amines 1-7 of type I, and 9-12 of type II, designed as multipotent inhibitors able to simultaneously inhibit monoamine oxidases (MAO-A/B) as well as cholinesterase (AChE/BuChE)
A robust, efficient, and highly enantioselective method for synthesis of homopropargyl amines.
Erika M Vieira et al.
Angewandte Chemie (International ed. in English), 51(27), 6618-6621 (2012-05-25)
Suyan Qiu et al.
Biosensors & bioelectronics, 26(11), 4326-4330 (2011-05-21)
Copper(I) species can be acquired from the reduction of copper(II) by ascorbic acid (AA) in situ, and which in turn quantitative catalyze the azides and alkynes cycloaddition reaction. In this study, propargyl-functionalized ferrocene (propargyl-functionalized Fc) has been modified on the
Parminder Kaur et al.
Organic & biomolecular chemistry, 8(5), 1091-1096 (2010-02-19)
A variety of substituted chiral propargylamines have been synthesized by reacting chiral N-phosphonylimines with lithium aryl/alkyl acetylides. Seventeen examples were studied to give excellent yields (>90%) and diastereoselectivities (96 : 4 to 99 : 1). It was found that the

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