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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:
2450-71-7
Molecular Weight:
55.08
Beilstein:
773681
EC Number:
219-513-8
MDL number:
MFCD00008198
UNSPSC Code:
12352100
PubChem Substance ID:
24898592
NACRES:
NA.22

Quality Level

200

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

H225,H302,H310,H314

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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An efficient, microwave-assisted Cu(I)-catalyzed one-pot coupling of a ketone, an alkyne, and a primary amine (KA(2) coupling) is described, giving access to secondary propargylamines.
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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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