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715190

Sigma-Aldrich

1-Amino-3-butyne

95%

Synonym(s):

3-Butyn-1-amine, 3-Butynylamine, 4-Amino-1-butyne

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About This Item

Empirical Formula (Hill Notation):
C4H7N
CAS Number:
Molecular Weight:
69.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.448

bp

100-103 °C

density

0.844 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

NCCC#C

InChI

1S/C4H7N/c1-2-3-4-5/h1H,3-5H2

InChI key

XSBPYGDBXQXSCU-UHFFFAOYSA-N

Application

1-Amino-3-butyne, a bifunctional linker can be used:
  • In Buchwald–Hartwig amination reaction of 1,2,3,4-tetrahydroacridine trifluoromethanesulfonate derivative.
  • As a reagent to synthesize dialkynylamides from diacids.
  • For the post-polymerization modification of poly(2-alkyl/aryl-2-oxazoline)s (PAOx) polymer by amidation of its methyl ester side chains.
  • As a crosslinker which can bind with resin as well as nanocrystalline cellulose to facilitate the terminal alkyne group for further functionalizations.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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)

50.0 °F - closed cup

Flash Point(C)

10 °C - closed cup


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Buchwald-Hartwig Amination Approach for the Synthesis of Functionalized 1, 2, 3, 4-Tetrahydroacridine Derivatives.
de Sousa J, et al.
European Journal of Organic Chemistry, 2014(16), 3468-3474 (2014)
Predictive recognition of native proteins by cucurbit [7] uril in a complex mixture.
Li W, et al.
Chemical Communications (Cambridge, England), 52(55), 8537-8540 (2016)
Functional poly (2-oxazoline) s by direct amidation of methyl ester side chains.
Mees MA and Hoogenboom R
Macromolecules, 48(11), 3531-3538 (2015)
A bottom-up route to a chemically end-to-end assembly of nanocellulose fibers.
Yang H and van de Ven TGM
Biomacromolecules, 17(6), 2240-2247 (2016)
Conformationally rigid cyclic tungsten bis-alkyne complexes derived from 1, 1?-dialkynylferrocenes.
Curran TP, et al.
Journal of Organometallic Chemistry, 846(16), 24-32 (2017)

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