Skip to Content
Merck
All Photos(2)

Documents

738271

Sigma-Aldrich

3-Butynoic acid

95%

Synonym(s):

2-Ethynylacetic acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C4H4O2
CAS Number:
2345-51-9
Molecular Weight:
84.07
UNSPSC Code:
12352100
NACRES:
NA.22

Assay

95%

form

powder

mp

70-80 °C

InChI

1S/C4H4O2/c1-2-3-4(5)6/h1H,3H2,(H,5,6)

InChI key

KKAHGSQLSTUDAV-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Some of the applications of 3-butynoic acid are:
  • Synthesis of functionalized γ-butyrolactones and tetrahydrofurans via Conia-ene cyclizations.
  • Synthesis of allenoates for [2+2] cycloadditions with alkenes.
  • Phosphine-catalyzed synthesis of highly functionalized coumarins.
  • Synthesis of various useful organotin reagents via radical hydrostannation of 3-butynoic acid.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311,H314

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Catalytic Enantioselective Allenoate?Alkene [2+ 2] Cycloadditions.
Conner M L, et al.
Journal of the American Chemical Society, 137(10), 3482-3485 (2015)
Synergistic Diazo?OH Insertion/Conia?Ene Cascade Catalysis for the Stereoselective Synthesis of ??Butyrolactones and Tetrahydrofurans.
Hunter A C, et al.
Chemistry?A European Journal, 22(45), 16062-16065 (2016)
Phosphine-catalyzed synthesis of highly functionalized coumarins.
Henry C E and Kwon O
Organic Letters, 9(16), 3069-3072 (2007)
Ionogels, new materials arising from the confinement of ionic liquids within silica-derived networks.
Neouze M A, et al.
Chemistry of Materials, 18(17), 3931-3936 (2006)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service