Skip to Content
Merck
All Photos(1)

Key Documents

464821

Sigma-Aldrich

(R)-(+)-3-Butyn-2-ol

98%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
HC≡CCH(OH)CH3
CAS Number:
Molecular Weight:
70.09
MDL number:
UNSPSC Code:
12352003
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

optical activity

[α]22/D +45°, neat

refractive index

n20/D 1.426 (lit.)

bp

108-111 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

C[C@@H](O)C#C

InChI

1S/C4H6O/c1-3-4(2)5/h1,4-5H,2H3/t4-/m1/s1

InChI key

GKPOMITUDGXOSB-SCSAIBSYSA-N

Application

(R)-(+)-3-Butyn-2-ol may be used as a starting material in the multi-step synthesis of (R)-benzyl 4-hydroxyl-2-pentynoate.
Propargylic alcohols are important starting materials for new classes of second generation 5-lipoxygenase inhibitors.
Used in a ruthenium-catalyzed polymerization providing helical polyacetylenes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

78.8 °F - closed cup

Flash Point(C)

26 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Ku, Y.-Y. et al.
Tetrahedron Letters, 36, 2733-2733 (1995)
Bell, R.L. et al.
Lipid Mediators, 6, 529-529 (1993)
Improved large-scale synthesis of (R)-benzyl 4-hydroxyl-2-pentynoate from (R)-3-butyn-2-ol.
Fu X, et al.
Organic Process Research & Development, 6(3), 308-310 (2002)
Macromolecules, 40, 1864-1864 (2007)

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