Skip to Content
Merck
All Photos(2)

Documents

346861

Sigma-Aldrich

(S)-(−)-5-Hydroxymethyl-2(5H)-furanone

98%

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

About This Item

Empirical Formula (Hill Notation):
C5H6O3
CAS Number:
78508-96-0
Molecular Weight:
114.10
Beilstein:
3537455
MDL number:
MFCD00075370
UNSPSC Code:
12352005
PubChem Substance ID:
24861447
NACRES:
NA.22

Assay

98%

optical activity

[α]20/D −144°, c = 1 in H2O

mp

41-43 °C (lit.)

storage temp.

2-8°C

SMILES string

OC[C@H]1OC(=O)C=C1

InChI

1S/C5H6O3/c6-3-4-1-2-5(7)8-4/h1-2,4,6H,3H2/t4-/m0/s1

InChI key

AWNLUIGMHSSXHB-BYPYZUCNSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(S)-(−)-5-Hydroxymethyl-2(5H)-furanone can be used as a starting material in the preparation of:
  • Partially saturated heterocycles via a diastereoselective ring chain formation.
  • A natural product named (+)-muscarine.
  • 3′-Ethynylthymidine as a possible antiviral agent.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °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’.

Already Own This Product?

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

Visit the Document Library

Synthesis of (+)-muscarine from (S)-(-)-5-hydroxymethyl-2 (5H)-furanone
Kang KH, et al.
Tetrahedron Letters, 41(42), 8137-8140 (2000)
Synthesis of 3′-ethynylthymidine, 3′-vinylthymidine and 3′-bromovinylthymidine as potential antiviral agents
Sahlberg C
Tetrahedron Letters, 33(5), 679-682 (1992)
Bohrisch, J. et al.
Tetrahedron Letters, 34, 2749-2749 (1993)
Highly diastereoselective ring chain transformation of butonolides to 5-(a-hydroxyalkyl) pyrazolidin-3-ones
Bohrisch J, et al.
Tetrahedron Letters, 34(17), 2749-2752 (1993)

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