(S)-5-Hydroxymethyldihydrofuran-2-one

Synonym(s):(S)-γ-Hydroxymethyl-γ-butyrolactone;(S)-4,5-Dihydro-5-hydroxymethyl-2(3H)-furanone;(S)-5-Hydroxymethyl-2-oxotetrahydrofuran

CAS NO.：32780-06-6
Empirical Formula: C5H8O3
Molecular Weight: 116.12
MDL number: MFCD00066224
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-01 17:24:36

(S)-5-Hydroxymethyldihydrofuran-2-one Structural

What is (S)-5-Hydroxymethyldihydrofuran-2-one?

Chemical properties

Colorless to light yellow liqui

The Uses of (S)-5-Hydroxymethyldihydrofuran-2-one

(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone can be used as a chiral synthon to synthesize:

Potent nucleoside, acetylcholine, and (+)-muricatacin analogs.
Mevinic acids, which are LDL cholesterol-lowering agents.
Adenine based anti-HIV agent named β-F-ddA.

What are the applications of Application

(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone is a versatile chiral synthon employed in the synthesis of natural and unnatural products

General Description

Dihydro-5-(hydroxymethyl)-2(3H)-furanone is a chiral building block widely used in the synthesis of many natural products and few biologically significant compounds like anti-HIV dideoxynucleosides. It is also used in the synthesis of optically active ligands.

Properties of (S)-5-Hydroxymethyldihydrofuran-2-one

Melting point:	72-74 °C
Boiling point:	110-115 °C/0.2 mmHg (lit.)
alpha	56 º (c=3 in chloroform)
Density	1.237 g/mL at 25 °C (lit.)
refractive index	n20/D 1.471(lit.)
Flash point:	>230 °F
storage temp.	2-8°C
form	clear liquid
pka	14.12±0.10(Predicted)
color	Colorless to Almost colorless
optical activity	[α]20/D +56°, c = 3 in chloroform
BRN	1680284
CAS DataBase Reference	32780-06-6(CAS DataBase Reference)
NIST Chemistry Reference	(S)-(+)-2',3'-dideoxyribonolactone(32780-06-6)

Safety information for (S)-5-Hydroxymethyldihydrofuran-2-one

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.