(3S)-3-Hydroxydihydro-2(3H)-furanone

Basic Information

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CAS Number

52079-23-9

Molecular Formula

C4H6O3

Molecular Weight

102.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

No data available

Boiling Point

133 °C/10 mmHg

Density

1.309 g/mL at 25 °C

Refractive Index

n20/D 1.467(lit.)

Specific Rotation

-68 º (c=1.15 in chloroform)

SMILES

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C1COC(=O)C1O

InChI

InChI=1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2/t3-/m0/s1

InChIKey

FWIBCWKHNZBDLS-VKHMYHEASA-N

LogP

-0.7058000000000002

Topological Polar Surface Area

46.53 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

88.9

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

F14291
SCHEMBL826364
2-HYDROXY-.GAMMA.-BUTYROLACTONE, (2S)-
(3S)-3-hydroxyoxolan-2-one
(S)-2-Hydroxybutyrolactone
(S)-.ALPHA.-HYDROXY-.GAMMA.-BUTYROLACTONE
(S)-alpha-hydroxybutyrolactone
2(S)-hydroxy-.gamma.-butyrolactone
DTXSID90326822
(2S)-2-hydroxy-gamma-butyrolactone
AKOS016842474
NSC-617385
NS00121472
L-.ALPHA.-HYDROXY-.GAMMA.-BUTYROLACTONE
CS-0312594
(S)-3-hydroxy-dihydrofuran-2(3H)-one;(S)-(-)-alpha-Hydroxy-gamma-butyrolactone
2-HYDROXY-.GAMMA.-BUTYROLACTONE, (-)-
NSC617385
DS-18139
A22706
2-Hydroxy-gamma-butyrolactone, (2S)-
(S)-(-)-alpha-Hydroxy-gamma-butyrolactone
7HAE9TKC0A
UNII-7HAE9TKC0A
2,4-Dihydroxybutyric Acid Lactone
(S)-(-)-alpha-Hydroxy-gamma-butyrolactone, 97%, optical purity ee: 96% (GLC)
(S)-(-)-.ALPHA.-HYDROXY-.GAMMA.-BUTYROLACTONE
2-Hydroxy-gamma-butyrolactone, (-)-
52079-23-9
MFCD00211245
(S)-3-Hydroxydihydrofuran-2(3H)-one

MDL Number

MFCD00211245

FAQ

What are the physical and chemical properties of (3S)-3-Hydroxydihydro-2(3H)-furanone (CAS: 52079-23-9)?

(3S)-3-Hydroxydihydro-2(3H)-furanone is a colorless to light yellow liquid with a fruity odor. It has a molecular weight of approximately 128.14 g/mol and a boiling point of 225°C. This compound is soluble in ethanol and acetone but slightly soluble in water. It is known for its low reactivity under normal conditions, but it can undergo hydrolysis in the presence of acids or bases.

How is (3S)-3-Hydroxydihydro-2(3H)-furanone (CAS: 52079-23-9) typically synthesized?

(3S)-3-Hydroxydihydro-2(3H)-furanone can be synthesized through a multi-step process involving the reduction of a furanone derivative followed by the hydroxylation of the double bond. Common catalysts include palladium on carbon. The yield is typically around 70-80%, and the method is known for its good selectivity towards the (3S) isomer.

What industries use (3S)-3-Hydroxydihydro-2(3H)-furanone (CAS: 52079-23-9)?

(3S)-3-Hydroxydihydro-2(3H)-furanone is primarily used in the fragrance and flavor industry as a natural ingredient. It is also utilized in the pharmaceutical industry for its potential biological activities, and in the food industry as a flavor enhancer. Additionally, it can be applied in polymer synthesis and as a chemical intermediate in the production of other compounds.

What precautions should be taken when handling (3S)-3-Hydroxydihydro-2(3H)-furanone (CAS: 52079-23-9)?

When handling (3S)-3-Hydroxydihydro-2(3H)-furanone, it is important to use personal protective equipment (PPE) such as gloves, goggles, and lab coat. It should be stored in a cool, dry place, away from direct sunlight and heat sources. Spills should be cleaned up with care using appropriate absorbents. Always consult the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.