(2S)-2-Hydroxybutanoic acid

Basic Information

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CAS Number

3347-90-8

Molecular Formula

C4H8O3

Molecular Weight

104.1 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

50-54 °C

Boiling Point

238 ºC

Flash Point

112 ºC

Refractive Index

1.455

SMILES

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CCC(C(=O)O)O

InChI

InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1

InChIKey

AFENDNXGAFYKQO-VKHMYHEASA-N

LogP

-0.15810000000000002

Topological Polar Surface Area

57.53 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

69.3

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H318 Causes serious eye damage
Serious eye damage/eye irritation

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

Synonyms & References

English

a-Hydroxybutanoate
LMFA01050342
2-Hydroxy-n-butyrate
a-Hydroxybutanoic acid
(+)-2-hydroxybutyric acid
(S)-2-Hydroxybutyric acid, for chiral derivatization, >=97.0%
(S)-2-hydroxybutanoic acid
CS-W019285
CHEBI:50613
(2S)-2-hydroxybutanoic acid
alpha-hydroxybutanoic acid
2S-Hydroxybutanoic acid
a-Hydroxy-n-butyrate
L-alpha-hydroxybutanoic acid
alpha-hydroxy-n-butyrate
(S)-(+)-2-Hydroxybutanoic acid
(S)-2-hydroxybutanoicacid
DL-a-Hydroxybutyrate
C05984
2-Hydroxy-n-butyric acid
AKOS015995014
2S-hydroxy-butanoic acid
Butanoic acid, 2-hydroxy-, (2S)-
a-Hydroxybutyrate
2-hydroxy-Butanoate
(RS)-2-Hydroxybutyrate
Hydroxybutyric acid
alpha-Hydroxybutanoate
HY-W018499
DL-2-Hydroxybutanoate
DS-12665

MDL Number

MFCD01318568

Customs Code

2918199090

FAQ

What are the physical and chemical properties of (2S)-2-Hydroxybutanoic acid (CAS: 3347-90-8)?

(2S)-2-Hydroxybutanoic acid, also known as 2-Hydroxybutyric acid, has a crystalline form at room temperature and a molecular weight of approximately 116.09 g/mol. It is slightly soluble in water and has a pKa of about 4.75. This compound is known for its chiral nature, exhibiting different optical isomers. It is reactive towards bases and can form salts with various alkali metals. Its solubility in organic solvents is low, making it less miscible in such media.

How is (2S)-2-Hydroxybutanoic acid (CAS: 3347-90-8) typically synthesized?

(2S)-2-Hydroxybutanoic acid can be synthesized through the chemical reduction of 2-keto-2-hydroxybutyric acid. Common synthetic routes involve the use of sodium borohydride as a reducing agent. This method yields high selectivity towards the (2S) enantiomer. Other approaches include the stereoselective epoxidation followed by reduction of an appropriate precursor. The final product's purity and enantiomeric excess can be enhanced through subsequent purification steps.

What industries use (2S)-2-Hydroxybutanoic acid (CAS: 3347-90-8)?

(2S)-2-Hydroxybutanoic acid finds applications in various industries. In pharmaceuticals, it is used as a precursor for the synthesis of chiral drugs and as a functional group in drug conjugates. In polymer chemistry, it serves as a monomer for the production of biodegradable polymers. Additionally, it is utilized in the development of sensors for detecting specific analytes and in the synthesis of semiconductor materials for electronic devices. Its chiral nature makes it particularly valuable in these sectors.

What precautions should be taken when handling (2S)-2-Hydroxybutanoic acid (CAS: 3347-90-8)?

When handling (2S)-2-Hydroxybutanoic acid, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat to protect against skin and eye contact. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and the area should be thoroughly rinsed. It is crucial to refer to the Safety Data Sheet (SDS) for detailed emergency response procedures and to follow all safety guidelines specified by the manufacturer. Proper storage should be in a cool, dry place away from sources of heat and ignition.