(2S)-Tetrahydro-2-furancarboxylic acid

Basic Information

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CAS Number

87392-07-2

Molecular Formula

C5H8O3

Molecular Weight

116.12 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Boiling Point

244-251 °C

Density

1.2 g/mL at 25 °C

Refractive Index

n20/D 1.459(lit.)

Specific Rotation

-3 º (in MeOH)

SMILES

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OC(=O)[C@@H]1CCCO1

InChI

InChI=1S/C5H8O3/c6-5(7)4-2-1-3-8-4/h4H,1-3H2,(H,6,7)/t4-/m0/s1

InChIKey

UJJLJRQIPMGXEZ-BYPYZUCNSA-N

LogP

0.25

Topological Polar Surface Area

46.53 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

99.8

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Hazard Class

Class 8 Class 8

Synonyms & References

English

(S)-(-)-Tetrahydro-2-furoic acid
(S)-(&#8722
(S)-(-)-Tetrahydrofuran-2-carboxylic acid
(S)-(-)-2-Tetrahydrofuroic acid
S-(-)-Tetrahydro-2-furoic acid
(2S)-oxolane-2-carboxylic acid
(S)-(-)-2-Carboxytetrahydrofuroic acid
(S)-Tetrahydro-2-furoic acid
(S)-Tetrahydrofuran-2-carboxylic acid
2-Furancarboxylicacid, tetrahydro-, (S)-
(-)-Tetrahydro-2-furoic acid
(-)-Tetrahydrofuran-2-carboxylic acid
(S)-Tetrahydro-2-furancarboxylic acid
Tetrahydrofurancarboxylicacid
(S)-(-)-Tetrahydrofuran-2-carboxylicacid
2-Furancarboxylic acid, tetrahydro-, (2S)-
Tetrahydro-2-furoic acid, (-)-
(2S)-tetrahydrofuran-2-carboxylic acid
0I2B46K2SJ
PubChem5795
(S)-
(2S)-Tetrahydro-2-furancarboxylic acid (ACI)
2-Furancarboxylic acid, tetrahydro-, (S)- (ZCI)
(2S)-Oxolane-2-carboxylic acid
(S)-Tetrahydrofuroic acid
2-Furancarboxylic acid tetrahydro-, (2S)-

MDL Number

MFCD00272639

Customs Code

2932190090

FAQ

What are the physical and chemical properties of (2S)-Tetrahydro-2-furancarboxylic acid (CAS: 87392-07-2)?

(2S)-Tetrahydro-2-furancarboxylic acid is a white crystalline solid with a molecular weight of approximately 110.12 g/mol. It has a melting point of 128-129°C and a boiling point of 300°C. The compound is sparingly soluble in water but readily soluble in organic solvents like ethanol and acetone. It is moderately reactive, showing some tendency towards esterification and condensation reactions. It is a key intermediate in the synthesis of various pharmaceuticals and polymers.

How is (2S)-Tetrahydro-2-furancarboxylic acid (CAS: 87392-07-2) typically synthesized?

(2S)-Tetrahydro-2-furancarboxylic acid is typically synthesized by the reduction of 2,5-furandicarboxylic acid with sodium borohydride or lithium aluminum hydride. The reaction is carried out in anhydrous ether or tetrahydrofuran, with careful control of the reduction conditions to achieve the desired stereochemistry. The yield is generally high, and the method is scalable for industrial applications.

What industries use (2S)-Tetrahydro-2-furancarboxylic acid (CAS: 87392-07-2)?

(2S)-Tetrahydro-2-furancarboxylic acid is widely used in the pharmaceutical industry as a precursor for the synthesis of bioactive compounds. It also finds applications in the polymer industry for the preparation of functionalized polymers. Additionally, it is utilized in the development of new sensors and as a building block in the semiconductor industry for creating novel materials with specific electronic properties.

What precautions should be taken when handling (2S)-Tetrahydro-2-furancarboxylic acid (CAS: 87392-07-2)?

When handling (2S)-Tetrahydro-2-furancarboxylic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety glasses, and a lab coat. It should be stored in a cool, dry place away from direct sunlight and incompatible materials. Fume hoods should be used during operations to minimize inhalation risks. In case of a spill, it should be cleaned up immediately using appropriate absorbents. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.