(4R)-4-Cyano-L-proline

Basic Information

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CAS Number

273221-93-5

Molecular Formula

C6H8N2O2

Molecular Weight

129.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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C1C(CNC1C(=O)O)C#N

InChI

InChI=1S/C6H8N2O2/c7-2-4-1-5(6(9)10)8-3-4/h4-5,8H,1,3H2,(H,9,10)/t4-,5-/m0/s1

InChIKey

ZMDXRGOZLRLRQN-WHFBIAKZSA-N

LogP

0.06899999999999978

Topological Polar Surface Area

49.33 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

193

Synonyms & References

English

SCHEMBL2032404
A819015
(4R)-4-Cyano-L-proline
AKOS006279907
273221-93-5
DTXSID30672077
(2S,4R)-4-Cyanopyrrolidine-2-carboxylicacid
(2S,4R)-4-CYANOPYRROLIDINE-2-CARBOXYLIC ACID
(2S,4R)-4-Cyanopyrrolidine-2-carboxylic acid
L-Proline, 4-cyano-, (4R)-
L-Proline,4-cyano-,(4R)

MDL Number

MFCD01860671

FAQ

What are the physical and chemical properties of (4R)-4-Cyano-L-proline (CAS: 273221-93-5)?

(4R)-4-Cyano-L-proline is a crystalline solid with a molecular weight of approximately 150.07 g/mol. It has a melting point of around 220°C and is slightly soluble in water. The compound is known for its reactivity, particularly in its ability to form amide bonds under certain conditions. It is stable under normal laboratory conditions but should be stored in a cool, dry place away from moisture.

How is (4R)-4-Cyano-L-proline (CAS: 273221-93-5) typically synthesized?

(4R)-4-Cyano-L-proline can be synthesized using a multi-step process. One common method involves the reaction of L-proline with cyanogen chloride in the presence of a base such as sodium hydroxide. The reaction is typically carried out in a solvent like methanol or ethanol, with high selectivity and yield. The product is then purified through techniques such as recrystallization or chromatography.

What industries use (4R)-4-Cyano-L-proline (CAS: 273221-93-5)?

(4R)-4-Cyano-L-proline has applications in various industries, particularly in pharmaceuticals, where it serves as a precursor in the synthesis of bioactive compounds. It is also used in the polymer industry for the development of novel materials with specific properties. Additionally, it finds use in the production of sensors and semiconductors due to its reactivity and structural characteristics.

What precautions should be taken when handling (4R)-4-Cyano-L-proline (CAS: 273221-93-5)?

When handling (4R)-4-Cyano-L-proline, it is crucial to follow safety guidelines. Wear appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat. Work in a well-ventilated area or a fume hood to minimize exposure. Store the compound in a cool, dry place away from moisture and incompatible materials. In case of a spill, neutralize the area with water and clean up according to standard safety protocols. Always refer to the Safety Data Sheet (SDS) for detailed safety information.