Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate

Basic Information

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CAS Number

620601-77-6

Molecular Formula

C13H14N2O2

Molecular Weight

219.28 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 Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Sticky Oil to Solid

SMILES

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C1C[C@@H](N(C1)C(=O)OCC2=CC=CC=C2)C#N

InChI

InChI=1S/C13H14N2O2/c14-9-12-7-4-8-15(12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-8,10H2/t12-/m1/s1

InChIKey

AUVGQGIWVNDVSL-GFCCVEGCSA-N

LogP

2.807500000000001

Topological Polar Surface Area

29.540000000000003 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

(R)-1-Cbz-2-Cyanopyrrolidine
(R)-1-Cbz-2-cyano-pyrrolidine
1-Pyrrolidinecarboxylicacid, 2-cyano-, phenylmethyl ester, (2R)-
benzyl (2R)-2-cyanopyrrolidine-1-carboxylate
benzyl (R)-2-cyanopyrrolidine-1-carboxylate

MDL Number

MFCD06796619

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6)?

Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6) is a crystalline solid with a molecular weight of approximately 257.25 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. The compound is known for its reactivity, particularly towards nucleophilic substitution reactions. It has a pKa of about 3, indicating some basicity.

How is Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6) typically synthesized?

Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate is typically synthesized via the reaction of benzyl bromide with (2S)-2-cyano-1-pyrrolidinecarboxylic acid under the presence of a base like sodium hydride. The reaction involves nucleophilic substitution and leads to a high yield. The product is then purified by recrystallization from ethanol.

What industries use Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6)?

Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6) is primarily used in the pharmaceutical industry for the synthesis of certain drug intermediates. It also finds applications in the polymer industry for the modification of polymer properties and in sensor technology for analytical purposes.

What precautions should be taken when handling Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6)?

When handling Benzyl (2R)-2-cyano-1-pyrrolidinecarboxylate (CAS: 620601-77-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be handled in a fume hood due to its volatility. Spills should be cleaned up immediately using absorbent materials, and the area should be well-ventilated. For more detailed safety information, refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS).