185175

1-Benzyl-3-pyrrolidinone

98%

• Empirical Formula (Hill Notation): C₁₁H₁₃NO
• CAS Number: 775-16-6
• Molecular Weight: 175.23
• Beilstein/REAXYS Number: 1526217
• EC Number: 212-274-0
• MDL number: MFCD00005342
• UNSPSC Code: 12352100
• PubChem Substance ID: 24850673
• NACRES: NA.22

Properties

• assay: 98%
• refractive index: n20/D 1.539 (lit.)
• bp: 77 °C/0.01 mmHg (lit.)
• density: 1.091 g/mL at 25 °C (lit.)
• functional group: ketone; phenyl
• storage temp.: 2-8°C
• SMILES string: O=C1CCN(C1)Cc2ccccc2
• InChI: 1S/C11H13NO/c13-11-6-7-12(9-11)8-10-4-2-1-3-5-10/h1-5H,6-9H2
• InChI key: DHGMDHQNUNRMIN-UHFFFAOYSA-N

Description

General description

The equilibrium constant for the ketoreductase-catalyzed reduction reaction of 1-benzyl-3-pyrrolidinone has been measured in n-hexane[1]. 1-Benzyl-3-pyrrolidinone on enzymatic asymmetric reduction yields enantiopure 1-benzyl-3-hydroxypyrrolidine, well known intermediate for various drugs[2].

Application

1-Benzyl-3-pyrrolidinone was used as starting reagent in the synthesis of vinyl triflate[3]. It was used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles[4].

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter