277053

(S)-(+)-2-(Methoxymethyl)pyrrolidine

99%

• Synonym(s): O-Methyl-L-prolinol, SMP
• Empirical Formula (Hill Notation): C₆H₁₃NO
• CAS Number: 63126-47-6
• Molecular Weight: 115.17
• Beilstein: 3587324
• MDL number: MFCD00010408
• UNSPSC Code: 12352005
• PubChem Substance ID: 24856730
• NACRES: NA.22

Properties

• Assay: 99%
• form: liquid
• optical activity: [α]20/D +2.4°, c = 2 in benzene
• refractive index: n20/D 1.4457 (lit.)
• bp: 62 °C/40 mmHg (lit.)
• density: 0.933 g/mL at 25 °C (lit.)
• SMILES string: COC[C@@H]1CCCN1
• InChI: 1S/C6H13NO/c1-8-5-6-3-2-4-7-6/h6-7H,2-5H2,1H3/t6-/m0/s1
• InChI key: CHPRFKYDQRKRRK-LURJTMIESA-N

Description

Application

(S)-(+)-2-(Methoxymethyl)pyrrolidine may be used to prepare planar chiral 2-phospha[3]ferrocenophanes. It may also be used as an organocatalyst in the cross-aldol reaction of dihydroxyacetone with p-nitrobenzaldehyde to form the corresponding polyol. SMP reacts with benzoylformic acid to form (S)-N-benzoylformyl-2-(methoxymethyl)-pyrrolidine.

Chiral auxiliary for asymmetric synthesis of propargyl alcohols and 4-nitrocyclohexanones, and for asymmetric Michael additions to enones.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H226,H315,H319,H335
• Precautionary Statements: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 113.0 °F - closed cup
• Flash Point(C): 45 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves