277053

(S)-(+)-2-(Methoxymethyl)pyrrolidin

99%

• Synonym(e): O-Methyl-L-prolinol, SMP
• Empirische Formel (Hill-System): C₆H₁₃NO
• CAS-Nummer: 63126-47-6
• Molekulargewicht: 115.17
• Beilstein: 3587324
• MDL-Nummer: MFCD00010408
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24856730
• NACRES: NA.22

Eigenschaften

• Assay: 99%
• Form: liquid
• Optische Aktivität: [α]20/D +2.4°, c = 2 in benzene
• Brechungsindex: n20/D 1.4457 (lit.)
• bp: 62 °C/40 mmHg (lit.)
• Dichte: 0.933 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ether
• 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
• InChIKey: CHPRFKYDQRKRRK-LURJTMIESA-N

Beschreibung

Anwendung

Chiral auxiliary for asymmetric synthesis of propargyl alcohols[1] and 4-nitrocyclohexanones,[2] and for asymmetric Michael additions to enones.[3]

(S)-(+)-2-(Methoxymethyl)pyrrolidine may be used to prepare planar chiral 2-phospha[3]ferrocenophanes.[4] It may also be used as an organocatalyst in the cross-aldol reaction of dihydroxyacetone with p-nitrobenzaldehyde to form the corresponding polyol.[5] SMP reacts with benzoylformic acid to form (S)-N-benzoylformyl-2-(methoxymethyl)-pyrrolidine.[6]

Sicherheitshinweise

• Piktogramme: GHS02,GHS07
• Signalwort: Warning
• H-Sätze: H226,H315,H319,H335
• P-Sätze: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 113.0 °F - closed cup
• Flammpunkt (°C): 45 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter