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Merck

277053

Sigma-Aldrich

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

99%

Synonym(e):

O-Methyl-L-prolinol, SMP

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About This Item

Empirische Formel (Hill-System):
C6H13NO
CAS-Nummer:
Molekulargewicht:
115.17
Beilstein:
3587324
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22

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.)

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

Anwendung

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

Piktogramme

FlameExclamation mark

Signalwort

Warning

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


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