277053
(S)-(+)-2-(Methoxymethyl)pyrrolidine
99%
Synonym(s):
O-Methyl-L-prolinol, SMP
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About This Item
Empirical Formula (Hill Notation):
C6H13NO
CAS Number:
Molecular Weight:
115.17
Beilstein:
3587324
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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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.)
functional group
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
InChI key
CHPRFKYDQRKRRK-LURJTMIESA-N
Application
(S)-(+)-2-(Methoxymethyl)pyrrolidine may be used to prepare planar chiral 2-phospha[3]ferrocenophanes.[1] It may also be used as an organocatalyst in the cross-aldol reaction of dihydroxyacetone with p-nitrobenzaldehyde to form the corresponding polyol.[2] SMP reacts with benzoylformic acid to form (S)-N-benzoylformyl-2-(methoxymethyl)-pyrrolidine.[3]
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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Direct organocatalytic aldol reactions in buffered aqueous media.
Cordova A, et al.
Chemical Communications (Cambridge, England), 24, 3024-3025 (2002)
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