Skip to Content
Merck
CN

277053

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

99%

Synonym(s):

O-Methyl-L-prolinol, SMP

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C6H13NO
CAS Number:
63126-47-6
Molecular Weight:
115.17
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24856730
MDL number:
MFCD00010408
Beilstein/REAXYS Number:
3587324

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

1S/C6H13NO/c1-8-5-6-3-2-4-7-6/h6-7H,2-5H2,1H3/t6-/m0/s1

SMILES string

COC[C@@H]1CCCN1

InChI key

CHPRFKYDQRKRRK-LURJTMIESA-N

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

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.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

113.0 °F - closed cup

flash_point_c

45 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
10397KJ
08831JJ
07128LE
07413LC
14007BO

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Roberta Fraioli et al.
Scientific reports, 7(1), 16363-16363 (2017-11-29)
Engineering the interface between biomaterials and tissues is important to increase implant lifetime and avoid failures and revision surgeries. Permanent devices should enhance attachment and differentiation of stem cells, responsible for injured tissue repair, and simultaneously discourage bacterial colonization; this
Direct organocatalytic aldol reactions in buffered aqueous media.
Cordova A, et al.
Chemical Communications (Cambridge, England), 24, 3024-3025 (2002)
2-Phospha [3] ferrocenophanes with planar chirality: synthesis and use in enantioselective organocatalytic [3+ 2] cyclizations.
Journal of the American Chemical Society, 130(43), 14030-14031 (2008)
Cian Vyas et al.
Materials science & engineering. C, Materials for biological applications, 118, 111433-111433 (2020-12-02)
Polycaprolactone (PCL) scaffolds have been widely investigated for tissue engineering applications, however, they exhibit poor cell adhesion and mechanical properties. Subsequently, PCL composites have been produced to improve the material properties. This study utilises a natural material, Bombyx mori silk
Lian Xia et al.
Journal of chromatography. A, 1500, 24-31 (2017-04-15)
A magnetic, mesoporous core/shell structured Fe
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service