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Merck
CN

68890

N-Methyl-L-prolinol

purum, ≥99.0% (sum of enantiomers, GC)

Synonym(s):

(S)-2-Hydroxymethyl-1-methylpyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C6H13NO
CAS Number:
Molecular Weight:
115.17
EC Number:
251-981-9
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
79851
MDL number:
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grade

purum

assay

≥99.0% (sum of enantiomers, GC)

optical activity

[α]20/D −51±1°, c = 5% in methanol

refractive index

n20/D 1.469

bp

67-69 °C/12 mmHg (lit.)

density

0.968 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CN1CCC[C@H]1CO

InChI

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

InChI key

VCOJPHPOVDIRJK-LURJTMIESA-N

Other Notes

Chiral ligand used in the enantioface conjugate addition of cuprates to enones; Used as starting material for the preparation of (S)-2-cyanomethyl-1-methylpyrrolidine without loss of optical purity; Intermediate in an optically active alkaloid synthesis; Preparation of (S)-prophos

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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F. Leydendecker et al.
Tetrahedron Letters, 24, 3513-3513 (1983)
T. Hayashi et al.
The Journal of Organic Chemistry, 48, 2195-2195 (1982)
T. Imamoto et al.
Chemistry Letters (Jpn), 45-45 (1980)
A. Mizuno et al.
Synthesis, 1007-1007 (1980)
Ch.G. Chavdarian et al.
Organic preparations and procedures international, 13, 389-389 (1981)

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