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41566

Sigma-Aldrich

(2R,5R)-(−)-trans-2,5-Dimethylpyrrolidine

≥97.0% (GC)

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About This Item

Empirical Formula (Hill Notation):
C6H13N
CAS Number:
62617-70-3
Molecular Weight:
99.17
Beilstein/REAXYS Number:
4652641
MDL number:
MFCD01863020
UNSPSC Code:
12352005
PubChem Substance ID:
57650066

assay

≥97.0% (GC)

optical activity

[α]20/D −19.0±1.5°, c = 2% in methylene chloride

refractive index

n20/D 1.431

density

0.852 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@@H]1CC[C@@H](C)N1

InChI

1S/C6H13N/c1-5-3-4-6(2)7-5/h5-7H,3-4H2,1-2H3/t5-,6-/m1/s1

InChI key

ZEBFPAXSQXIPNF-PHDIDXHHSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Important chiral auxiliary with a pseudo C2 axis; diastereoselective alkylation of ketone enamines ; Highly stereoselective addition reactions of the enamine of β-keto esters (vinylogous urethanes) ; Radical reactions of unsaturated amides

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

44.6 °F - closed cup

flash_point_c

7.0 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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R.H. Schlessinger et al.
The Journal of Organic Chemistry, 52, 708-708 (1987)
N.A. Porter et al.
Journal of the American Chemical Society, 111, 8311-8311 (1989)
R.H. Schlessinger et al.
Tetrahedron Letters, 29, 1489-1489 (1988)

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