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688622

Sigma-Aldrich

(R,R)-2,2′-Bipyrrolidine L-tartrate trihydrate

99%

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Synonym(s):
(2R,2′R)-2,2′-Bipyrrolidine (2R,3R)-2,3-dihydroxybutanedioate
Empirical Formula (Hill Notation):
C8H16N2 · C4H6O6 · 3H2O
CAS Number:
137037-21-9
Molecular Weight:
344.36
Beilstein:
5387053
MDL number:
MFCD11656040
UNSPSC Code:
12352005
PubChem Substance ID:
329761180
NACRES:
NA.22

Quality Level

100

Assay

≥98.5% (sum of enantiomers, GC)
99%

form

crystals

optical purity

ee: ≥99.5% (GC)

mp

117-118 °C (dec.) (lit.)
117-118 °C (lit.)

SMILES string

O.O.O.O[C@H]([C@@H](O)C(O)=O)C(O)=O.C1CNC(C1)C2CCCN2

InChI

1S/C8H16N2.C4H6O6.3H2O/c1-3-7(9-5-1)8-4-2-6-10-8;5-1(3(7)8)2(6)4(9)10;;;/h7-10H,1-6H2;1-2,5-6H,(H,7,8)(H,9,10);3*1H2/t7-,8-;1-,2-;;;/m11.../s1

InChI key

XWLGYXKNZXAYBR-WIGUQUGVSA-N

Related Categories

Application

(R,R)-2,2′-Bipyrrolidine L-tartrate trihydrate can be used to prepare the ligand (+)-(2R,2′R)- 1,1′-bis(2-pyridylmethyl)-2,2′-bipyrrolidine, which in turn can be used to synthesize its iron complexes applicable in C-N bond formation reaction.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Iron complexes of tetramine ligands catalyse allylic hydroxyamination via a nitroso-ene mechanism
Porter D, et al.
Beilstein Journal of Organic Chemistry, 11(1), 2549-2556 (2015)

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