473006
(1S,4S)-(+)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide
97%
Synonym(s):
(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide
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About This Item
Empirical Formula (Hill Notation):
C5H10N2 · 2HBr
CAS Number:
Molecular Weight:
259.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Product Name
(1S,4S)-(+)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide, 97%
InChI
1S/C5H10N2.2BrH/c1-4-2-6-5(1)3-7-4;;/h4-7H,1-3H2;2*1H/t4-,5-;;/m0../s1
SMILES string
Br.Br.C1N[C@@H]2CN[C@H]1C2
InChI key
ISYQWKOXKGJREA-RSLHMRQOSA-N
assay
97%
optical activity
[α]23/D +22°, c = 1 in H2O
mp
300 °C (dec.) (lit.)
Application
(1S,4S)-(+)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide can be used as:
- A starting material for the synthesis of chiral diazabicyclic ligands, applicable in the preparation of dicopper(II) complexes.
- A precursor in the preparation of diazabicyclo[2.2.1]heptane derivatives as catalysts, which are applicable in the asymmetric catalysis reactions.
- An organocatalyst in Biginelli reaction of aromatic aldehydes with ethyl acetoacetate and urea.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Dicopper (II) complexes of chiral C2-symmetric diamino-bis (2-methylpyridyl) and diamino-bis (2-methylbenzimidazolyl) ligands
Melgar-Fernandez R, et al.
European Journal of Organic Chemistry, 2008(4), 655-672 (2008)
Application of (1S, 4S)-2, 5-diazabicyclo [2.2. 1] heptane derivatives in asymmetric organocatalysis: the Biginelli reaction
Gonzalez-Olvera R, et al.
ARKIVOC (Gainesville, FL, United States), 6(4) (2008)
Dicopper (II) complexes of chiral C2-symmetric diamino-bis (2-methylpyridyl) and diamino-bis (2-methylbenzimidazolyl) ligands
Perez V, et al.
Inorganic Chemistry Communications, 14(2), 389-391 (2011)
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