343536
1-Boc-piperazine
97%
Synonym(s):
tert-Butyl piperazine-1-carboxylate
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About This Item
Empirical Formula (Hill Notation):
C9H18N2O2
CAS Number:
Molecular Weight:
186.25
Beilstein:
879985
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
43-47 °C (lit.)
SMILES string
CC(C)(C)OC(=O)N1CCNCC1
InChI
1S/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3
InChI key
CWXPZXBSDSIRCS-UHFFFAOYSA-N
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General description
1-Boc-piperazine is an N-Boc protected piperazine. Crosscoupling of 1-Boc-piperazine with aryl iodides using CuBr/1,1′-bi-2-naphthol (catalyst) and K3PO4 (base) has been reported. 1-Boc-piperazine undergoes Buchwald-Hartwig coupling reactions with aryl halides. 1-Boc-piperazine can be prepared in 80% yield via solvent-free N-Boc protection catalyzed by iodine.
Application
1-Boc-piperazine may be used in:
- preparation of series of (m-phenoxy)phenyl substituted piperazine derivatives
- termination step during synthesis of α,β-poly(2-oxazoline) lipopolymers via living cationic ring opening polymerization
- preparation of monosubstituted piperazines, e.g. in the synthesis of indazole DNA gyrase inhibitors
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tetrahedron Letters, 54(39), 5332-5334 (2013)
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