343536

1-Boc-piperazine

97%

• Synonym(s): tert-Butyl piperazine-1-carboxylate
• Empirical Formula (Hill Notation): C₉H₁₈N₂O₂
• CAS Number: 57260-71-6
• Molecular Weight: 186.25
• Beilstein: 879985
• MDL number: MFCD00075265
• UNSPSC Code: 12352100
• PubChem Substance ID: 24861171
• NACRES: NA.22

Properties

• Quality Level: 200
• 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

Description

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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