tert-butyl piperazine-1-carboxylate

• ChemBase ID: 17965
• Molecular Formular: C9H18N2O2
• Molecular Mass: 186.25142
• Monoisotopic Mass: 186.13682783
• SMILES: C1CNCCN1C(=O)OC(C)(C)C
• Canonical SMILES: O=C(N1CCNCC1)OC(C)(C)C
• InChI: InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3
• InChIKey: CWXPZXBSDSIRCS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl piperazine-1-carboxylate
• IUPAC Traditional name: tert-butyl piperazine-1-carboxylate
• Synonyms: 1-Boc-piperazine; tert-butyl tetrahydropyrazine-1(2H)-carboxylate; 1-Boc-piperazine; 1-(tert-Butoxycarbonyl)piperazine; 1-Piperazinecarboxylic Acid 1,1-Dimethylethyl Ester; tert-Butyl 1-Piperazinecarboxylate; 1-[(1,1-Dimethylethoxy)carbonyl]piperazine; 1-Piperazinecarboxylic Acid tert-Butyl Ester; N-Boc-piperazine; N-(tert-Butoxycarbonyl)piperazine; tert-Butyl piperazine-1-carboxylate; Piperazine, N1-BOC protected 98%; tert-butyl piperazine-1-carboxylate; tert-Butyl 1-piperazinecarboxylate; 哌嗪-1-甲酸叔丁酯; 1-Boc-哌嗪

Database IDs

• CAS Number: 143238-38-4; 57260-71-6
• EC Number: 000-000-0
• MDL Number: MFCD00075265
• Beilstein Number: 879985
• PubChem SID: 24861171; 160981272; 24849328
• PubChem CID: 143452

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.7141016
• LogD (pH = 7.4): -0.0012468771
• Log P: 0.55438626
• Molar Refractivity: 50.4439 cm^3
• Polarizability: 20.017399 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol; Water
• Apperance: Waxy Solid
• Melting Point: 42-44°C; 43-47 °C; 43-47 °C(lit.); 43-48°C; 44-48°C; 46 - 48°C; 46°C
• Boiling Point: 98-100°C
• Flash Point: 113 °C; 113°C; 235.4 °F
• Hydrophobicity(logP): 1.565

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive; IRRITANT; Irritant/Air Sensitive/Hygroscopic/Store under Argon
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: UN3259
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 34; 36/37/38
• Safety Statements: 26; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H314-H318; H315-H319-H335
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); 95%; 97%; 98%; 99%
• Empirical Formula (Hill Notation): C9H18N2O2

DETAILS

Sigma Aldrich - 15502

Packaging
5, 25 g in poly bottle

Sigma Aldrich - 343536

Application
Preparation of monosubstituted piperazines, e.g. in the synthesis of indazole DNA gyrase inhibitors.1
Prepared in 80% yield via solvent-free N-Boc protection catalyzed by iodine.
Packaging
1, 5, 25 g in glass bottle

REFERENCES

• Pd-catalyzed C-N coupling with a variety of bromoarenes, in the presence of NaO-t-Bu and Tri(o-tolyl)phosphine, A12093, provides a route to arylpiperazines of potential pharmacological interest: Tetrahedron Lett., 39, 2219 (1998).