1-Boc-piperazine - ≥98% , CAS No.57260-71-6

CAS: 57260-71-6 Cat. No.: B106917 Molecular Weight: 186.25 Beilstein Registry Number: 879985 EC Number: 611-489-0

GRADE & PURITY ≥98%

Synonyms

1 -t-butoxycarbonyl piperazine | 1-[1,1-dimethylethoxycarbonyl]piperazine | 1-boc piperazine | n-tert-butyloxycarbonylpiperazine | N-tert-butyloxycarbonyl-piperazine | tert-butyl-1-piperazinecarboxylate | tertbutyl-1-piperazinecarboxylate | 1-(t-butoxycar

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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 

Specifications

Synonyms

1 -t-butoxycarbonyl piperazine | 1-[1, 1-dimethylethoxycarbonyl]piperazine | 1-boc piperazine | n-tert-butyloxycarbonylpiperazine | N-tert-butyloxycarbonyl-piperazine | tert-butyl-1-piperazinecarboxylate | tertbutyl-1-piperazinecarboxylate | 1-(t-butoxycar

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504757261
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757261
• Canonical Smiles: CC(C)(C)OC(=O)N1CCNCC1
• IUPAC Name: tert-butyl piperazine-1-carboxylate
• InChIKey: CWXPZXBSDSIRCS-UHFFFAOYSA-N
• INCHI: 1S/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCNCC1
• WGK Germany: 3
• Alternate CAS: 143238-38-4
• Molecular Weight: 186.25
• Beilstein: 879985
• Reaxy-Rn: 879985
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=879985&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazinanes
      • Subclass Piperazines
        • Level5 Piperazine carboxylic acids and derivatives
          • Level6 Piperazine carboxylic acids

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Piperazine carboxylic acids and derivatives
• Direct Parent: Piperazine carboxylic acids
• Alternative Parents: Carbamate esters Organic carbonic acids and derivatives Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Piperazine-1-carboxylic acid - Carbamic acid ester - Carbonic acid derivative - Secondary aliphatic amine - Secondary amine - Azacycle - Organopnictogen compound - Amine - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as piperazine carboxylic acids. These are heterocyclic compounds containing a piperazine ring substituted by one or more carboxylic acid groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in ethyl acetate, methanol and water.
• Sensitivity: Air Sensitive;Hygroscopic ;Heat sensitive
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Melt Point(°C): 43-47°C
• Molecular Weight: 186.250 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.137 Da
• Monoisotopic Mass: 186.137 Da
• Topological Polar Surface Area: 41.600 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 181.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Guoqiang Liu, Hongwei Ge, Ranhao Yin, Long Yu, Congming Sun, Weiru Dong, Zhenli Sun, Khalid A. Alamry, Hadi M. Marwani, Suhua Wang.  (2020)  Carbon dots tailored with a fluorophore for sensitive and selective detection of hydrogen sulfide based on a ratiometric fluorescence signal.  Analytical Methods,  12  (12): (1617-1623).  [PMID:] [10.1039/D0AY00020E]

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4. Changjiang Zhu, Mingshan He, Yu Liu, Jianguang Cui, Qilong Tai, Lei Song, Yuan Hu.  (2018)  Synthesis and application of a mono-component intumescent flame retardant for polypropylene.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2018.03.007]

5. Tang Gang, Hu Yang, Fang Yuan, Guan Mengfan, Gong Zedong, Wang Guodong, Deng Dan, Liu Xiuyu.  (2024)  Synthesis of a tris(DOPO-grafted piperazine)-triazine phosphoramide and its application as a highly efficient flame retardant for epoxy resins.  JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY,      [PMID:] [10.1007/s10973-024-13508-7]