1-[4-(prop-2-enoyl)piperazin-1-yl]prop-2-en-1-one

• ChemBase ID: 78399
• Molecular Formular: C10H14N2O2
• Molecular Mass: 194.23036
• Monoisotopic Mass: 194.1055277
• SMILES: N1(CCN(C(=O)C=C)CC1)C(=O)C=C
• Canonical SMILES: C=CC(=O)N1CCN(CC1)C(=O)C=C
• InChI: InChI=1S/C10H14N2O2/c1-3-9(13)11-5-7-12(8-6-11)10(14)4-2/h3-4H,1-2,5-8H2
• InChIKey: YERHJBPPDGHCRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(prop-2-enoyl)piperazin-1-yl]prop-2-en-1-one
• IUPAC Traditional name: 1-[4-(prop-2-enoyl)piperazin-1-yl]prop-2-en-1-one
• Synonyms: 1,4-DIACRYLOYLPIPERAZINE; 1,4-Di(acryloyl)piperazine; N,N′-Bis(acryloyl)piperazine; BAP; PDA; Piperazine diacrylamide; 1,4-Bis(acryloyl)piperazine; 1,4-(Diacryloyl)piperazine; 1,1'-(1,4-Piperazinediyl)bis-2-propen-1-one; 1,4-Bis(1-oxo-2-propenyl)piperazine; 1,4-Bis(acryloyl)piperazine; N,N'-Bisacryloylpiperazine; NSC 133364; NSC 49404; PIP; 1,4-Diacrylylpiperazine; Diacroyl piperazine; 1,4-Diacryloylpiperazine; 1,4-二丙烯酰哌嗪

Database IDs

• CAS Number: 6342-17-2
• EC Number: 000-000-0
• MDL Number: MFCD00077661
• Beilstein Number: 745431
• PubChem SID: 24893477; 162043168; 24848678; 24878601
• PubChem CID: 193422

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.0036626533
• LogD (pH = 7.4): 0.0036637203
• Log P: 0.003663734
• Molar Refractivity: 53.876 cm^3
• Polarizability: 20.36739 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 91.5-93.5 °C(lit.); 91.5-93.5°C; 91-95°C

Safety Information

• Storage Warning: Irritant/Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥99.0% (TLC); 97%
• Suitability: suitable for electrophoresis
• Impurities: ≤0.05% free acrylic acid
• Cation Traces: Zn: ≤5 mg/kg
• Antion Traces: sulfate (SO42-): ≤50 mg/kg
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C10H14N2O2

DETAILS

MP Biomedicals - 04809240

1,4-Diacryloylpiperazine is a unique polyacrylamide gel crosslinker. Used in place of Bis (N,N'-methylene-bis-acrylamide), 1,4-Diacryloylpiperazine provides increased gel strength, improved electrophoretic separation of proteins, and less background during silver staining.
Purity: >99%
mp 94-96° C
White powder
Heavy metals (as Pb): <10ppm

MP Biomedicals - 04809237

1,4-Diacryloylpiperazine is a unique polyacrylamide gel crosslinker. Used in place of Bis (N,N'-methylene-bis-acrylamide), 1,4-Diacryloylpiperazine provides increased gel strength, improved electrophoretic separation of proteins, and less background during silver staining.
Purity: >99%
mp 94-96° C
White powder
Heavy metals (as Pb): <10ppm

MP Biomedicals - 04809239

1,4-Diacryloylpiperazine is a unique polyacrylamide gel crosslinker. Used in place of Bis (N,N'-methylene-bis-acrylamide), 1,4-Diacryloylpiperazine provides increased gel strength, improved electrophoretic separation of proteins, and less background during silver staining.
Purity: >99%
mp 94-96° C
White powder
Heavy metals (as Pb): <10ppm

Sigma Aldrich - D1538

Application
PDA is used as a cross-linker for polyacrylamide gels to reduce background on silver-stained gels. PDA has also been shown to increase resolution and increase gel strength.
Packaging
5, 10 g in poly bottle

Sigma Aldrich - 14470

Other Notes
Used as a vinylating agent for graft-copolymerization of different enzymes to cellulose, dextran, or starch1; New crosslinking agent for polyacrylamide gels with improved protein separation and detection by silver staining2; Increased resolution in 2D-protein electrophoresis3.

Sigma Aldrich - 542350

Application
Cross-linking monomer for development of polyacrylamide gels.

Toronto Research Chemicals - D416000

Used as a crosslinker in polyacrylamide gels. PIP provides polyacrylamide gels with increased physical strength and improved separation and detection of proteins.

REFERENCES

• Hochstrasser, A., Patchornik, A., Merrill, C., Analytical Biochemistry , 173 : 412 (1988).
• Hochstrasser, A., Patchornik, A., Merrill, C., Analytical Biochemistry , 173 : 412 (1988).
• Hochstrasser, A., Patchornik, A., Merrill, C., Analytical Biochemistry , 173 : 412 (1988).
• Cross-linker in polyacrylamide gels.