N-(prop-2-enamidomethyl)prop-2-enamide

• ChemBase ID: 128490
• Molecular Formular: C7H10N2O2
• Molecular Mass: 154.1665
• Monoisotopic Mass: 154.07422757
• SMILES: C=CC(=O)NCNC(=O)C=C
• Canonical SMILES: C=CC(=O)NCNC(=O)C=C
• InChI: InChI=1S/C7H10N2O2/c1-3-6(10)8-5-9-7(11)4-2/h3-4H,1-2,5H2,(H,8,10)(H,9,11)
• InChIKey: ZIUHHBKFKCYYJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(prop-2-enamidomethyl)prop-2-enamide
• IUPAC Traditional name: N,N'-methylenebisacrylamide
• Synonyms: N-(prop-2-enamidomethyl)prop-2-enamide; N,N′-Methylenebisacrylamide solution; N,N'-Methylenebisacrylamide; BIS; N,N′-Methylenebisacrylamide; Bis-acrylamide; N,N′-Methylenebis(acrylamide); BAC; N,N'-Methylenebisacrylamide; N,N′-亚甲基双丙烯酰胺 溶液; N,N′-亚甲基双丙烯酰胺; 甲叉双丙烯酰胺; N,N'-亚甲基双丙烯酰胺

Database IDs

• CAS Number: 110-26-9
• EC Number: 203-750-9
• MDL Number: MFCD00008625
• Beilstein Number: 1706297
• PubChem SID: 24897148; 24884814; 162222797; 24896597; 24897151; 24848761; 24896663
• PubChem CID: 8041
• Wikipedia Title: N,N'-Methylenebisacrylamide

CALCULATED PROPERTIES

• Acid pKa: 13.675445
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.16206302
• LogD (pH = 7.4): -0.16206253
• Log P: -0.16206251
• Molar Refractivity: 40.8611 cm^3
• Polarizability: 15.584384 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble20 mg/mL at 20 °C, clear, colorless
• Apperance: powder; Powder
• Melting Point: >300 °C(lit.); >300°C; ≥300 °C; 299 - 300°C
• Density: 1.235
• Vapor Density: 5.31 (vs air)
• Absorption Wavelength: A1%/290 ≤0.2
• Hydrophobicity(logP): -0.943
• Conductivity: <10 μmho (2% solution); <5 μS/cm at 20 °C (50 mg/ml water); ≤10 μmho (2% solution)

Safety Information

• RTECS: AS3678000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1; 2
• Risk Statements: 20/22; 22
• Safety Statements: 22; 36-60
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302; H302-H332
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥98.0% (T); ≥99%; ≥99.0%; ≥99.0% (T); ≥99.5%; ≥99.5% (T); 95%; 97%; 99%; 99+%
• Concentration: 2% in H2O
• Grade: electrophoresis grade; for electrophoresis; for molecular biology; purum
• Suitability: in accordance for electrophoresis test; suitable for electrophoresis (after filtration or allowing insolubles to settle)
• Impurities: <0.1% Acrylic acid content; ≤0.05% free acrylic acid; ≤0.05% Free carboxylic acid (T); ≤50 mg/kg Total sulfur (as SO4 ) (ICP); DNases, none detected; phosphatases, none detected; proteases, none detected; RNases, none detected
• Cation Traces: Ca: ≤10 mg/kg; Ca: ≤10 ppm; Cd: ≤5 mg/kg; Cd: ≤5 ppm; Co: ≤5 mg/kg; Co: ≤5 ppm; Cr: ≤5 mg/kg; Cr: ≤5 ppm; Cu: ≤5 mg/kg; Cu: ≤5 ppm; Fe: <40 ppm; Fe: ≤5 mg/kg; Fe: ≤5 ppm; K: ≤50 mg/kg; K: ≤50 ppm; Mg: <40 ppm; Mg: ≤5 mg/kg; Mg: ≤5 ppm; Mn: ≤5 mg/kg; Mn: ≤5 ppm; Na: ≤50 mg/kg; Na: ≤50 ppm; Ni: ≤5 mg/kg; Ni: ≤5 ppm; Pb: ≤10 mg/kg; Pb: ≤5 mg/kg; Pb: ≤5 ppm; Zn: ≤5 mg/kg; Zn: ≤5 ppm
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase and RNase, none detected; DNase, RNase, NICKase and protease, none detected
• Sterility: 0.2 μm filtered
• Linear Formula: (CH2=CHCONH)2CH2; (H2C=CHCONH)2CH2

DETAILS

Sigma Aldrich - M1533

Application
To be mixed with acrylamide for making polyacrylamide gels for use in protein and nucleic acid electrophoresis.
Preparation Note
Prepared from electrophoresis grade bis-acrylamide in ultra-pure water.

Sigma Aldrich - M7256

Application
与丙烯酰胺混合以制备聚丙烯酰胺凝胶，用于蛋白质和核酸电泳。
Other Notes
Cross-linking agent, for the preparation of polyacrylamide (from 01698 Acrylamide puriss.) used as gel in electrophoresis for the separation, analysis and characterization of nucleic acids, proteins and other charged species1; A.H. Gordon, Electrophoresis of Proteins in Polyacrylamide and Starch Gels, Vol. 1, Part. I, of "Laboratory Techniques in Biochemistry and Mol. Biology"2.

Sigma Aldrich - M7279

Application
与丙烯酰胺混合以制备聚丙烯酰胺凝胶，用于蛋白质和核酸电泳。
包装
25, 100, 250 g in poly bottle

Sigma Aldrich - M2022

Application
与丙烯酰胺混合以制备聚丙烯酰胺凝胶，用于蛋白质和核酸电泳。

Sigma Aldrich - 19-3180

Suitability
for electrophoresis

Sigma Aldrich - 66667

Application
To be mixed with acrylamide for making polyacrylamide gels for use in protein and nucleic acid electrophoresis.
Other Notes
For the preparation of polyacrylamide gels1

Sigma Aldrich - 66669

Application
To be mixed with acrylamide for making polyacrylamide gels for use in protein and nucleic acid electrophoresis.
Other Notes
Cross-linking agent, for the preparation of polyacrylamide (from 01698 Acrylamide puriss.) used as gel in electrophoresis for the separation, analysis and characterisation of nucleic acids, proteins and other charged species1,2,3

Sigma Aldrich - 146072

Application
Cross-linking agent for preparation of polyacrylamides.
Packaging
100, 500 g in poly bottle

Sigma Aldrich - 66670

Application
To be mixed with acrylamide for making polyacrylamide gels for use in protein and nucleic acid electrophoresis.

Sigma Aldrich - 148326

Packaging
100 g in poly bottle

Sigma Aldrich - 66675

Application
To be mixed with acrylamide for making polyacrylamide gels for use in protein and nucleic acid electrophoresis.

REFERENCES

• Crosslinking agent for the synthesis of polyacrylamide gels.