N,N'-Methylenebisacrylamide

Product Information

Molecular Formula:
C7H10N2O2
Molecular Weight:
154.17
Description
N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor.
Synonyms
N,N'-METHYLENESBISACRYLAMIDE; N,N'-METHYLENEDIACRYLAMIDE; N,N'-METHYLENEBIS(ACRYLAMIDE)-HG; n,n'-methylenebis(2-propenamide); N, N-METHYLENE-BIS-ACRYLAMIDE; N,N'-METHYLENEBISACRYLAMIDE
IUPAC Name
N-[(prop-2-enoylamino)methyl]prop-2-enamide
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)
InChI Key
ZIUHHBKFKCYYJD-UHFFFAOYSA-N
Boiling Point
445.1ºC at 760 mmHg
Melting Point
185ºC
Flash Point
100ºC
Purity
98%
Density
1.235
Solubility
0.1 to 1 mg/mL at 64 °F
Appearance
White crystalline powder with a neutral odor.
Application
Used as an organic intermediate, cross-linking agent, for making polyacrylamides, and for preparing polyacrylamide gel for electrophoresis, chemical grouting, and other uses.
Storage
2-8ºC
Refractive Index
1.4880 (estimate)
Stability
Stable under normal temperatures and pressures.
LogP
0.33010

Safety Information

Hazards
H302:
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H341:
Suspected of causing genetic defects.
Precautionary Statement
P201:
Obtain special instructions before use.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313:
If exposed or concerned:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.

Computed Properties

XLogP3
0.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
4
Exact Mass
154.074227566 g/mol
Monoisotopic Mass
154.074227566 g/mol
Topological Polar Surface Area
58.2Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
167
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-10858566-B2 Drilling fluid with improved fluid loss and viscosifying properties 2020-04-14
US-2020255716-A1 Drilling fluid with improved fluid loss and viscosifying properties 2020-04-14
EP-3677244-A2 Compositions comprising multilamellar vesicles 2020-02-04
US-2021189189-A1 Pressure-sensitive adhesive tape 2019-12-20
US-2021189190-A1 Double-sided pressure-sensitive adhesive tape 2019-12-20
US-2021189216-A1 Environment-friendly high-temperature resistant water-based drilling fluid plugging anti-sloughing agent, preparation method thereof and the water-based drilling fluid 2019-12-20
WO-2021123061-A1 Process for preparing a composition for dyeing the hair starting from a composition in powder form and an aqueous composition 2019-12-20
WO-2021123309-A1 Composition comprising a dispersion of polymer particles in a non-aqueous medium, a cationic polymer and an anionic polymer 2019-12-20
WO-2021124348-A1 Multiple-compartment device comprising at least one internal frangible seal containing a keratin fibers dyeing composition 2019-12-20
WO-2021125559-A1 Super-absorbent resin composition 2019-12-20

Literatures

PMID Publication Date Title Journal
22967350 2012-12-01 Preparation of poly(methyl methacrylate) microcapsules by in situ polymerization on the surface of calcium carbonate particles Journal of colloid and interface science
22971000 2012-10-24 Temperature-responsive one-dimensional nanogels formed by the cross-linker-aided single particle nanofabrication technique ACS applied materials & interfaces
22759642 2012-10-15 Controlled release of lipase from Candida rugosa loaded into hydrogels of N-isopropylacrylamide and itaconic acid International journal of pharmaceutics
22888741 2012-10-01 Synthesis and characterization of thermally and glucose-sensitive poly N-vinylcaprolactam-Based microgels Journal of biomedical nanotechnology
23006588 2012-09-24 Preparation and characterization of nanosized P(NIPAM-MBA) hydrogel particles and adsorption of bovine serum albumin on their surface Nanoscale research letters
22916861 2012-09-11 Drying mechanism of poly(N-isopropylacrylamide) microgel dispersions Langmuir : the ACS journal of surfaces and colloids
22741161 2012-08-21 A novel molecularly imprinted electrochemiluminescence sensor for isoniazid detection The Analyst
22705906 2012-08-07 A molecularly imprinted photonic polymer sensor with high selectivity for tetracyclines analysis in food The Analyst
22673816 2012-07-20 Preparation and characterization of molecularly imprinted polymer for di(2-ethylhexyl) phthalate: application to sample clean-up prior to gas chromatographic determination Journal of chromatography. A
22531850 2012-07-15 Diffusion and binding of 5-fluorouracil in non-ionic hydrogels with interpolymer complexation International journal of pharmaceutics
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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