Methacrylic anhydride

Product Information

Molecular Formula:
C8H10O3
Molecular Weight:
154.16
Description
Methacrylic anhydride is a liquid.
Synonyms
1-Methylacrylic anhydride; 2-methyl-2-propenoicacianhydride; 2-Propenoic acid, 2-methyl-, anhydride; 2-Propenoicacid,2-methyl-,anhydride; Methacrylic acid anhydride; methacrylicacidanhydride; Methacryloyl anhydride; methacryloylanhydride
IUPAC Name
2-methylprop-2-enoyl 2-methylprop-2-enoate
Canonical SMILES
CC(=C)C(=O)OC(=O)C(=C)C
InChI
InChI=1S/C8H10O3/c1-5(2)7(9)11-8(10)6(3)4/h1,3H2,2,4H3
InChI Key
DCUFMVPCXCSVNP-UHFFFAOYSA-N
Boiling Point
87°C (13 mmHg)
Melting Point
-20°C
Flash Point
183.2 °CF - closed cup
Purity
98%
Density
1.035
Solubility
> 10% in ether
Appearance
liquid
Storage
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
Refractive Index
n20/D 1.453 (lit.)
Vapor Pressure
8.83 [mmHg]
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.

Safety Information

Hazards
H302+H332:
Harmful if swallowed.
Harmful if inhaled.
H315:
Causes skin irritation.
H317:
May cause an allergic skin reaction.
H318:
Causes serious eye damage.
H335:
May cause respiratory irritation.
Precautionary Statement
P261:
Avoid breathing dust, fumes, gas, mist, vapours, spray. [As modified by IV ATP].
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340+P312:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.
P305+P351+P338+P310:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
Immediately call a POISON CENTER or doctor/physician.
P333+P313:
If skin irritation or a rash occurs:
Get medical advice/attention.

Computed Properties

XLogP3
1.8
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Exact Mass
154.062994177 g/mol
Monoisotopic Mass
154.062994177 g/mol
Topological Polar Surface Area
43.4Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
202
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-2021138114-A1 Extrudable photocrosslinkable hydrogel and method for its preparation 2020-08-13
WO-2021121889-A1 Dca methacrylate thermoplastic polymers 2019-12-20
WO-2021126780-A1 Combination of crosslinkers to improve coating properties 2019-12-20
WO-2021127235-A1 Compositions for modulating gut microflora populations, enhancing drug potency and treating cancer, and methods for making and using same 2019-12-20
EP-3838936-A1 Curable compositions comprising multistage polymers 2019-12-19
WO-2021123413-A1 Curable compositions comprising multistage polymers 2019-12-19
WO-2021126174-A1 Crosslinkable reactive silicone organic copolymers dispersions 2019-12-18
WO-2021114260-A1 Coaxial electrostatic spinning gelma/plga-lysogm1, preparation method therefor and application thereof 2019-12-13
WO-2021118766-A1 Nonwoven mat with reduced permeability and increased caliper 2019-12-11
WO-2021119332-A1 Microneedle delivery device with detachable hybrid microneedle depots for localized delivery of cells 2019-12-11

Literatures

PMID Publication Date Title Journal
22517580 2012-07-01 Lignin model compounds as bio-based reactive diluents for liquid molding resins ChemSusChem
22641536 2012-06-01 An innovative approach to molecularly imprinted capillaries for polar templates by grafting polymerization Journal of molecular recognition : JMR
22226199 2012-02-10 Photocrosslinked bovine serum albumin hydrogels with partial retention of esterase activity Enzyme and microbial technology
22215075 2011-12-16 Tracking hypoxic signaling within encapsulated cell aggregates Journal of visualized experiments : JoVE
22009716 2011-12-01 Oligo(glycerol) methacrylate macromonomers Macromolecular rapid communications
21763796 2011-11-01 Preparation of poly(ε-caprolactone)-based tissue engineering scaffolds by stereolithography Acta biomaterialia
22069757 2011-09-01 Impact of the nature and size of the polymeric backbone on the ability of heterobifunctional ligands to mediate shiga toxin and serum amyloid p component ternary complex formation Toxins
21682325 2011-07-11 Photo-cross-linked biodegradable poly(ester anhydride) networks prepared from alkenylsuccinic anhydride functionalized poly(ε-caprolactone) precursors Biomacromolecules
21072569 2011-01-01 Alkaline degradation study of linear and network poly(ε-caprolactone) Journal of materials science. Materials in medicine
20480042 2010-04-16 Synthesis of hydrophilic and amphiphilic acryl sucrose monomers and their co-polymerisation with styrene, methylmethacrylate and α- and β-pinenes International journal of molecular sciences
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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