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
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.
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.
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 |