Citraconic anhydride

Product Information

Molecular Formula:
C5H4O3
Molecular Weight:
112.08
Description
Applications: Citraconic anhydrideDangerous Goods Info: Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
Synonyms
2,5-Furanedione, 3-methyl; 3-Methyl-2,5-furandione; 3-methyl-5-furandione; 3-methyl-furan-2,5-dione; 3-Methylmaleic anhydride; 3-methylmaleicanhydride; alpha-Methylmaleic anhydride; alpha-methylmaleicanhydride
IUPAC Name
3-methylfuran-2,5-dione
Canonical SMILES
CC1=CC(=O)OC1=O
InChI
InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
InChI Key
AYKYXWQEBUNJCN-UHFFFAOYSA-N
Boiling Point
213-214 °C(lit.)
Melting Point
6-10 °C(lit.)
Flash Point
215 °F
Purity
98%
Density
1.245
Solubility
SOL IN ALCOHOL, ETHER, ACETONE
Appearance
Colourless Oil
Application
Used as reagent for alkalies, alcohols, and amines; as monomer for specialty unsaturated polyester resins.
Storage
Hygroscopic, Room Temperature, under inert atmosphere
Refractive Index
n20/D 1.471(lit.)
Vapor Pressure
1 MM HG at 47.1 °C

Safety Information

Hazards
H303:
May be harmful if swallowed.
H311:
Toxic in contact with skin.
H314:
Causes severe skin burns and eye damage.
H317:
May cause an allergic skin reaction.
H319:
Causes serious eye irritation.
H334:
May cause allergy or asthma symptoms or breathing difficulties if inhaled.
H335:
May cause respiratory irritation.
Precautionary Statement
P233:
Keep container tightly closed.
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301:
IF SWALLOWED:
P303:
IF ON SKIN (or hair):
P304:
IF INHALED:
P305:
IF IN EYES:
P330:
Rinse mouth.
P331:
Do NOT induce vomiting.
P338:
Remove contact lenses if present and easy to do. Continue rinsing.
P340:
Remove person to fresh air and keep comfortable for breathing.
P351:
Rinse cautiously with water for several minutes.
P353:
Rinse skin with water/shower.
P361:
Take off immediately all contaminated clothing. [As modified by IV ATP].
P403:
Store in a well ventilated place.

Computed Properties

XLogP3
0.2
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Exact Mass
112.016043985 g/mol
Monoisotopic Mass
112.016043985 g/mol
Topological Polar Surface Area
43.4Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
178
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-2015376449-A1 Barrier film, methods of manufacture thereof and articles comprising the same 2014-06-27
WO-2015200198-A1 Barrier film, methods of manufacture thereof and articles comprising the same 2014-06-27
WO-2015200199-A1 Barrier film, methods of manufacture thereof and articles comprising the same 2014-06-27
WO-2015200591-A1 Polyurethanes, articles comprising the same and methods of manufacture thereof 2014-06-25
WO-2015193493-A1 Resin, composition and use 2014-06-20
US-2015361297-A1 Powder coating material set, and powder coating material composition 2014-06-12
WO-2015189265-A1 Small molecule lfa-1 inhibitors 2014-06-12
WO-2015191064-A1 Consolidating composition for treatment of subterranean formations 2014-06-11
WO-2015191038-A1 Control of resin curing 2014-06-10
WO-2015191050-A1 Subterranean treatment with compositions including hexaaquaaluminum trihalide 2014-06-10

Literatures

PMID Publication Date Title Journal
22984898 2012-11-01 Energy filtering transmission electron microscopy immunocytochemistry and antigen retrieval of surface layer proteins from Tannerella forsythensis using microwave or autoclave heating with citraconic anhydride Biotechnic & histochemistry : official publication of the Biological Stain Commission
22616892 2012-06-20 Acid-labile traceless click linker for protein transduction Journal of the American Chemical Society
22157935 2012-04-01 The new molecular markers DDIT3, STT3A, ARG2 and FAM129A are not useful in diagnosing thyroid follicular tumors Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc
22195954 2011-11-30 Tumor-targeted drug carriers and their enhanced intracellular delivery by pH-sensitivity Journal of controlled release : official journal of the Controlled Release Society
21722647 2011-08-31 Enhancement of immunohistochemical staining of scrapie proteins and immune cells within lymph nodes of early scrapie-infected sheep Journal of immunological methods
21559285 2011-05-03 Functional K(v)10.1 channels localize to the inner nuclear membrane PloS one
21483686 2011-04-05 Retinoid-induced expression and activity of an immediate early tumor suppressor gene in vascular smooth muscle cells PloS one
21445311 2011-03-21 Depletion of murine intestinal microbiota: effects on gut mucosa and epithelial gene expression PloS one
22114489 2011-01-01 New surface-modified solid lipid nanoparticles using N-glutaryl phosphatidylethanolamine as the outer shell International journal of nanomedicine
22163781 2011-01-01 Gas-to-particle conversion in surface discharge nonthermal plasmas and its implications for atmospheric chemistry Sensors (Basel, Switzerland)
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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