Maleic anhydride

Maleic anhydride[1]
Maleic anhydride
Maleic anhydride
Names
Preferred IUPAC name
Furan-2,5-dione[2]
Other names
Maleic anhydride[2]
cis-Butenedioic anhydride
2,5-Furanedione
Maleic acid anhydride
Toxilic anhydride
Identifiers
3D model (JSmol)
106909
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.247 Edit this at Wikidata
EC Number
  • 203-571-6
2728
RTECS number
  • ON3675000
UNII
UN number 2215
  • InChI=1S/C4H2O3/c5-3-1-2-4(6)7-3/h1-2H checkY
    Key: FPYJFEHAWHCUMM-UHFFFAOYSA-N checkY
  • InChI=1/C4H2O3/c5-3-1-2-4(6)7-3/h1-2H
    Key: FPYJFEHAWHCUMM-UHFFFAOYAP
  • C1=CC(=O)OC1=O
Properties
C4H2O3
Molar mass 98.057 g·mol−1
Appearance White crystals or needles[3]
Odor irritating, choking[3]
Density 1.48 g/cm3
Melting point 52.8 °C (127.0 °F; 325.9 K)
Boiling point 202 °C (396 °F; 475 K)
Reacts
Vapor pressure 0.2 mmHg (20°C)[3]
-35.8·10−6 cm3/mol
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS08: Health hazard
Danger
H302, H314, H317, H334, H372
P260, P261, P264, P270, P272, P280, P285, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P314, P321, P330, P333+P313, P342+P311, P363, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
1
1
Flash point 102 °C (216 °F; 375 K)
Explosive limits 1.4%-7.1%[3]
Lethal dose or concentration (LD, LC):
465 mg/kg (oral, mouse)
850 mg/kg (oral, rat)
875 mg/kg (oral, rabbit)
390 mg/kg (oral, guinea pig)
400 mg/kg (oral, rat)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 1 mg/m3 (0.25 ppm)[3]
REL (Recommended)
 TWA 1 mg/m3 (0.25 ppm)[3]
IDLH (Immediate danger)
 10 mg/m3[3]
Safety data sheet (SDS) MSDS at J. T. Baker
Related compounds
Succinic anhydride
Related compounds
 Maleic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Maleic anhydride is an organic compound with the formula C2H2(CO)2O. It is the acid anhydride of maleic acid. It is a colorless or white solid with an acrid odor. It is produced industrially on a large scale for applications in coatings and polymers.[5]

  1. ^ Merck Index, 11th Edition, 5586.
  2. ^ a b "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 835. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  3. ^ a b c d e f g NIOSH Pocket Guide to Chemical Hazards. "#0376". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ "Maleic anhydride". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  5. ^ Kurt Lohbeck; Herbert Haferkorn; Werner Fuhrmann; Norbert Fedtke. "Maleic and Fumaric Acids". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a16_053. ISBN 978-3527306732.