Phthalaldehyde

Phthalaldehyde
Skeletal formula of o-phthaldehyde
Names
IUPAC name
Phthalaldehyde[1]
Preferred IUPAC name
Benzene-1,2-dicarbaldehyde[1]
Other names
Benzene-1,2-dicarboxaldehyde
o-Phthalaldehyde
o-Phthalic dicarboxaldehyde
Phthaldialdehyde
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.010.367 Edit this at Wikidata
EC Number
  • 211-402-2
RTECS number
  • TH6950000
UNII
UN number 2923
  • InChI=1S/C8H6O2/c9-5-7-3-1-2-4-8(7)6-10/h1-6H
  • O=Cc1ccccc1C=O
Properties
C8H6O2
Molar mass 134.134 g·mol−1
Appearance Yellow solid
Density 1.19 g/mL
Melting point 55.5–56 °C (131.9–132.8 °F; 328.6–329.1 K)[2]
Boiling point 266.1 °C (511.0 °F; 539.2 K)
Low
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Toxic, Irritant
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H228, H301, H314, H315, H317, H335, H373, H410
P210, P240, P241, P260, P261, P264, P270, P271, P272, P273, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P314, P321, P330, P332+P313, P333+P313, P362, P363, P370+P378, P391, P403+P233, P405, P501
Flash point 132 °C (270 °F; 405 K)[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phthalaldehyde (sometimes also o-phthalaldehyde or ortho-phthalaldehyde, OPA) is the chemical compound with the formula C6H4(CHO)2. It is one of three isomers of benzene dicarbaldehyde, related to phthalic acid. This pale yellow solid is a building block in the synthesis of heterocyclic compounds and a reagent in the analysis of amino acids. OPA dissolves in water solution at pH < 11.5. Its solutions degrade upon UV illumination and exposure to air.

  1. ^ a b IUPAC Chemical Nomenclature and Structure Representation Division (2013). "P-66.6.1.2.2". In Favre, Henri A.; Powell, Warren H. (eds.). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. IUPAC–RSC. ISBN 978-0-85404-182-4.
  2. ^ Bill, J. C.; Tarbell, D. S. (1954). "o-Phthalaldehyde". Organic Syntheses. 34: 82. doi:10.15227/orgsyn.034.0082.
  3. ^ Phthaldialdehyde from Sigma-Aldrich