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Succinic anhydride

An ester, C4H4O3, 100.073 g/mol. Boiling point 261 °C at 760 mm Hg, melting point 119.6 °C, as published.

verified record, Organic — ester, 6 measured properties

Identifiers

Molecular formula
C₄H₄O₃
Molecular weight
100.073 g/mol
Exact mass
100.016044 g/mol
IUPAC name
oxolane-2,5-dione
SMILES
O=C1CCC(=O)O1
InChI
InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2
InChIKey
RINCXYDBBGOEEQ-UHFFFAOYSA-N

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point
502 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals
261 °C at 760 mm Hgmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point
247.3 °F (NTP, 1992)measured · CAMEO Chemicals
119.6 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
1.234 at 68 °F (NTP, 1992) - Denser than water; will sinkmeasured · CAMEO Chemicals
1.503 (also given as 1.104 and 1.234)measured · Hazardous Substances Data Bank (HSDB)
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)measured · CAMEO Chemicals
Insoluble in watermeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
1 mmHg at 197.6 °F ; 5 mmHg at 239.0 °F; 10 mmHg at 262.8 °F (NTP, 1992)measured · CAMEO Chemicals
0.0015 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Flash Point
157 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
157 °Cmeasured · ILO-WHO International Chemical Safety Cards (ICSCs)

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight
100.07 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
100.016043985 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
-0.5calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
43.4 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
102calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
0calculated · reference compound database
H-bond acceptors
3calculated · reference compound database
logP
-0.15calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
43.37 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
0calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
3calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
0calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
20.333 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.5calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.3138calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded
7
Total atoms, hydrogen included
11
Rings
1
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Ester

    A carbonyl bonded to an oxygen that links to another carbon.

  • Ether

    An oxygen bridging two carbons.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Succinic anhydride yet.

Other names for it

The systematic name on this record is oxolane-2,5-dione.

The sources also call it oxolane-2,5-dione, Succinic acid anhydride, Succinyl oxide, Dihydro-2,5-furandione, 2,5-Diketotetrahydrofuran, Butanedioic anhydride, Succinyl anhydride, 2,5-Furandione, dihydro-, Rikacid SA, Tetrahydro-2,5-dioxofuran, 2,5-Dioxotetrahydrofuran.

Structurally related

Nothing structurally close to Succinic anhydride has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Succinic anhydride. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

Where these values came from

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.