Dimethyl Succinate

C6H10O4, 146.142 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — ester8 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula: C₆H₁₀O₄
Molecular weight: 146.142 g/mol
Exact mass: 146.057909 g/mol
SMILES: COC(=O)CCC(=O)OC
InChI: InChI=1S/C6H10O4/c1-9-5(7)3-4-6(8)10-2/h3-4H2,1-2H3
InChIKey: MUXOBHXGJLMRAB-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point: 385.5 °F at 760 mmHg (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 195.3 °C @ 760 MM HGmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1515; 195.00 to 197.00 °C. @ 760.00 mm Hgmeasured · The Good Scents Company Information System; 195-196 °Cmeasured · reference compound database; 385.5 °Fmeasured · reference compound database; 195.3 °C @760 [mm Hg]measured · reference compound database
Melting Point: 67.1 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 19.5 °Cmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1515; 19 °Cmeasured · reference compound database; 67.1 °Fmeasured · reference compound database; 19.5 °Cmeasured · reference compound database
Flash Point: 185 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 85.0 °Fmeasured · reference compound database; 185 °Fmeasured · reference compound database
Solubility: greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; SOL IN 120 PARTS WATER, 35 PARTS ALCmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1515; Slightly soluble in water, soluble in acetone, ethanol, very soluble in ethyl ethermeasured · Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 76th ed. Boca Raton, FL: CRC Press Inc., 1995-1996., p. 3-93; 25000 mg/L @ 20 °C (exp)measured · The Good Scents Company Information System; slightly soluble to soluble in water; slightly soluble in alcohol; miscible in oilsmeasured · reference compound database; 1 mL in 1 mL 95% alcohol (in ethanol)measured · reference compound database
Density: 1.117 (USCG, 1999) - Denser than water; will sinkmeasured · U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.; 1.1202 @ 18 °C/4 °Cmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1515; 1.114-1.118measured · reference compound database; 1.117measured · reference compound database; 1.1202 @ 18°Cmeasured · reference compound database
Vapor Pressure: 0.3 mmHg at 68 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 0.3 [mmHg]measured · reference compound database; 0.3 mmHg at 68 °Fmeasured · reference compound database
LogP: Log Kow = 0.35measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 23; 0.35measured · reference compound database; 0.19measured · reference compound database
Refractive Index: Index of refraction = 1.4197 at 20 °C/Dmeasured · Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 76th ed. Boca Raton, FL: CRC Press Inc., 1995-1996., p. 3-93; 1.418-1.422measured · reference compound database

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

logP: 0.1126calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 52.6 Å²calculated · 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: 4calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 3calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 33.266 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.6667calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.5302calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 49.3% by mass
O Oxygen4 atoms · 43.8% by mass
H Hydrogen10 atoms · 6.9% by mass

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

Structure

Heavy atoms, hydrogen excluded: 10
Total atoms, hydrogen included: 20
Rings: 0
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 Dimethyl Succinate yet.

Other names for it

No systematic name is recorded.

The sources also call it Dimethyl butanedioate, Dimethylsuccinate, Butanedioic acid, dimethyl ester, Succinic acid, dimethyl ester, Methyl butanedioate, FEMA No. 2396, 1,4-dimethyl butanedioate, Butanedioic acid, 1,4-dimethyl ester, Methyl succinate, Succinic acid dimethyl ester, DBE-4 dibasic ester, Succinic acid-dimethyl ester.

Structurally related

Nothing structurally close to Dimethyl Succinate has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Dimethyl Succinate. 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.

1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine

used as a reactant

C₉H₁₉NO₂, 173.256 g/mol.

Where these values came from

chemistry engine
structure perception

No matching record was found in the currently indexed sources (reference compound database)..

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.