Catechol

A phenol, C6H6O2, 110.112 g/mol. Boiling point 245 °C, melting point 105 °C, as published.

verified recordOrganic — phenol8 measured properties

Identifiers

Molecular formula: C₆H₆O₂
Molecular weight: 110.112 g/mol
Exact mass: 110.036779 g/mol
IUPAC name: benzene-1,2-diol
SMILES: Oc1ccccc1O
InChI: InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H
InChIKey: YCIMNLLNPGFGHC-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

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

Boiling Point: 473 °F at 760 mmHg (sublimes) (NTP, 1992)measured · CAMEO Chemicals; 245 °Cmeasured · DrugBank
Melting Point: 221 °F (NTP, 1992)measured · CAMEO Chemicals; 105 °Cmeasured · DrugBank
Density: 1.344 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.344measured · Hazardous Substances Data Bank (HSDB)
Solubility: greater than or equal to 100 mg/mL at 70.7 °F (NTP, 1992)measured · CAMEO Chemicals; 461000 mg/L (at 25 °C)measured · DrugBank
Vapor Pressure: 5 mmHg at 219 °F ; 10 mmHg at 244.9 °F (NTP, 1992)measured · CAMEO Chemicals; 0.03 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP: 0.88measured · DrugBank; log Kow = 0.88measured · Hazardous Substances Data Bank (HSDB)
Flash Point: 261 °F (NTP, 1992)measured · CAMEO Chemicals; 127 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Refractive Index: Index of refraction: 1.604 at 25 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p. 3-476

Calculated properties

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

Molecular weight: 110.11 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 110.03677943 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 0.9calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 40.5 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 62calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 2calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 1.0978calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 40.46 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 2calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 0calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 29.7716 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4907calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 65.4% by mass
O Oxygen2 atoms · 29.1% by mass
H Hydrogen6 atoms · 5.5% 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: 8
Total atoms, hydrogen included: 14
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Phenol
An –OH group attached to an aromatic ring.
Aromatic ring
A flat six-membered ring with delocalised electrons.

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 Catechol yet.

Other names for it

The systematic name on this record is benzene-1,2-diol.

The sources also call it pyrocatechol, 1,2-dihydroxybenzene, 1,2-benzenediol, benzene-1,2-diol, pyrocatechin, 2-hydroxyphenol, o-Dihydroxybenzene, o-Hydroxyphenol, o-Benzenediol, o-Dioxybenzene, o-Hydroquinone.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

(2-Hydroxyphenyl)boronic acid

C6H7BO3

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Catechol. 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-Dioxane

used as a reactant

C₄H₈O₂, 88.106 g/mol.

1,3-Benzodioxole

formed as a product

C₇H₆O₂, 122.123 g/mol.

Where these values came from

reference compound database289
compound record
chemistry engine
structure perception

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.