3-Chlorophenol

A phenol, C6H5ClO, 128.558 g/mol. Boiling point 214 °C, melting point 32.6 °C, as published.

verified recordOrganic — phenol9 measured properties

Identifiers

Molecular formula: C₆H₅ClO
Molecular weight: 128.558 g/mol
Exact mass: 128.002892 g/mol
SMILES: Oc1cccc(Cl)c1
InChI: InChI=1S/C6H5ClO/c7-5-2-1-3-6(8)4-5/h1-4,8H
InChIKey: HORNXRXVQWOLPJ-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: 417 °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.; 214 °Cmeasured · PhysProp; 214 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 356; 214 °Cmeasured · reference compound database
Melting Point: 91 °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.; 32.6 °Cmeasured · PhysProp; 33.5 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 356; 33 °Cmeasured · reference compound database; 33 °Cmeasured · reference compound database
Flash Point: greater than 233.6 °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.; Flash point > 112 °Cmeasured · reference compound database; >112 °C (closed cup)measured · Sittig, M. Handbook of Toxic and Hazardous Chemicals and Carcinogens, 2002. 4th ed.Vol 1 A-H Norwich, NY: Noyes Publications, 2002., p. 583; >112 °Cmeasured · reference compound database
Solubility: 10 to 50 mg/mL at 59 °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.; 26000 mg/L (at 20 °C)measured · VERSCHUEREN,K (1977) @2ND; Slightly sol in chloroform; soluble in ethanol and ether; very sol in benzenemeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-110; Soluble in caustic alkalimeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 356; In water, 2.60X10+4 mg/L at 20 °Cmeasured · Verschueren,K; Handbook of Environmental Data on Organic Chemicals; Van Nostrand Reinhold Company: New York, NY (1977); Solubility in water, g/100ml at 20 °C: 2.6measured · reference compound database
Density: 1.245 at 113 °F (NTP, 1992) - Denser than water; will sinkmeasured · 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.; 1.245 at 45 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-110; Relative density (water = 1): 1.245measured · reference compound database; 1.245 @ 45°Cmeasured · reference compound database
Vapor Pressure: 1 mmHg at 111.6 °F ; 5 mmHg at 162 °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.; 0.12 [mmHg]measured · reference compound database; VP: 1 mm Hg at 44.2 °Cmeasured · Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. V2: 870; 0.125 mm Hg at 25 °Cmeasured · Shiu WY et al; Chemosphere 29: 1155-1224 (1994); Vapor pressure, Pa at 44.2 °C: 133measured · reference compound database; 0.125 [mm Hg] @25 °Cmeasured · reference compound database
LogP: 2.5measured · HANSCH,C ET AL. (1995); log Kow = 2.5measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 17; 2.47/2.52measured · reference compound database; 2.36measured · reference compound database
Viscosity: 11.55 cP at 25 °Cmeasured · Weast, R.C. (ed.) Handbook of Chemistry and Physics, 68th ed. Boca Raton, Florida: CRC Press Inc., 1987-1988., p. F-41
Refractive Index: Index of refraction: 1.5565 at 40 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 356

Calculated properties

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

logP: 2.0456calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 20.23 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 1calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 0calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 33.1168 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: 0.5671calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 56.1% by mass
Cl Chlorine1 atom · 27.6% by mass
O Oxygen1 atom · 12.4% by mass
H Hydrogen5 atoms · 3.9% 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: 8
Total atoms, hydrogen included: 13
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Phenol
An –OH group attached to an aromatic ring.
Halide (C–X)
A halogen atom attached to carbon.
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 3-Chlorophenol yet.

Other names for it

No systematic name is recorded.

The sources also call it m-Chlorophenol, Phenol, 3-chloro-, Phenol, m-chloro-, 3-Hydroxychlorobenzene, m-Chlorophenic acid, meta-Chlorophenol, 3-Chloro-1-hydroxybenzene, Z2Z7M2FTAD, m-monochlorophenol, meta-monochlorophenol, 3-Chloro-Phenol, Lenvatinib Impurity 69.

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.

1,3-Dichlorobenzene

C6H4Cl2

(3-Chlorophenyl)boronic acid

C6H6BClO2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as 3-Chlorophenol. 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-chloro-6-methoxy-isoquinolin-3-yl)-(1H-pyrazol-3-yl)-amine

used as a reactant

C₁₃H₁₁ClN₄O, 274.711 g/mol.

(2,5-dichloro-pyridin-3-yl)-(3,4-dihydro-2H-quinolin-1-yl)-methanone

used as a reactant

C₁₅H₁₂Cl₂N₂O, 307.18 g/mol.

Where these values came from

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.