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2-Nitrophenol

C6H5NO3, 139.11 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — phenol8 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
C₆H₅NO₃
Molecular weight
139.11 g/mol
Exact mass
139.026943 g/mol
SMILES
O=[N+]([O-])c1ccccc1O
InChI
InChI=1S/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H
InChIKey
IQUPABOKLQSFBK-UHFFFAOYSA-N

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
417 to 421 °F at 760 mmHg (Decomposes) (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.
216 °Cmeasured · Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-392
216 °Cmeasured · reference compound database
214.5 °C @760 [mm Hg]measured · reference compound database
Melting Point
113 to 115 °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.
44-45 °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. 1145
45-46 °Cmeasured · reference compound database
45 °Cmeasured · reference compound database
Flash Point
108 °C c.c.measured · reference compound database
Solubility
less than 1 mg/mL at 70 °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.
Freely soluble in ... carbon disulfide, alkali hydroxides; slightly soluble in cold watermeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1137
Very soluble in alcohol, ether, acetone, chlorinemeasured · Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-392
In water, 2100 mg/L at 20 °C; 10,800 mg/L at 100 °Cmeasured · Verschueren, K. Handbook of Environmental Data on Organic Chemicals. Volumes 1-2. 4th ed. John Wiley & Sons. New York, NY. 2001, p. 1634
In water, 2.5X10+3 mg/L at 25 °Cmeasured · Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 227
Solubility in water, g/100ml at 20 °C: 0.21 (poor)measured · reference compound database
Density
1.49 at 68 °F (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.
Density: 1.2942 g/cu cm at 40 °Cmeasured · Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-392
1.49 g/cm³measured · reference compound database
1.495 @25 °Cmeasured · reference compound database
Vapor Pressure
1 mmHg at 120.7 °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.
0.11 [mmHg]measured · reference compound database
Vapor pressure = 1 mm Hg at 49.3 °Cmeasured · Sax, N.I. Dangerous Properties of Industrial Materials. Vol 1-3 7th ed. New York, NY: Van Nostrand Reinhold, 1989., p. 2535
0.113 mm Hg at 25 °Cmeasured · Scala AJ, Banerjee S; Vapor Pressure Laboratory Report. Syracuse Research Corporation, Final Report for The National Bureau of Standards (1982)
Vapor pressure, kPa at 25 °C: 0.015measured · reference compound database
1 [mm Hg] @49.3 °Cmeasured · reference compound database
LogP
log Kow = 1.79measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 18
1.79measured · reference compound database
1.89measured · reference compound database
Refractive Index
Index of refraction: 1.5723 at 50 °C/Dmeasured · Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-392

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
1.3004calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
63.37 Ųcalculated · 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
3calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
1calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
34.7612 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
0.4707calculated · 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
10
Total atoms, hydrogen included
15
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 2-Nitrophenol yet.

Other names for it

No systematic name is recorded.

The sources also call it o-Nitrophenol, 2-Hydroxynitrobenzene, Phenol, 2-nitro-, o-Hydroxynitrobenzene, Phenol, o-nitro-, o-Nitrofenol, ortho-nitrophenol, NITROPHENOL, 2-nitro-phenol, o-Nitrofenol [Czech], CCRIS 2314, o-Nitrophenol (molten).

Structurally related

Nothing structurally close to 2-Nitrophenol has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as 2-Nitrophenol. 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

  • 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.