2-Nitrotoluene

C7H7NO2, 137.138 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — aromatic compound9 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: C₇H₇NO₂
Molecular weight: 137.138 g/mol
Exact mass: 137.047678 g/mol
SMILES: Cc1ccccc1[N+](=O)[O-]
InChI: InChI=1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3
InChIKey: PLAZTCDQAHEYBI-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: 431.1 °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.; 222 °Cmeasured · Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-396; 460 °F (238 °C)measured · Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 49-99; 222 °Cmeasured · reference compound database; 222.3 °C @760 [mm Hg]measured · reference compound database; 432 °Fmeasured · reference compound database
Melting Point: 14.9 °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.; -9.55 °C (alpha-form); -3.85 °C (beta-form)measured · Dugal M; Kirk-Othmer Encyclopedia of Chemical Technology. (1999-2012). New York, NY: John Wiley & Sons; Nitrobenzenes and Nitrotoluenes. Online Posting Date: Oct 14, 2005; 130 °F (54 °C)measured · Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 49-99; -10 °Cmeasured · reference compound database; -10 °Cmeasured · reference compound database; 25 °Fmeasured · reference compound database
Flash Point: 223 °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.; 95 °Cmeasured · reference compound database; 95 °C; open cupmeasured · American Conference of Governmental Industrial Hygienists. Documentation of Threshold Limit Values for Chemical Substances and Physical Agents and Biological Exposure Indices for 2001. Cincinnati, OH. 2001., p. 1; 106 °C; 223 °F (Closed cup)measured · National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-92; 95 °C c.c.measured · reference compound database; 223 °Fmeasured · 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.; Soluble in alcohol, benzene, petroleum ethermeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 1149; SOL IN CHLOROFORMmeasured · Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2473; Soluble in carbon tetrachloride; miscible in ethanol and ethyl ethermeasured · Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-396; In water, 650 mg/L at 30 °C; 609 mg/L at 20 °Cmeasured · Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 386; All isomers are almost insoluble in water, /but/ soluble in benzene.measured · American Conference of Governmental Industrial Hygienists, Inc. Documentation of the Threshold Limit Values, 4th ed., 1980. Cincinnati, Ohio: American Conference of Governmmental Industrial Hygienists, Inc., 1980., p. 311; Solubility in water, g/100ml at 20 °C: 0.044 (very poor)measured · reference compound database; 0.07%measured · reference compound database
Density: 1.1622 at 66.2 °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.; Specific gravity: 1.1622 at 19 °C/15 °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. 1149; 1.16 (Water = 1)measured · Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 49-99; Relative density (water = 1): 1.16measured · reference compound database; 1.1622 @ 19°C/15°Cmeasured · reference compound database; 1.16measured · reference compound database
Vapor Pressure: 0.1 mmHg at 68 °F ; 0.25 mmHg at 86 °F; 1.6 mmHg at 140 °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.; 0.18 [mmHg]measured · reference compound database; 0.185 mm Hg at 25 °Cmeasured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.; Vapor pressure, kPa at 20 °C: 0.02measured · reference compound database; 1 [mm Hg] @50 °Cmeasured · reference compound database; 0.1 mmHgmeasured · reference compound database
LogP: log Kow = 2.30measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 76; 2.3measured · reference compound database; 2.17measured · reference compound database
Viscosity: 2.7 mPa (= cP)measured · Dugal M; Kirk-Othmer Encyclopedia of Chemical Technology. (1999-2012). New York, NY: John Wiley & Sons; Nitrobenzenes and Nitrotoluenes. Online Posting Date: Oct 14, 2005
Refractive Index: Index of refraction: 1.5472 at 20 °C/Dmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 1149

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: 1.9032calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 43.14 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: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 37.8334 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.1429calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4379calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon7 atoms · 61.3% by mass
O Oxygen2 atoms · 23.3% by mass
N Nitrogen1 atom · 10.2% by mass
H Hydrogen7 atoms · 5.1% 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: 17
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

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-Nitrotoluene yet.

Other names for it

No systematic name is recorded.

The sources also call it 1-Methyl-2-nitrobenzene, O-NITROTOLUENE, o-Nitrotoluol, o-Methylnitrobenzene, 2-Methyl-1-nitrobenzene, Toluene, o-nitro-, 2-Methylnitrobenzene, 2-Nitrotoluol, ortho-Nitrotoluol, Benzene, 1-methyl-2-nitro-, ortho-nitrotoluene, o-mononitrotoluene.

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.

(Pyridin-3-yloxy)-acetaldehyde

C7H7NO2

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.