1-Nitropropane

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1-Nitropropane
1-nitropropaan t.png
1-Nitropropane Ball and Stick.png
Names
Preferred IUPAC name
1-Nitropropane
Identifiers
3D model (JSmol)
Abbreviations1-NP
ChEBI
ChemSpider
ECHA InfoCard 100.003.223 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 203-544-9
MeSH C035314
PubChem CID
UNII
  • InChI=1S/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3
    Key: FGLBSLMDCBOPQK-UHFFFAOYSA-N
  • InChI=1/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3
    Key: FGLBSLMDCBOPQK-UHFFFAOYAM
  • CCC[N+](=O)[O-]
Properties
C3H7NO2
Molar mass 89.094 g·mol−1
AppearanceColorless liquid [1]
Odor Disagreeable [2]
Density 0.998 g/cm3
Melting point −108 °C (−162 °F; 165 K)
Boiling point 132 °C (270 °F; 405 K)
1.4 mg/L
Solubility soluble in chloroform
Vapor pressure 8 mmHg (20°C) [2]
Acidity (pKa)17.0 [3]
Viscosity 0.844 cP
Hazards
NFPA 704 (fire diamond)
3
3
2
Flash point 35 °C (95 °F; 308 K)
420 °C (788 °F; 693 K)
Explosive limits 2.6-11.0%
Lethal dose or concentration (LD, LC):
800 mg/kg (mouse, oral)
455 mg/kg (rat, oral) [4]
250 mg/kg (rabbit, oral) [4]
3100 ppm (rat, 8 hr) [4]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 25 ppm (90 mg/m3) [2]
REL (Recommended)
TWA 25 ppm (90 mg/m3) [2]
IDLH (Immediate danger)
1000 ppm [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Nitropropane (1-NP) is a solvent. It is a colorless liquid, an isomer of 2-nitropropane (2-NP), and classified as a nitro compound.

Contents

Preparation

1-nitropropane is produced industrially by the reaction of propane and nitric acid. This reaction forms four nitroalkanes: nitromethane, nitroethane, 1-nitropropane, and 2-nitropropane. 1-nitropropane is also a byproduct of the process for making 2-nitropropane, which is done by vapour phase nitration of propane.

Uses

Most 1-nitropropane is used as a starting material for other compounds. The other uses are solvent-based paints, solvent-based inks and adhesives, and as a solvent for chemical reactions. [5]

Safety

1-nitropropane is toxic to humans and can cause damage to the kidneys and liver. The vapours are irritating for the lungs and eyes and the maximum exposure rate is 25 ppm. [6] It is not known to be a carcinogen.

Reactions

1-nitropropane decomposes under the influence of heat into toxic gases. It also reacts violently with oxidizing agents and strong bases.

Related Research Articles

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Nitromethane, sometimes shortened to simply "nitro", is an organic compound with the chemical formula CH
3
NO
2
. It is the simplest organic nitro compound. It is a polar liquid commonly used as a solvent in a variety of industrial applications such as in extractions, as a reaction medium, and as a cleaning solvent. As an intermediate in organic synthesis, it is used widely in the manufacture of pesticides, explosives, fibers, and coatings. Nitromethane is used as a fuel additive in various motorsports and hobbies, e.g. Top Fuel drag racing and miniature internal combustion engines in radio control, control line and free flight model aircraft.

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The organic compound 1,1,1-trichloroethane, also known as methyl chloroform, is a chloroalkane. This colorless, sweet-smelling liquid was once produced industrially in large quantities for use as a solvent. It is regulated by the Montreal Protocol as an ozone-depleting substance and its use is being rapidly phased out.

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Nonane is a linear alkane hydrocarbon with the chemical formula C9H20. It is a colorless, flammable liquid, occurring primarily in the component of the petroleum distillate fraction commonly called kerosene, which is used as a heating, tractor, and jet fuel. Nonane is also used as a solvent, distillation chaser, fuel additive, and a component in biodegradable detergents.

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<span class="mw-page-title-main">Methyl acetate</span> Chemical compound

Methyl acetate, also known as MeOAc, acetic acid methyl ester or methyl ethanoate, is a carboxylate ester with the formula CH3COOCH3. It is a flammable liquid with a characteristically pleasant smell reminiscent of some glues and nail polish removers. Methyl acetate is occasionally used as a solvent, being weakly polar and lipophilic, but its close relative ethyl acetate is a more common solvent being less toxic and less soluble in water. Methyl acetate has a solubility of 25% in water at room temperature. At elevated temperature its solubility in water is much higher. Methyl acetate is not stable in the presence of strong aqueous bases or aqueous acids. Methyl acetate is not considered a VOC in the USA.

<i>tert</i>-Butyl alcohol Chemical compound

tert-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as t-BuOH). Its isomers are 1-butanol, isobutanol, and butan-2-ol. tert-Butyl alcohol is a colorless solid, which melts near room temperature and has a camphor-like odor. It is miscible with water, ethanol and diethyl ether.

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Propyl acetate, also known as propyl ethanoate, is an organic compound. Nearly 20,000 tons are produced annually for use as a solvent. This colorless liquid is known by its characteristic odor of pears. Due to this fact, it is commonly used in fragrances and as a flavor additive. It is formed by the esterification of acetic acid and propan-1-ol, often via Fischer–Speier esterification, with sulfuric acid as a catalyst and water produced as a byproduct.

<span class="mw-page-title-main">Isoamyl acetate</span> Chemical compound

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<span class="mw-page-title-main">2-Methoxyethanol</span> Chemical compound

2-Methoxyethanol, or methyl cellosolve, is an organic compound with formula C
3
H
8
O
2
that is used mainly as a solvent. It is a clear, colorless liquid with an ether-like odor. It is in a class of solvents known as glycol ethers which are notable for their ability to dissolve a variety of different types of chemical compounds and for their miscibility with water and other solvents. It can be formed by the nucleophilic attack of methanol on protonated ethylene oxide followed by proton transfer:

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References

  1. - MDMS sheets
  2. 1 2 3 4 5 NIOSH Pocket Guide to Chemical Hazards. "#0459". National Institute for Occupational Safety and Health (NIOSH).
  3. Reich, Hans. "Bordwell pKa table: "Nitroalkanes"". University of Wisconsin Chemistry Department. Retrieved 17 January 2016.
  4. 1 2 3 "1-Nitropropane". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  5. "- information sheet" (PDF). Archived from the original (PDF) on 2013-12-25. Retrieved 2018-08-24.
  6. - MDMS sheets