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)
NFPA 704.svgHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
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. [1] 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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<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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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. 1 2 "- 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.