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1-Propanol CAS#71-23-8

1-Propanol CAS#71-23-8
Iupac Name:propan-1-ol
CAS No.: 71-23-8
Molecular Weight:60.09502
Introduction:
1-Propanol (C₃H₈O) is an organic compound. 1-Propanol (C₃H₈O) is a colorless liquid with a characteristic alcoholic odor at room temperature. It is a primary alcohol, belonging to the broader class of aliphatic alcohols. This compound exhibits moderate volatility and is miscible with water, as well as many organic solvents such as ethanol, acetone, and chloroform.

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PRODUCT DESCRIPTION

PropertyValue
Density0.8±0.1 g/cm³
Boiling Point95.8±3.0 °C at 760 mmHg
Melting Point-127 °C (lit.)
Molecular FormulaC₃H₈O
Molecular Weight60.095
Flash Point15.0 °C
Exact Mass60.057514
PSA20.23000
LogP0.34
Vapour Density2.1 (vs air)
Vapour Pressure26.3±0.3 mmHg at 25°C
Index of Refraction1.380
InChIKeyBDERNNFJNOPAEC-UHFFFAOYSA-N
SMILESCCCO
StabilityStable. May form peroxides in contact with air. Incompatible with alkali metals, alkaline earths, aluminium, oxidizing agents, nitro compounds. Highly flammable. Vapour/air mixtures explosive.
Water SolubilitySoluble

Use and Manufacturing

1 Chemical ReactivityReactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

2 Definitionpropanol: Either of two alcohols with the formula C3H7OH. Propan-1- ol is CH3CH2CH2OH and propan-2-ol is CH3CH(OH)CH3. Both are colourless volatile liquids. Propan-2-ol is used in making propanone (acetone).

3 Environmental FateBiological. In activated sludge inoculum, following a 20-d adaptation period, 98.8% CODremoval was achieved. The average rate of biodegradation was 71.0 mg COD/g?h (Pitter, 1976).Using the BOD technique to measure biodegradation, the mean 5-d BOD value (mM BOD/mM 1-propanol) and ThOD were 2.70 and 60.0%, respectively (Vaishnav et al., 1987).Photolytic. Reported rate constants for the reaction of 1-propanol and OH radicals in the atmosphere: 2.3 x 10-12 cm3/molecule?sec at 300 K (Hendry and Kenley, 1979); 2.3 x 10-9L/molecule?sec (second-order) at 292 K (Campbell et al., 1976), 5.33 x 10-12 cm3/molecule?sec at296 K (Overend and Paraskevopoulos, 1978). Based on an atmospheric OH concentration of 1.0 x106 molecule/cm3, the reported half-life of 1-propanol is 1.5 d (Grosjean, 1997).Chemical/Physical. At an influent concentration of 1,000 mg/L, treatment with GAC resulted inan effluent concentration of 811 mg/L. The adsorbability of the carbon used was 38 mg/g carbon(Guisti et al., 1974).

4 Potential Exposuren-Propyl alcohol is used as as solventin lacquers, dopes; to make cosmetics; dental lotions; clea-ners, polishes, and pharmaceuticals; as a surgical antiseptic.It is a solvent for vegetable oils, natural gums and resins;rosin, shellac, certain synthetic resins; ethylcellulose, andbutyral; as a degreasing agent; as a chemical intermediate.

5 Produe Method1-Propanol is produced commercially by the oxo process byreacting ethylene with carbon monoxide and hydrogen inthe presence of a catalyst to give propionaldehyde, which isthen hydrogenated.

6 Purification MethodsThe main impurities in n-propyl alcohol are usually water and 2-propen-1-ol, reflecting the commercial production by hydration of propene. Water can be removed by azeotropic distillation either directly (azeotrope contains 28% water) or by using a ternary system, e.g. by also adding *benzene. Alternatively, for removal of gross amounts of water, reflux over CaO for several hours is desirable, followed by distillation and a further drying. To obtain more nearly anhydrous alcohol, suitable drying agents are firstly NaOH, CaSO4 or K2CO3, then CaH2, aluminium amalgam, magnesium activated with iodine, or a small amount of sodium. Alternatively, the alcohol can be refluxed with n-propylsuccinate or phthalate in a method similar to the one described under EtOH. Allyl alcohol is removed by adding bromine (15mL/L) and then fractionally distilling from a small amount of K2CO3. Propionaldehyde, also formed in the bromination, is removed as the 2,4-dinitrophenylhydrazone. n-Propyl alcohol can be dried down to 20ppm of water by passage through a column of pre-dried molecular sieves (type 3 or 4A, heated for 3hours at 300o) in a current of nitrogen. Distillation from sulfanilic or tartaric acids removes impurities. Albrecht [J Am Chem Soc 82 3813 1960] obtained spectroscopically pure material by heating with charcoal to 50-60o, filtering and adding 2,4-dinitrophenylhydrazine and a few drops of conc H2SO4. After standing for several hours, the mixture is cooled to 0o, filtered and distilled in a vacuum. Gold and Satchell [J Chem Soc 1938 1963] heated n-propyl alcohol with 3-nitrophthalic anhydride at 76-110o for 15hours, then recrystallised the resulting ester from H2O, *benzene/pet ether (b 100-120o)(3:1), and *benzene. The ester was hydrolysed under reflux with aqueous 7.5M NaOH for 45minutes under nitrogen, followed by distillation (also under nitrogen). The fraction with b 87-92o is dried with K2CO3 and stirred under reduced pressure in the dark over 2,4-dinitrophenylhydrazine, then freshly distilled. Also purify it by adding 2g NaBH4 to 1.5L of alcohol, gently flushing with argon and refluxing for 1day at 50o. Then 2g of freshly cut sodium (washed with propanol) is added and refluxed for one day, and finally distilled, taking the middle fraction [Jou & Freeman J Phys Chem 81 909 1977]. [Beilstein 1 IV 1413.]

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