Isopropyl alcohol

Isopropyl alcohol
Names
Preferred IUPAC name
Propan-2-ol
Other names
2-Propanol
Isopropanol
Rubbing alcohol
sec-Propyl alcohol
2-Hydroxypropane
i-PrOH
Dimethyl carbinol
IPA
Identifiers
3D model (JSmol)
635639
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.601
1464
KEGG
PubChem CID
RTECS number
  • NT8050000
UNII
UN number 1219
  • InChI=1S/C3H7OH/c1-3(2)4/h3-4H,1-2H3 Y
    Key: KFZMGEQAYNKOFK-UHFFFAOYSA-N Y
SMILES
  • CC(O)C
Properties
C3H8O
Molar mass 60.096 g/mol
Appearance Colorless liquid
Odor Pungent alcoholic odor
Density 0.786 g/cm3 (20 °C)
Melting point −89 °C (−128 °F; 184 K)
Boiling point 82.6 °C (180.7 °F; 355.8 K)
Miscible with water
Solubility Miscible with benzene, chloroform, ethanol, diethyl ether, glycerol; soluble in acetone
log P −0.16
Acidity (pKa) 16.5
Magnetic susceptibility (χ)
−45.794·10−6 cm3/mol
Refractive index (nD)
1.3776
Viscosity 2.86 cP at 15 °C
1.96 cP at 25 °C
1.77 cP at 30 °C
1.66 D (gas)
Pharmacology
D08AX05 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable, mildly toxic
GHS labelling:
Danger
H225, H302, H319, H336
P210, P261, P305+P351+P338
NFPA 704 (fire diamond)
1
3
0
Flash point Open cup: 11.7 °C (53.1 °F; 284.8 K)
Closed cup: 13 °C (55 °F)
399 °C (750 °F; 672 K)
Explosive limits 2–12.7%
Threshold limit value (TLV)
980 mg/m3 (TWA), 1225 mg/m3 (STEL)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 12800 mg/kg (dermal, rabbit)
  • 3600 mg/kg (oral, mouse)
  • 5000 mg/kg (oral, rat)
  • 2364 mg/kg (oral, rabbit)
LC50 (median concentration)
  • 53,000 mg/m3 (inhalation, mouse)
  • 12,000 ppm (rat, 8 h)
LCLo (lowest published)
  • 16,000 ppm (rat, 4 h)
  • 12,800 ppm (mouse, 3 h)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 400 ppm (980 mg/m3)
REL (Recommended)
TWA 400 ppm (980 mg/m3), ST 500 ppm (1225 mg/m3)
IDLH (Immediate danger)
2000 ppm
Safety data sheet (SDS)
Related compounds
Related alcohols
1-Propanol, ethanol, 2-butanol
Supplementary data page
Isopropyl alcohol (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Isopropyl alcohol (IUPAC name propan-2-ol and also called isopropanol or 2-propanol) is a colorless, flammable organic compound with a pungent alcoholic odor.

Isopropyl alcohol, an organic polar molecule, is miscible in water, ethanol, and chloroform, demonstrating its ability to dissolve a wide range of substances including ethyl cellulose, polyvinyl butyral, oils, alkaloids, and natural resins. Notably, it is not miscible with salt solutions and can be separated by adding sodium chloride in a process known as salting out. It forms an azeotrope with water, resulting in a boiling point of 80.37 °C and is characterized by its slightly bitter taste. Isopropyl alcohol becomes viscous at lower temperatures, freezing at −89.5 °C, and has significant ultraviolet-visible absorbance at 205 nm. Chemically, it can be oxidized to acetone or undergo various reactions to form compounds like isopropoxides or aluminium isopropoxide. As an isopropyl group linked to a hydroxyl group (chemical formula (CH3)2CHOH) it is the simplest example of a secondary alcohol, where the alcohol carbon atom is attached to two other carbon atoms. It is a structural isomer of propan-1-ol and ethyl methyl ether. They all have the formula C3H8O.

It was first synthesized in 1853 by Alexander William Williamson and later produced for cordite preparation. It is produced through hydration of propene or hydrogenation of acetone, with modern processes achieving anhydrous alcohol through azeotropic distillation. Beyond its production, isopropyl alcohol serves in medical settings as a rubbing alcohol and hand sanitizer, and in industrial and household applications as a solvent. It is a common ingredient in products such as antiseptics, disinfectants and detergents. More than a million tonnes are produced worldwide annually. Despite its utility, isopropyl alcohol poses safety risks due to its flammability and potential for peroxide formation. Its ingestion or absorption leads to toxic effects including central nervous system depression and coma, primarily treated through supportive measures.

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