1-Nonanol

1-Nonanol/ˈnnənɒl/ is a straight chain fatty alcohol with nine carbon atoms and the molecular formula CH3(CH2)8OH. It is a colorless oily liquid with a citrus odor similar to citronella oil.

1-Nonanol
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
Nonan-1-ol
Other names
1-Nonanol
Pelargonic alcohol
Nonyl alcohol
n-Nonyl alcohol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.005.076 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C9H20O/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3 checkY
    Key: ZWRUINPWMLAQRD-UHFFFAOYSA-N checkY
  • InChI=1/C9H20O/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3
    Key: ZWRUINPWMLAQRD-UHFFFAOYAC
  • OCCCCCCCCC
  • CCCCCCCCCO
Properties
C9H20O
Molar mass 144.258 g·mol−1
Appearance Colorless liquid
Density 0.83 g/cm3[1]
Melting point −6 °C (21 °F; 267 K)[1]
Boiling point 214 °C (417 °F; 487 K)[1]
0.13 g/L[1]
Hazards
NFPA 704 (fire diamond)
1
2
0
Flash point 96 °C (205 °F; 369 K)
Lethal dose or concentration (LD, LC):
3560 mg/kg (oral, rat)[2]
4680 mg/kg (dermal, rabbit)[2]
Related compounds
Related alcohols
2-Nonanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Nonanol occurs naturally in orange oil. The primary use of nonanol is in the manufacture of artificial lemon oil. Various esters of nonanol, such as nonyl acetate, are used in perfumery and flavors.

ToxicityEdit

1-Nonanol shares similar toxicological properties to those of other primary alcohols. It is poorly absorbed through the skin and is severely irritating to the eyes. Vapors can be damaging to the lungs, causing pulmonary edema in severe cases. Oral exposure results in symptoms similar to those of ethanol intoxication, and like ethanol consumption, can cause liver damage. [3]

ReferencesEdit

  1. ^ a b c d Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ a b Opdyke, DL (1973). "Monographs on fragrance raw materials". Food and Cosmetics Toxicology. 11 (1): 95–115. doi:10.1016/0015-6264(73)90065-5. PMID 4716134.
  3. ^ 1-NONANOL,HSDB, 2006