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1-Nonanol

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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
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.005.076 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H20O/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3Key: ZWRUINPWMLAQRD-UHFFFAOYSA-N
  • InChI=1/C9H20O/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3Key: ZWRUINPWMLAQRD-UHFFFAOYAC
SMILES
  • OCCCCCCCCC
  • CCCCCCCCCO
Properties
Chemical formula C9H20O
Molar mass 144.258 g·mol
Appearance Colorless liquid
Density 0.83 g/cm
Melting point −6 °C (21 °F; 267 K)
Boiling point 214 °C (417 °F; 487 K)
Solubility in water 0.13 g/L
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1 2 0
Flash point 96 °C (205 °F; 369 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) 3560 mg/kg (oral, rat)
4680 mg/kg (dermal, rabbit)
Related compounds
Related alcohols 2-Nonanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

1-Nonanol/ˈnoʊnənɒl/ 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.

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.

Nonanols

More common than 1-nonanol are its many isomers, including isononyl alcohol, which are typically produced by hydroformylation of octenes. Isomeric octenes are produced by dimerization of butenes. These alcohol mixtures are used as solvents in paints and as precursors to plasticizers.

Toxicity

The LD50 (oral, rats) is about 2.98 g/kg.

References

  1. ^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ 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. ^ Falbe, Jürgen; Bahrmann, Helmut; Lipps, Wolfgang; Mayer, Dieter; Frey, Guido D. (2013). "Alcohols, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a01_279.pub2. ISBN 978-3-527-30385-4.
Alcohols
By consumption
Alcohols found in
alcoholic drinks
Medical alcohol
Toxic alcohols
Primary
alcohols
(1°)
Methanol
Ethanol
Butanol
Straight-chain
saturated
C1 — C9
Straight-chain
saturated
C10 — C19
Straight-chain
saturated
C20 — C29
Straight-chain
saturated
C30 — C39
Straight-chain
saturated
C40 — C49
Secondary
alcohols (2°)
  • 1-Phenylethanol
  • 2-Butanol
  • 2-Deoxyerythritol
  • 2-Heptanol
  • 3-Heptanol
  • 2-Hexanol
  • 3-Hexanol
  • 3-Methyl-2-butanol
  • 2-Nonanol
  • 2-Octanol
  • 2-Pentanol
  • 3-Pentanol
  • Cyclohexanol
  • Cyclopentanol
  • Cyclopropanol
  • Diphenylmethanol
  • Isopropanol
  • Pinacolyl alcohol
  • Pirkle's alcohol
  • Propylene glycol methyl ether
  • Tertiary
    alcohols (3°)
    Hydric alcohols
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    Polyhydric alcohols (sugar alcohols)
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    Aromatic alcohols
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    fatty alcohols
    Branched and
    unsaturated
    fatty alcohols
    Sugar alcohols
    C1 — C7
    Deoxy sugar
    alcohols
    Cyclic sugar
    alcohols
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