Prenol

Prenol
Skeletal formula of prenol
Ball-and-stick model
Names
Preferred IUPAC name
3-Methylbut-2-en-1-ol
Other names
3,3-Dimethylallyl alcohol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.312 Edit this at Wikidata
EC Number
  • 209-141-4
UNII
  • InChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3 checkY
    Key: ASUAYTHWZCLXAN-UHFFFAOYSA-N checkY
  • InChI=1/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
  • OC\C=C(/C)C
Properties[1]
C5H10O
Molar mass 86.132 g/mol
Density 0.848 g/cm3
Melting point −59 °C (−74 °F; 214 K) (calculated)
Boiling point 142 °C (288 °F; 415 K) (approximation)
17 g/100 ml (20 °C)
log P 0.91
Vapor pressure 3.17 hPa (25 °C, extrapolated)
Hazards[1][2]
GHS labelling:
Flam. Liq. 3Acte Tox. (oral) 4
Warning
H226, H302
P210, P233, P240, P241, P242, P243, P264, P270, P301+P312, P303+P361+P353, P330, P370+P378, P403+P235, P501
Flash point 43.3 °C (109.9 °F; 316.4 K)[note 1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Prenol, or 3-methyl-2-buten-1-ol, is a natural alcohol. It is one of the most simple terpenoids. It is a clear colorless oil that is reasonably soluble in water and miscible with most common organic solvents. It has a fruity odor and is used occasionally in perfumery.

Prenol occurs naturally in citrus fruits, cranberry, bilberry, currants, grapes, raspberry, blackberry, tomato, white bread, hop oil, coffee, arctic bramble, cloudberry and passion fruit.[1] It is also manufactured industrially by BASF (in Ludwigshafen, Germany) and by Kuraray (in Asia) as an intermediate to pharmaceuticals and aroma compounds. Global production in 2001 was between 6000 and 13,000 tons.[1]

  1. ^ a b c d 3-Methyl-2-buten-1-ol (PDF), SIDS Initial Assessment Report, Geneva: United Nations Environment Programme, May 2005.
  2. ^ HSNO Chemical Classification Information Database, New Zealand Environmental Risk Management Agency, retrieved 2009-08-31[permanent dead link].


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