2-heptanol

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Structural formula
Structural formula of 2-heptanol
Simplified structural formula without stereochemistry
General
Surname 2-heptanol
other names
  • Amylmethylcarbinol
  • Heptan-2-ol
  • Methyl- n -amylcarbinol
  • Methylpentyl carbinol
  • 2-heptyl alcohol
Molecular formula C 7 H 16 O
Brief description

colorless liquid with a characteristic odor

External identifiers / databases
CAS number
  • 543-49-7
  • 6033-23-4 [( S ) - (+)]
  • 6033-24-5 [( R ) - (-)]
  • 52390-72-4 [( RS ) - (±)]
PubChem 10976
Wikidata Q2720011
properties
Molar mass 116.20 g mol −1
Physical state

liquid

density

0.82 g cm −3

boiling point
  • 160 ° C
  • 74-75 ° C ( R ) - (-) at 31 hPa
  • 149–150 ° C ( S ) - (+)
Vapor pressure

1.6 hPa (25 ° C)

solubility
  • sparingly soluble in water (3.27 g l −1 at 25 ° C)
  • soluble in ethanol
Refractive index
  • 1.4210 [20 ° C, ( R ) - (-)]
  • 1.419 (20 ° C) [( R ) - (+)]
  • 1.421 (20 ° C) [( S ) - (+)]
safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

Caution

H and P phrases H: 226-312-315-319
P: 210-280-302 + 352-312-305 + 351 + 338
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-Heptanol is a chemical compound from the group of secondary alcohols . The compound occurs in two stereoisomeric forms. Whenever "2-heptanol" is mentioned in the scientific literature or in this article without any further addition, one always means the racemate , i.e. ( RS ) - (±) -2-heptanol, a 1: 1 mixture of ( R ) - and ( S ) -2-heptanol.

In addition to 2-heptanol, there are other isomers with 1-heptanol , 3-heptanol and 4-heptanol .

Occurrence

2-Heptanol occurs naturally in Zingiber officinale , Fragaria vesca , Catharanthus roseus as well as many fruits such as bananas , apples etc. and alcoholic beverages and is released by Curvularia falcata and Mucor spp .

Extraction and presentation

2-heptanol can be obtained by reducing 2-heptanone with sodium in ethanol . It is also possible to produce it by reacting pentylmagnesium bromide with acetaldehyde .

properties

2-Heptanol is a slightly volatile, colorless, flammable liquid with a characteristic odor that is sparingly soluble in water.

use

2-Heptanol is used as a solvent for natural and mineral oils, fats, waxes, dyes and plastics and in ore treatment.

safety instructions

The vapors of 2-heptanol can form an explosive mixture with air ( flash point 59 ° C, lower explosion limit 0.9 vol.% Or 44 g · m −3 ).

Individual evidence

  1. ↑ a b c d e f g h i j k l Entry on 2-heptanol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. ↑ a b Data sheet (R) - (-) - 2-heptanol, 95% from Sigma-Aldrich , accessed on June 19, 2016 ( PDF ).
  3. ↑ a b data sheet (S) - (+) - 2-heptanol, 98% from Sigma-Aldrich , accessed on June 19, 2016 ( PDF ).
  4. ^ A b William M. Haynes: CRC Handbook of Chemistry and Physics, 94th Edition . CRC Press, 2016, ISBN 978-1-4665-7115-0 , pp. 372 ( limited preview in Google Book search). .
  5. ↑ a b George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Fifth Edition . CRC Press, 2004, ISBN 1-4200-3787-0 , pp. 755 ( limited preview in Google Book search). .
  6. ^ J. Buckingham: Dictionary of Organic Compounds . 1996, ISBN 0-412-54090-8 , pp. 3413 ( limited preview in Google Book search). .
  7. ↑ a b NPCS Board of Consultants & Engineers: Industrial Alcohol Technology Handbook . ASIA PACIFIC BUSINESS PRESS Inc., 2010, ISBN 978-81-7833-143-0 , pp. 258 ( limited preview in Google Book search). .
  8. ↑ noaa.gov: 2-HEPTANOL | CAMEO Chemicals | NOAA , accessed June 19, 2016.