4-octanol

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	4-octanol
other names	Butyl propyl carbinol
Molecular formula	C 8 H 18 O
Brief description	colorless liquid
External identifiers / databases
EC number	209-654-3
ECHA InfoCard	100.008.778
PubChem	11515
Wikidata	Q29863142
properties
Molar mass	130.23 g mol −1
Physical state	liquid
density	0.818 g cm −3 (20 ° C)
Melting point	−40.7 ° C
boiling point	174-176 ° C
solubility	poorly soluble in water; soluble in ethanol;
Refractive index	1.426 (20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	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

4-Octanol is a chemical compound from the group of alcohols , more precisely the chiral alcohols. So there are two enantiomers : ( R ) -4-octanol and ( S ) -4-octanol. When “4-octanol” is mentioned in this article or in other scientific literature without a prefix, the 1: 1 mixture (racemate) of ( R ) -4-octanol and ( S ) -4-octanol is meant.

Extraction and presentation

4-Octanol can be obtained by asymmetric addition of a metal alkyl with an aldehyde . It can also be obtained by hydroboration of cis -4-octene . Also by a Grignard reaction of butyl magnesium bromide with butanal .

properties

4-Octanol is a colorless liquid that is sparingly soluble in water.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Data sheet 4-octanol, ≥97.0% (GC) from Sigma-Aldrich , accessed on April 23, 2017 ( PDF ).
↑ ^a ^b ^c ^d William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 52 ( limited preview in Google Book search).
^ Robert E. Gawley, Jeffrey Aube: Principles of Asymmetric Synthesis . Elsevier, 2012, ISBN 978-0-08-091413-8 , pp. 197 ( limited preview in Google Book search).
^ McMurry, John E. Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 8th . Cengage Learning, 2011, ISBN 1-285-97481-6 , pp. 195 ( limited preview in Google Book search).

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Data sheet 4-octanol, ≥97.0% (GC) from Sigma-Aldrich , accessed on April 23, 2017 ( PDF ).

[William_M._Haynes-2] William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 52 ( limited preview in Google Book search).

[Robert_E._Gawley,_Jeffrey_Aube-3] Robert E. Gawley, Jeffrey Aube: Principles of Asymmetric Synthesis . Elsevier, 2012, ISBN 978-0-08-091413-8 , pp. 197 ( limited preview in Google Book search).

[McMurry,_John_E.-4] McMurry, John E. Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 8th . Cengage Learning, 2011, ISBN 1-285-97481-6 , pp. 195 ( limited preview in Google Book search).