3,5,5-trimethyl-1-hexanol

Structural formula
	Structure without stereochemistry
General
Surname	3,5,5-trimethyl-1-hexanol
other names	Isononyl alcohol; 3,5,5-trimethylhexan-1-ol; ( RS ) -3,5,5-trimethylhexan-1-ol; (±) -3,5,5-trimethylhexan-1-ol;
Molecular formula	C 9 H 20 O
Brief description	colorless liquid with a characteristic odor
External identifiers / databases
EC number	222-376-7
ECHA InfoCard	100.020.343
PubChem	18938
Wikidata	Q2091382
properties
Molar mass	144.26 g mol −1
Physical state	liquid
density	0.82 g cm −3
Melting point	−70 ° C
boiling point	194 ° C
Vapor pressure	9 Pa (25 ° C)
solubility	practically insoluble in water (0.488 g l −1 at 25 ° C); soluble in ethanol, acetone and ether;
Refractive index	1.432 (20 ° C)
safety instructions
H and P phrases	H: 315-319-373-411
	P: 273-305 + 351 + 338
	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

3,5,5-Trimethyl-1-hexanol is a chemical compound from the group of alcohols .

Stereoisomerism

Since 3,5,5-trimethyl-1-hexanol contains a stereocenter in the 3-position, there are two enantiomers :

( R ) -3,5,5-trimethyl-1-hexanol and
( S ) -3,5,5-trimethyl-1-hexanol,

However, as pure substances, they are of subordinate importance. When in this article or in the literature, 3,5,5-trimethyl-1-hexanol (isononyl alcohol) is mentioned without a prefix , ( RS ) -3,5,5-trimethyl-1-hexanol - is a 1: 1 mixture by ( R ) -3,5,5-trimethyl-1-hexanol and ( S ) -3,5,5-trimethyl-1-hexanol - meant.

Extraction and presentation

3,5,5-Trimethyl-1-hexanol can be obtained by oxo-reaction of isooctene with the associated aldehyde and subsequent hydrogenation . The production volume in 2000 was around 1300 t per year in Japan and 5000 t per year in the EU.

properties

3,5,5-Trimethyl-1-hexanol is a flammable, hardly inflammable, colorless liquid with a characteristic bitter (diluted sweetish) odor, which is practically insoluble in water. In water it is stable at pH values between 4 and 9 at a temperature of 50 ° C.

use

3,5,5-Trimethyl-1-hexanol is mainly used as a starting material for the production of plasticizers ( phthalates ) and esters. It is used as a flavoring in food.

safety instructions

The vapors of 3,5,5-trimethyl-1-hexanol can form an explosive mixture with air ( flash point approx. 75–85 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 3,5,5-trimethyl-1-hexanol in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ ^a ^b ^c ^d OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for 1-hexanol, 3,5,5-trimethyl- , accessed on October 9, 2016.
↑ ^a ^b ^c ^d George A. Burdock: Encyclopedia of Food and Color Additives . CRC Press, 1997, ISBN 978-0-8493-9412-6 , pp. 2999 ( books.google.de ).
↑ Data sheet 3,5,5-trimethyl-1-hexanol, ≥85% from Sigma-Aldrich , accessed on October 9, 2016 ( PDF ).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 3,5,5-trimethyl-1-hexanol in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[SIDS-2] OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for 1-hexanol, 3,5,5-trimethyl- , accessed on October 9, 2016.

[Burdock-3] George A. Burdock: Encyclopedia of Food and Color Additives . CRC Press, 1997, ISBN 978-0-8493-9412-6 , pp. 2999 ( books.google.de ).

[Sigma-4] Data sheet 3,5,5-trimethyl-1-hexanol, ≥85% from Sigma-Aldrich , accessed on October 9, 2016 ( PDF ).