2-methyl-2,4-pentanediol

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	2-methyl-2,4-pentanediol
other names	2-methylpentane-2,4-diol; ( RS ) -2-methyl-2,4-pentanediol; (±) -2-methylpentane-2,4-diol; (±) -2-methyl-2,4-pentanediol; ( RS ) -2-methylpentane-2,4-diol; ( R ) -2-methyl-2,4-pentanediol; ( R ) -2-methylpentane-2,4-diol; ( S ) -2-methyl-2,4-pentanediol; ( S ) -2-methylpentane-2,4-diol; Hexylene glycol;
Molecular formula	C 6 H 14 O 2
Brief description	colorless liquid with a mildly sweet odor
External identifiers / databases
EC number	203-489-0
ECHA InfoCard	100.003.173
PubChem	7870
Wikidata	Q2792203
properties
Molar mass	118.18 g mol −1
Physical state	liquid
density	0.92 g cm −3 ; 0.92 g cm −3 ( R );
Melting point	−40 ° C
boiling point	196 ° C; 197 ° C ( R );
Vapor pressure	0.07 hPa (20 ° C)
solubility	miscible with water miscible with ethanol, ether, fatty acids and lower aliphatic hydrocarbons; sparingly soluble in carbon tetrachloride;
Refractive index	1.427 (20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 315-319
	P: 280-305 + 351 + 338-337 + 313
Toxicological data	3700 mg kg −1 ( LD 50 , rat , oral ) ; 7890 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	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-Methyl-2,4-pentanediol is a chemical compound from the group of diols . The compound occurs in two isomeric forms.

Extraction and presentation

2-Methyl-2,4-pentanediol can be obtained by hydrogenating diacetone alcohol .

properties

2-methyl-2,4-pentanediol is a flammable, hardly inflammable, colorless liquid with a mildly sweet odor that can be mixed with water.

use

2-Methyl-2,4-pentanediol is used as a solvent and intermediate in the production of other chemical compounds. The compound is also used to control the flow properties of industrial products such as paints, varnishes, coatings, detergents, solvents and hydraulic fluids. It acts as a thickener in cosmetic products. It serves as an adhesion promoter and additive to hydraulic fluids, printing inks and cement. It is also used as a blood volume expander and in addition, it is used as a solvent for cleaning and coloring products. It is also used in laboratory studies as a precipitant and cryoprotectant in protein crystallography.

safety instructions

The vapors of 2-methyl-2,4-pentanediol can form an explosive mixture with air ( flash point 90 ° C, ignition temperature 425 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on 2-methyl-2,4-pentanediol in the GESTIS substance database of the IFA , accessed on November 28, 2018(JavaScript required) .
↑ ^a ^b Data sheet (R) - (-) - 2-methyl-2,4-pentanediol, 99% from Sigma-Aldrich , accessed on November 28, 2018 ( PDF ).
↑ ^a ^b ^c data sheet (±) -2-methyl-2,4-pentanediol, 98% from AlfaAesar, accessed on November 28, 2018 ( PDF )(JavaScript required) .
↑ Data sheet Hexylene glycol, BioXtra, ≥99% (GC) from Sigma-Aldrich , accessed on November 28, 2018 ( PDF ).
↑ Entry on 2-methyl-2,4-pentanediol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on November 30, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ ^a ^b Entry on 2-methyl-2,4-pentanediol in the Hazardous Substances Data Bank , accessed on November 28, 2018.
↑ Kanchan Anand, Debnath Pal, Rolf Hilgenfeld : An overview on 2-methyl-2,4-pentanediol in crystallization and in crystals of biological macromolecules. In: Acta Crystallographica Section D Biological Crystallography. 58, 2002, p. 1722, doi : 10.1107 / S0907444902014610 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on 2-methyl-2,4-pentanediol in the GESTIS substance database of the IFA , accessed on November 28, 2018(JavaScript required) .

[SigmaR-2] Data sheet (R) - (-) - 2-methyl-2,4-pentanediol, 99% from Sigma-Aldrich , accessed on November 28, 2018 ( PDF ).

[Alfa-3] ta sheet (±) -2-methyl-2,4-pentanediol, 98% from AlfaAesar, accessed on November 28, 2018 ( PDF )(JavaScript required) .

[Sigma-4] Data sheet Hexylene glycol, BioXtra, ≥99% (GC) from Sigma-Aldrich , accessed on November 28, 2018 ( PDF ).

[CLP_100.003.173-5] Entry on 2-methyl-2,4-pentanediol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on November 30, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .

[HSDB-6] Entry on 2-methyl-2,4-pentanediol in the Hazardous Substances Data Bank , accessed on November 28, 2018.

[DOI10.1107/S0907444902014610-7] Kanchan Anand, Debnath Pal, Rolf Hilgenfeld : An overview on 2-methyl-2,4-pentanediol in crystallization and in crystals of biological macromolecules. In: Acta Crystallographica Section D Biological Crystallography. 58, 2002, p. 1722, doi : 10.1107 / S0907444902014610 .