Neopentyl glycol hydroxypivalate

Structural formula
General
Surname	Neopentyl glycol hydroxypivalate
other names	3-hydroxy-2,2-dimethylpropyl-3-hydroxy-2,2-dimethylpropionate; Hydroxypivalyl hydroxypivalate; HPN;
Molecular formula	C 10 H 20 O 4
Brief description	colorless solid
External identifiers / databases
EC number	214-222-2
ECHA InfoCard	100.012.930
PubChem	14218
Wikidata	Q1640433
properties
Molar mass	204.26 g mol −1
Physical state	firmly
density	1.01 g cm −3 (60 ° C)
Melting point	46-50 ° C
boiling point	292 ° C
Vapor pressure	3 Pa (20 ° C)
solubility	good in water (270 g l −1 at 25 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 318
	P: 280-305 + 351 + 338-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Hydroxypivalic acid neopentyl glycol ester , HPN for short, is a chemical compound and an ester of hydroxypivalic acid . The substance became known through an incident on June 22, 2009 at BASF in Ludwigshafen, in which around ten tons of HPN flowed into the Rhine .

Extraction and presentation

Neopentyl glycol hydroxypivalate is a by-product in the production of neopentyl glycol from hydroxypivalaldehyde. One way of producing HPN as the main product is the Claisen-Tiščenko reaction of hydroxypivalaldehyde with basic catalysis . As catalysts are calcium hydroxide or calcium oxide suitable.

properties

The compound is thermally unstable and starts to decompose at around 150 ° C. At higher temperatures it is flammable, the flash point is 161 ° C.

use

Neopentyl glycol hydroxypivalate is an intermediate product for the production of polyesters , lacquers or plasticizers .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on hydroxypivalic acid neopentyl glycol ester in the GESTIS substance database of the IFA , accessed on December 22, 2012(JavaScript required) .
↑ Ten tons of a chemical run in the Rhine . In: Spiegel-online, accessed on June 22, 2009.
↑ Alexander Wartini, Matthias Dernbach, Steffen Maas, Johann-Peter Melder, Andreas Klein, Joachim Simon: Process for the production of neopentyl glycol and hydroxypivalic acid neopentyl glycol ester. BASF, DE10317545A1 , 2004.
↑ ^a ^b Arnold Wittwer, Manfred Sauerwald: Process for the production of hydroxypivalic acid neopentyl glycol ester . BASF, DE19534496A1 , 1995.
↑ Heinz Auer, Siegfried Krüger, Stephan Scholl, Theodor Weber, Johann-Peter Melder: Process for the production of neopentylglycol ester (HPN) . BASF, DE19733903A1 , 1999.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on hydroxypivalic acid neopentyl glycol ester in the GESTIS substance database of the IFA , accessed on December 22, 2012(JavaScript required) .

[2] Ten tons of a chemical run in the Rhine . In: Spiegel-online, accessed on June 22, 2009.

[3] Alexander Wartini, Matthias Dernbach, Steffen Maas, Johann-Peter Melder, Andreas Klein, Joachim Simon: Process for the production of neopentyl glycol and hydroxypivalic acid neopentyl glycol ester. BASF, DE10317545A1 , 2004.

[Wittwer-4] Arnold Wittwer, Manfred Sauerwald: Process for the production of hydroxypivalic acid neopentyl glycol ester . BASF, DE19534496A1 , 1995.

[5] Heinz Auer, Siegfried Krüger, Stephan Scholl, Theodor Weber, Johann-Peter Melder: Process for the production of neopentylglycol ester (HPN) . BASF, DE19733903A1 , 1999.