Suberic acid

Structural formula
General
Surname	Suberic acid
other names	Octanedioic acid; Suberic acid;
Molecular formula	C 8 H 14 O 4
Brief description	white, crystalline, odorless solid
External identifiers / databases
EC number	208-010-9
ECHA InfoCard	100.007.283
PubChem	10457
ChemSpider	10025
Wikidata	Q899074
properties
Molar mass	174.20 g mol −1
Physical state	firmly
density	1.272 g cm −3 (25 ° C)
Melting point	139-142 ° C
boiling point	229–231 ° C (20 hPa)
Vapor pressure	<1 h Pa (20 ° C)
solubility	Difficult to dissolve in water (1.6 g l −1 at 20 ° C), more soluble in alcohol and ether
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319
	P: 260-305 + 351 + 338
Toxicological data	> 2000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Suberic acid (suberic acid, octanedioic acid) is a higher saturated dicarboxylic acid . As a divalent acid, suberic acid dissociates in water in two stages. The associated dissociation constants are pK _a1 = 4.51 and pK _a2 = 5.40 in water at 25 ° C. Their salts and esters are called suberates .

presentation

Synthetic they can be prepared by oxidation of cork or castor oil with nitric acid as well as by the carbonylation of hexane-1,6-diol can be produced.

Cork oak ( Quercus suber )

Occurrence

Suberic acid is found in cork in the form of suberine and in toad poison .

use

Suberic acid is used to make polyamides and polyesters . Succic acid esters are used as plasticizers .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g entry to suberic in the GESTIS database of IFA , retrieved on Feb. 22, 2017(JavaScript required) .
↑ ^a ^b Data sheet cork acid (PDF) from Merck , accessed on June 14, 2017.
↑ ^a ^b ^c Korkäure - Lexikon der Chemie . ( Spektrum.de [accessed on April 15, 2017]).
^ Albert Gossauer: Structure and reactivity of biomolecules , Verlag Helvetica Chimica Acta, Zurich, 2006, p. 354, ISBN 978-3-906390-29-1 .
↑ Suberin - Lexicon of Biology . ( Spektrum.de [accessed on April 15, 2017]).
↑ Entry on octanedioic acid. In: Römpp Online . Georg Thieme Verlag, accessed on June 15, 2014.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g entry to suberic in the GESTIS database of IFA , retrieved on Feb. 22, 2017(JavaScript required) .

[Merck-2] Data sheet cork acid (PDF) from Merck , accessed on June 14, 2017.

[:0-3] Korkäure - Lexikon der Chemie . ( Spektrum.de [accessed on April 15, 2017]).

[Gossauer-4] Albert Gossauer: Structure and reactivity of biomolecules , Verlag Helvetica Chimica Acta, Zurich, 2006, p. 354, ISBN 978-3-906390-29-1 .

[5] Suberin - Lexicon of Biology . ( Spektrum.de [accessed on April 15, 2017]).

[6] Entry on octanedioic acid. In: Römpp Online . Georg Thieme Verlag, accessed on June 15, 2014.