1,12-dodecanediol

Structural formula
General
Surname	1,12-dodecanediol
other names	Dodecamethylene glycol; 1,12-dihydroxydodecane; Dodecane-1,12-diol;
Molecular formula	C 12 H 26 O 2
Brief description	white solid with a faint odor
External identifiers / databases
EC number	227-133-9
ECHA InfoCard	100,024,667
PubChem	79758
ChemSpider	72056
Wikidata	Q26840882
properties
Molar mass	202.34 g mol −1
Physical state	firmly
density	1.032 g cm −3
Melting point	81.3 ° C
boiling point	324 ° C; 188-190 ° C (12 mmHg);
solubility	very sparingly soluble in water (<1 g l −1 at 20 ° C); soluble in ethanol and warm diethyl ether;
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 .

1,12-dodecanediol is a chemical compound from the group of alkanediols .

Extraction and presentation

1,12-dodecanediol can be obtained biotechnologically by Escherichia coli . The compound can also be prepared by reducing lauryl lactone .

properties

1,12-dodecanediol is a flammable, hardly inflammable, crystalline, white solid with a faint odor, which is very sparingly soluble in water. Both hydroxy groups show a trans - conformation with respect to the hydrocarbon backbone.

use

1,12-dodecanediol is used in polyester polyols for polyurethanes, coatings and printing inks, adhesives, lastomers, polyesters and co-polyesters, polymer crosslinkers, pharmaceutical intermediates, fragrances.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 1,12-dodecanediol in the GESTIS substance database of the IFA , accessed on December 2, 2018(JavaScript required) .
↑ ^a ^b ^c data sheet 1,12-dodecanediol, 99% from AlfaAesar, accessed on December 2, 2018 ( PDF )(JavaScript required) .
↑ Shan-Chi Hsieh, Jung-Hao Wang and a .: Production of 1-Dodecanol, 1-Tetradecanol, and 1,12-Dodecanediol through Whole-Cell Biotransformation in Escherichia coli. In: Applied and Environmental Microbiology. 84, 2018, doi : 10.1128 / AEM.01806-17 .
↑ M. d. Ahsan, Sihyong Sung et al. a .: Biosynthesis of Medium- to Long-Chain α, ω-Diols from Free Fatty Acids Using CYP153A Monooxygenase, Carboxylic Acid Reductase, and E. coli Endogenous Aldehyde Reductases. In: Catalysts. 8, 2018, p. 4, doi : 10.3390 / catal8010004 .
↑ Google Patents: WO2013116029A1 - Process for producing dodecane-1,12-diol by reduction of lauryl lactone produced from the oxidation of cyclododecanone - Google Patents , accessed on December 2, 2018
↑ N. Nakamura, S. Setodoi: 1,12-dodecanediol. In: Acta Crystallographica Section C Crystal Structure Communications. 53, 1997, p. 1883, doi : 10.1107 / S0108270197011918 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 1,12-dodecanediol in the GESTIS substance database of the IFA , accessed on December 2, 2018(JavaScript required) .

[Alfa-2] ta sheet 1,12-dodecanediol, 99% from AlfaAesar, accessed on December 2, 2018 ( PDF )(JavaScript required) .

[DOI10.1128/AEM.01806-17-3] Shan-Chi Hsieh, Jung-Hao Wang and a .: Production of 1-Dodecanol, 1-Tetradecanol, and 1,12-Dodecanediol through Whole-Cell Biotransformation in Escherichia coli. In: Applied and Environmental Microbiology. 84, 2018, doi : 10.1128 / AEM.01806-17 .

[DOI10.3390/catal8010004-4] M. d. Ahsan, Sihyong Sung et al. a .: Biosynthesis of Medium- to Long-Chain α, ω-Diols from Free Fatty Acids Using CYP153A Monooxygenase, Carboxylic Acid Reductase, and E. coli Endogenous Aldehyde Reductases. In: Catalysts. 8, 2018, p. 4, doi : 10.3390 / catal8010004 .

[google.com-5] Google Patents: WO2013116029A1 - Process for producing dodecane-1,12-diol by reduction of lauryl lactone produced from the oxidation of cyclododecanone - Google Patents , accessed on December 2, 2018

[DOI10.1107/S0108270197011918-6] N. Nakamura, S. Setodoi: 1,12-dodecanediol. In: Acta Crystallographica Section C Crystal Structure Communications. 53, 1997, p. 1883, doi : 10.1107 / S0108270197011918 .