Dimethylsilanediol

Structural formula
General
Surname	Dimethylsilanediol
other names	Dihydroxydimethylsilane DMSD D (OH) 2
Molecular formula	C 2 H 8 O 2 Si
External identifiers / databases
CAS number 1066-42-8 EC number 213-915-7 ECHA InfoCard 100.012.651 PubChem 14014 Wikidata Q1225753
properties
Molar mass	92.17 g mol −1
Physical state	liquid
density	1.023 g cm −3 (20 ° C)
boiling point	100 ° C
Vapor pressure	79.25 mmHg (25 ° C)
solubility	274 g l −1 in water
safety instructions
GHS labeling of hazardous substances 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 .

Dimethylsilanediol ( DMSD ) is a chemical compound and one of the silanols . It is a derivative of silane and the silicon analogue of the unstable propane-2,2-diol .

Presentation and extraction

Dimethylsilanediol is produced by hydrolysis of dichlorodimethylsilane .

${\displaystyle \mathrm {(CH_{3})_{2}SiCl_{2}+2\ H_{2}O\longrightarrow (CH_{3})_{2}Si(OH)_{2}+2\ HCl} }$

properties

Dimethylsilanediol is a volatile organic liquid with a boiling point of 100 ° C. It easily polycondenses to polydimethylsiloxanes .

use

Dimethylsilanediol is one of the chemical substances that are produced in large quantities (" High Production Volume Chemical ", HPVC) and for which the Organization for Economic Cooperation and Development (OECD) collects data on possible hazards (" Screening Information Dataset ", SIDS ) is in preparation. Dimethylsilanediol is not commercially available. It is used in the manufacture of silicones .

Biological importance

Hexamethyldisiloxane , octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane can be metabolized to dimethylsilanediol in animals . In humans, metabolic pathways similar to those found in animal experiments were found. In addition, dimethylsilanediol is a possible hydrolysis product of polydimethylsiloxane chains.

literature

• Miryam Fischer-Reinhard: Microbial degradation of silicone oils, siloxanes and silanols? , Dissertation, TU Darmstadt, 2007, DNB 986327190 , urn : nbn: de: tuda-tuprints-8832 .

Individual evidence

1. ↑ ^{a b c d e} S. M. Mazzoni, S. Roy, S. Grigoras: Eco-Relevant Properties of Selected Organosilicon Materials . In: G. Chandra (Ed.): The Handbook of Environmental Chemistry - Organosilicon Materials . Springer-Verlag, Berlin / Heidelberg 1997, ISBN 3-540-62604-2 (Vol. 3, Part H)
2. ↑ There is not yet a harmonized classification for this substance . A labeling of dimethylsilanediol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), retrieved on July 28, 2019, is reproduced from a self-classification by the distributor .
3. ↑ Propane-2,2-diol is unstable as a geminal diol ; it is the hydrate of acetone .
4. ↑ ^{a b} Andreas Obenauf: Silicones: Chemistry and Technology, Production of Starting Materials ( Memento from March 30, 2013 in the web archive archive.today ).
5. ^ The 2007 OECD List of High Production Volume Chemicals of October 23, 2009, accessed November 3, 2014.
6. ↑ ^{a b} USEPA : TSCA Section 8 (e) Notification of Substantial Risk: Dimethylsilanediol (PDF; 161 kB) , December 23, 2008.
7. ^ Entry in The University of Minnesota Biocatalysis / Biodegradation Database , accessed November 10, 2009.