Syringol

Structural formula
General
Surname	Syringol
other names	2,6-dimethoxyphenol; Pyrogallol-1,3-dimethylether;
Molecular formula	C 8 H 10 O 3
Brief description	monoclinic crystals
External identifiers / databases
EC number	202-041-1
ECHA InfoCard	100,001,856
PubChem	7041
ChemSpider	6774
Wikidata	Q421420
properties
Molar mass	154.16 g mol −1
Physical state	firmly
Melting point	56.5 ° C
boiling point	261 ° C
pK s value	9.98 (25 ° C)
solubility	little in water (20 g l −1 at 13 ° C); very good in diethyl ether and ethanol ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302-315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Syringol ( 2,6-dimethoxyphenol ) is an organic-chemical compound that is derived from both phenol and dimethoxybenzenes . The structure consists of a benzene ring with an attached hydroxyl group (-OH) and two methoxy groups (-OCH ₃ ) as substituents . It belongs to the group of substances of Dimethoxyphenole , a group of six structural isomers . It is a dimethyl ether of pyrogallol . The name comes - analogous to syringa alcohol , syringaaldehyde , syringic acid or acetosyringone - from the Latin name of lilac ( syringa ).

Syringol is produced by the decarboxylation of syringic acid.

properties

The pK _s value of the phenolic OH group is 9.98, and has almost no difference from the phenol with 9.99. The two methoxy groups have almost no influence. This can be observed in the same way when comparing guaiacol with phenol.

Individual evidence

↑ ^a ^b ^c ^d David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-190.
↑ ^a ^b M Ragnar, CT Lindgren, N.-O. Nilvebrant: pK _a -values of Guaiacyl and Syringyl Phenols Related to Lignin , J. Wood Chem. Technol. , 2000 , 20 (3), pp. 277-305 ( doi: 10.1080 / 02773810009349637 , excerpt ).
↑ ^a ^b ^c Entry on 2,6-dimethoxyphenol in the GESTIS substance database of the IFA , accessed on March 13, 2017(JavaScript required) .
↑ CRC Handbook of Tables for Organic Compound Identification . 3rd edition, 1984, ISBN 0-8493-0303-6 .

[CRC-1] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-190.

[PKS-2] M Ragnar, CT Lindgren, N.-O. Nilvebrant: pK _a -values of Guaiacyl and Syringyl Phenols Related to Lignin , J. Wood Chem. Technol. , 2000 , 20 (3), pp. 277-305 ( doi: 10.1080 / 02773810009349637 , excerpt ).

[GESTIS-3] Entry on 2,6-dimethoxyphenol in the GESTIS substance database of the IFA , accessed on March 13, 2017(JavaScript required) .

[4] CRC Handbook of Tables for Organic Compound Identification . 3rd edition, 1984, ISBN 0-8493-0303-6 .