Coniferyl aldehyde

Structural formula
General
Surname	Coniferyl aldehyde
other names	4-hydroxy-3-methoxycinnamaldehyde; 3- (4-hydroxy-3-methoxyphenyl) -2-propenal; Ferulaldehyde;
Molecular formula	C 10 H 10 O 3
Brief description	yellow-orange solid
External identifiers / databases
EC number	207-278-4
ECHA InfoCard	100.006.618
PubChem	5352904
ChemSpider	4444167
Wikidata	Q5161074
properties
Molar mass	178.18 g mol −1
Physical state	firmly
density	1.156 g cm −3
Melting point	80-82 ° C
boiling point	175 ° C (7 hPa)
solubility	soluble in benzene and ethanol
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 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 .

Coniferylaldehyde is a chemical compound from the group of aldehydes .

Occurrence

Coniferyl aldehyde occurs naturally as a component of the lignin of many plants, which was already assumed by P. Klason in 1897.

Extraction and presentation

Coniferylaldehyde can be obtained from methoxymethylvanillin , which condenses with acetaldehyde and is freed from the methoxymethyl group by acid. It can also be represented biochemically (e.g. by cinnamoyl: CoA reductase).

properties

Coniferyl aldehyde is a yellow-orange solid that is soluble in benzene and ethanol .

use

Coniferyl aldehyde is suitable for use in studies of the antioxidant and antiradical activities of ferulates using a β-carotene-linoleate model system or a DPPH radical scavenger test.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet Coniferylaldehyde, 98% from Sigma-Aldrich , accessed on November 6, 2016 ( PDF ).
↑ ^a ^b ^c Lide: CRC Handbook 87th Edition . CRC Press, 1998, ISBN 978-0-8493-0594-8 , pp. 648 ( limited preview in Google Book search).
^ Paul Walden, Carl Graebe: History of organic chemistry since 1880 . Springer-Verlag, 2013, ISBN 978-3-662-28693-7 , pp. 686 ( limited preview in Google Book Search).
^ Friedrich Emil Brauns, Dorothy Alexandra Brauns: The Chemistry of Lignin Covering the Literature for the Years 1949-1958 . Elsevier, 2013, ISBN 978-1-4832-7595-6 , pp. 43 ( limited preview in Google Book search).
^ Karl Freudenberg, Rösel Dillenburg: Coniferylaldehyde and sinapine alcohol. In: Chemical Reports. 84, 1951, p. 67, doi : 10.1002 / cber.19510840110 .
↑ google.com: Patent EP0845532A2 - synthesis enzymes for the production of coniferyl alcohol, coniferyl aldehyde ... - Google patents , accessed on November 6, 2016

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet Coniferylaldehyde, 98% from Sigma-Aldrich , accessed on November 6, 2016 ( PDF ).

[Lide-2] Lide: CRC Handbook 87th Edition . CRC Press, 1998, ISBN 978-0-8493-0594-8 , pp. 648 ( limited preview in Google Book search).

[Paul_Walden,_Carl_Graebe-3] Paul Walden, Carl Graebe: History of organic chemistry since 1880 . Springer-Verlag, 2013, ISBN 978-3-662-28693-7 , pp. 686 ( limited preview in Google Book Search).

[Friedrich_Emil_Brauns,_Dorothy_Alexandra_Brauns-4] Friedrich Emil Brauns, Dorothy Alexandra Brauns: The Chemistry of Lignin Covering the Literature for the Years 1949-1958 . Elsevier, 2013, ISBN 978-1-4832-7595-6 , pp. 43 ( limited preview in Google Book search).

[DOI10.1002/cber.19510840110-5] Karl Freudenberg, Rösel Dillenburg: Coniferylaldehyde and sinapine alcohol. In: Chemical Reports. 84, 1951, p. 67, doi : 10.1002 / cber.19510840110 .

[google.com-6] .com: Patent EP0845532A2 - synthesis enzymes for the production of coniferyl alcohol, coniferyl aldehyde ... - Google patents , accessed on November 6, 2016