Sinapaldehyde

Sinapaldehyde
Names
	Systematic IUPAC name (E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enal
	Other names (trans)-3,5-Dimethoxy-4-hydroxycinnamaldehyde; Sinapic aldehyde; Sinapinaldehyde; Sinapoyl aldehyde; Sinapyl aldehyde; ;
Identifiers
CAS Number	4206-58-0;
3D model (JSmol)	Interactive image;
Beilstein Reference	2215799
ChEBI	CHEBI:27949;
ChEMBL	ChEMBL225067 ;
ChemSpider	4444359 ;
ECHA InfoCard	100.156.065
EC Number	627-731-3;
KEGG	C05610;
MeSH	Sinapaldehyde
PubChem CID	5280802;
CompTox Dashboard (EPA)	DTXSID201016569 ;
	InChI InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+ Key: CDICDSOGTRCHMG-ONEGZZNKSA-N;
	SMILES COC1=CC(=CC(=C1O)OC)/C=C/C=O;
Properties
Chemical formula	C11H12O4
Molar mass	208.213 g·mol−1
Melting point	104 to 106 °C (219 to 223 °F; 377 to 379 K)
log P	1.686
Acidity (pKa)	9.667
Basicity (pKb)	4.330
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Related compounds
Related alkenals	Cinnamaldehyde; Coniferyl aldehyde; DMACA reagent; 2-Nitrocinnamaldehyde
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Sinapaldehyde is an organic compound with the formula HO(CH₃O)₂C₆H₂CH=CHCHO. It is a derivative of cinnamaldehyde, featuring one hydroxy group and two methoxy groups as substituents. It is an intermediate in the formation of sinapyl alcohol, a lignol that is a major precursor to lignin.

Names

Systematic IUPAC name (E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enal
Other names (trans)-3,5-Dimethoxy-4-hydroxycinnamaldehyde Sinapic aldehyde Sinapinaldehyde Sinapoyl aldehyde Sinapyl aldehyde
Identifiers
CAS Number	4206-58-0
3D model (JSmol)	Interactive image
Beilstein Reference	2215799
ChEBI	CHEBI:27949
ChEMBL	ChEMBL225067^Y
ChemSpider	4444359^Y
ECHA InfoCard	100.156.065
EC Number	627-731-3
KEGG	C05610
MeSH	Sinapaldehyde
PubChem CID	5280802
CompTox Dashboard (EPA)	DTXSID201016569
InChI InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+ Key: CDICDSOGTRCHMG-ONEGZZNKSA-N
SMILES COC1=CC(=CC(=C1O)OC)/C=C/C=O
Properties
Chemical formula	C₁₁H₁₂O₄
Molar mass	208.213 g·mol⁻¹
Melting point	104 to 106 °C (219 to 223 °F; 377 to 379 K)
log P	1.686
Acidity (pK_a)	9.667
Basicity (pK_b)	4.330
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Related compounds
Related alkenals	Cinnamaldehyde Coniferyl aldehyde DMACA reagent 2-Nitrocinnamaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references