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Hazard |
Moderately toxic. |
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Safety Profile |
Moderarely toxic by intraperitoneal route. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes. See also COUMARIN |
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Application |
p-Hydroxycinnamic acid is mainly used as an intermediate in the pharmaceutical and perfume industries. It can react with dimethyl sulfate to produce p-anisaldehyde, react with acetaldehyde to produce p-hydroxycinnamaldehyde, and further oxidize it to produce cinnamic acid. This product can be directly oxidized to produce 4-Hydroxybenzoic acid and reduction to produce 4-Hydroxybenzyl alcohol. |
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Definition |
ChEBI: 4-coumaric acid is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. |
InChI:InChI=1/C9H8O3/c1-6(9(11)12)7-2-4-8(10)5-3-7/h2-5,10H,1H2,(H,11,12)
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cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]
3-(4-hydroxy-3-methoxyphenyl)acrylic acid
D-xylose
cyanidin
D-glucose
malonic acid
para-coumaric acid
| Conditions | Yield |
|---|---|
|
With
hydrogenchloride; water;
at 100 ℃;
for 2h;
|
cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylopyranosyl)-6-O-(4-O-(β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]
3-(4-hydroxy-3-methoxyphenyl)acrylic acid
D-xylose
cyanidin
D-glucose
malonic acid
para-coumaric acid
| Conditions | Yield |
|---|---|
|
With
hydrogenchloride; water;
at 100 ℃;
for 2h;
|
acetic anhydride
4-hydroxy-benzaldehyde
malonic acid
p-Iodophenol
4-(3-oxy-[1,2,3]oxadiazol-5-yl)-phenol
hydroxy-(4-hydroxy-phenyl)-acetaldehyde
methyl p-hydroxycinnamate
4-trimethylsiloxycinnamic acid