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???-???

???-???
???-??? ??? ???
?? ??:
621-59-0
???:
???-???
???(??):
3-????-4-?????????;???-???;?????
???:
Isovanillin
???(??):
3-HYDROXY-4-METHOXYBENZALDEHYDE;ISOVANILIN;sovanillin;5-Formylguaiacol;3-Hydroxy-4-methoxy;Benzaldehyde,3-hydroxy-4-methoxy-;C8H8O3;NSC 82996;ISOVANILLIN;lsovanillin
CBNumber:
CB0705725
???:
C8H8O3
??? ??:
152.15
MOL ??:
621-59-0.mol
MSDS ??:
SDS

???-??? ??

???
113-116 °C
?? ?
179 °C15 mm Hg(lit.)
??
1.20
???
0Pa at 20℃
???
1.4945 (estimate)
???
179°C/15mm
?? ??
Keep in dark place,Sealed in dry,Room Temperature
???
???? ???? ?????.
?? ?? (pKa)
pK1:8.889 (25°C)
??? ??
?? ??
??
??? ??
???
2.27g/L at 20℃
??
Air Sensitive
BRN
1073021
InChI
1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3
InChIKey
JVTZFYYHCGSXJV-UHFFFAOYSA-N
SMILES
COc1ccc(C=O)cc1O
LogP
0.95 at 20℃
CAS ??????
621-59-0(CAS DataBase Reference)
NIST
Benzaldehyde, 3-hydroxy-4-methoxy-(621-59-0)
EPA
Benzaldehyde, 3-hydroxy-4-methoxy- (621-59-0)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36/37/38
????? 26-36/37-36
WGK ?? 3
RTECS ?? CU6540000
?? ?? ?? Irritant
TSCA TSCA listed
HS ?? 29124900
???? ??? 11 - Combustible Solids
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P304+P340 ???? ??? ??? ?? ??? ??? ???? ?? ??? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P405 ???? ?????.
NFPA 704
1
2 0

???-??? MSDS


Isovanillin

???-??? C??? ??, ??, ??

??? ??

Light Tan Cyrstalline Solid

??

3-Hydroxy-4-methoxybenzaldehyde was used as starting reagent during the two-step stereoselective synthesis of the anticancer drug (Z)-combretastatin A-4 and glycitein synthesis.

?? ??

Isovanillin is a kind of fragrance and isomer of vanillin. it has unique properties than vanillin, its fragrance can change with the change of ambient temperature, so it is especially suitable for special cosmetics and some special fragrance industries. Isovanillin is a selective inhibitor of aldehyde oxidase. It is not a substrate of that enzyme, and is metabolized by aldehyde dehydrogenase into isovanillic acid, which could make it a candidate drug for use in alcohol aversion therapy.

?? ??

Synthesis of isovanillin: 4-Hydroxybenzaldehyde is used as raw material, firstly react with bromine to obtain 3-bromo-4-hydroxybenzaldehyde, then react with methyl iodide to obtain 3-bromo-4-methoxybenzaldehyde, and then hydrolyzed under the action of sodium hydroxide and cuprous chloride to produce isovanillin. The yield was 64.1%.

?? ??

3-Hydroxy-4-methoxybenzaldehyde on condensation with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide yields Schiff-bases. It undergoes condensation reaction with1-azabicyclo[2.2.2]octan-3-one to give (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one.

Source

Isovanillin is a natural product found in many plant species like Pluchea sagittalis, Pycnocycla spinose, Mondia whitei, Benincasa hispida, Arum Palaestinum, Thalictrum przewalskii, Valeriana officinalis var. latifolia[1].

Purification Methods

Crystallise isovaniline from H2O or *C6H6. The oxime has m 147o. [Beilstein 8 IV 1764.]

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