H19808
3-Hydroxybenzaldehyde
≥99%
Sinónimos:
3-Formylphenol, 5-Hydroxybenzaldehyde, m-Formylphenol, m-Hydroxybenzaldehyde
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About This Item
Fórmula lineal:
HOC6H4CHO
Número de CAS:
Peso molecular:
122.12
Beilstein/REAXYS Number:
507099
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
≥99%
bp
191 °C/50 mmHg (lit.)
mp
100-103 °C (lit.)
SMILES string
Oc1cccc(C=O)c1
InChI
1S/C7H6O2/c8-5-6-2-1-3-7(9)4-6/h1-5,9H
InChI key
IAVREABSGIHHMO-UHFFFAOYSA-N
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Application
3-Hydroxybenzaldehyde can be used as a reactant along with ethyl acetoacetate and thiourea in the synthesis of corresponding dihydropyrimidine-2-thione (monastrol), using Yb(OTf)3 as a catalyst by Biginelli cyclocondensation reaction.
It can also be used as a starting material for the synthesis of:
It can also be used as a starting material for the synthesis of:
- (-)-Quinocarcin, isoxazolo[3,4-e][2,1]benzisoxazole and 3-n-propylphenol.
- Oligo-3-hydroxybenzaldehyde (O-3HBA) by oxidative polycondensation.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Tetrahedron Letters, 43(18), 3449-3451 (2002)
The synthesis and thermal properties of oligo-3-hydroxybenzaldehyde synthesized by oxidative polycondensation
Mart H, et al.
Journal of Applied Polymer Science, 101(2), 892-897 (2006)
A practical synthesis of 3-n-propylphenol, a component of tsetse fly attractant blends
Ujvary I and Mikite G
Organic Process Research & Development, 7(4), 585-587 (2003)
Improved synthesis and preparative scale resolution of racemic monastrol
Dondoni A, et al.
Tetrahedron Letters, 43(34), 5913-5916 (2002)
M Parekh et al.
Letters in applied microbiology, 22(2), 115-120 (1996-02-01)
Desulfovibrio desulfuricans ATCC 27774 was screened for reactivity against aromatic compounds during lactate-dependent, nitrate-dissimilating growth. Only aromatic aldehydes (benzaldehyde, 2-hydroxybenzaldehyde, 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde, vanillin, iso-vanillin and o-vanillin) were reactive and, with the exception of 2-hydroxybenzaldehyde, were stimulatory to lactate-dependent growth. Aromatic
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