124915
4-Formylbenzoic acid
97%
Synonym(s):
4-Carboxybenzaldehyde, Benzaldehyde-4-carboxylic acid, Terephthalaldehydic acid
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About This Item
Linear Formula:
HO2CC6H4CHO
CAS Number:
Molecular Weight:
150.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-607-4
Beilstein/REAXYS Number:
471734
MDL number:
Assay:
97%
Form:
powder
InChI key
GOUHYARYYWKXHS-UHFFFAOYSA-N
InChI
1S/C8H6O3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H,(H,10,11)
SMILES string
[H]C(=O)c1ccc(cc1)C(O)=O
assay
97%
form
powder
mp
247 °C (lit.)
functional group
aldehyde, carboxylic acid
Quality Level
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General description
4-Formylbenzoic acid is an important intermediate in the synthesis of terepthalic acid. It reacts with barium carbonate to yield two-dimensional barium(II) coordination polymer.
Application
4-Formylbenzoic acid has been used as reagent during esterification of 2,2,6,6-tetramethyl-4-oxopiperidinyl-1-oxyl to yield 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl 4-formylbenzoate.
It can also be used as a reagent to synthesize acid functionalized mesoporous silica catalyst by the condensation of its aldehyde group with -NH2 of amine functionalized silica.
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Elena Sartori et al.
Journal of the American Chemical Society, 129(25), 7785-7792 (2007-06-05)
Interactions between reactive free radicals (r) with stable mononitroxyl radicals (N) and bisnitroxyl radicals (N-X-N) were studied by time-resolved electron paramagnetic resonance (TR-EPR). Reactive spin-polarized free radicals (r#), with non-Boltzmann population of spin states were produced by laser flash photolysis
The first two-dimensional barium coordination polymer based on neutral and deprotonated 4-formylbenzoic acid.
Deng ZP, et al.
Applied Organometallic Chemistry, 21(11), 978-982 (2007)
Topochemical studies. VIII. The crystal and molecular sturtures of two polymorphs of 4-formylbenzoic acid.
Haisa MASAO, et al.
Acta Crystallographica Section B, Structural Crystallography and Crystal Chemistry, 32(3), 857-860 (1976)
Highly ordered acid functionalized SBA-15: a novel organocatalyst for the preparation of xanthenes.
Nandi M, et al.
Chemical Communications (Cambridge, England), 47(23), 6677-6679 (2011)
A Magnien et al.
European journal of biochemistry, 131(2), 375-381 (1983-03-15)
Initial-rate measurements were made of the reduction of pyridine-3-aldehyde and p-carboxybenzaldehyde by NADPH catalyzed by pig liver aldehyde reductase I. The initial velocity analysis and product inhibition data suggest that aldehyde reductase I obeys a compulsory-order mechanism with pyridine-3-aldehyde as
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